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Isomerase

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jaundice. Most patients with TPI for Glu104Asp mutation or heterozygous for a TPI null allele and Glu104Asp have a life expectancy of infancy to early childhood. TPI patients with other mutations generally show longer life expectancy. There are only two cases of individuals with TPI living beyond the age of 6. These cases involve two brothers from Hungary, one who did not develop neurological symptoms until the age of 12, and the older brother who has no neurological symptoms and suffers from anemia only.
162: 1048: 148: 1502: 1451: 4117: 908: 176: 1578:, and is associated with non-spherocytic haemolytic anaemia of variable severity. This disease is centered on the glucose-6-phosphate protein. This protein can be found in the secretion of some cancer cells. PHI is the result of a dimeric enzyme that catalyses the reversible interconversion of fructose-6-phosphate and gluose-6-phosphate. 1623:
TPI is detected through deficiency of enzymatic activity and the build-up of dihyroxyacetone phosphate(DHAP), which is a toxic substrate, in erythrocytes. This can be detected through physical examination and a series of lab work. In detection, there is generally myopathic changes seen in muscles and
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for TPI is not specific, but varies according to different cases. Because of the range of symptoms TPI causes, a team of specialist may be needed to provide treatment to a single individual. That team of specialists would consists of pediatricians, cardiologists, neurologists, and other healthcare
1608:. It is characterized by hemolytic anemia and neurodegeneration, and is caused by anaerobic metabolic dysfunction. This dysfunction results from a missense mutation that effects the encoded TPI protein. The most common mutation is the substitution of gene, Glu104Asp, which produces the most severe 1615:
TPI deficiency is very rare with less than 50 cases reported in literature. Being an autosomal recessive inherited disease, TPI deficiency has a 25% recurrence risk in the case of heterozygous parents. It is a congenital disease that most often occurs with hemolytic anemia and manifests with
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Supportive measures such as red cell transfusions in cases of severe anaemia can be taken to treat TPI as well. In some cases, spleen removal (splenectomy) may improve the anaemia. There is no treatment to prevent progressive neurological impairment of any other non-haematological clinical
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Solomons JT, Zimmerly EM, Burns S, Krishnamurthy N, Swan MK, Krings S, Muirhead H, Chirgwin J, Davies C (Sep 2004). "The crystal structure of mouse phosphoglucose isomerase at 1.6A resolution and its complex with glucose 6-phosphate reveals the catalytic mechanism of sugar ring opening".
239:-2-butene. The sub-categories of isomerases containing racemases, epimerases and cis-trans isomers are examples of enzymes catalyzing the interconversion of stereoisomers. Intramolecular lyases, oxidoreductases and transferases catalyze the interconversion of structural isomers. 1619:
Individuals with TPI show obvious symptoms after 6–24 months of age. These symptoms include: dystonia, tremor, dyskinesia, pyramidal tract signs, cardiomyopathy and spinal motor neuron involvement. Patients also show frequent respiratory system bacterial infections.
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is not known. It is thought that this binding stabilizes the transition state through electrostatic effects, accounting for the dramatic increase in the reaction rate in the presence of the mutase or upon addition of a specifically-placed cation in the active site.
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from one part of a molecule to another. Phosphotransferases (EC 5.4.2) were categorized as transferases (EC 2.7.5) with regeneration of donors until 1983. This sub-class can be broken down according to the functional group the enzyme transfers:
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Hollán S, Fujii H, Hirono A, Hirono K, Karro H, Miwa S, Harsányi V, Gyódi E, Inselt-Kovács M (Nov 1993). "Hereditary triosephosphate isomerase (TPI) deficiency: two severely affected brothers one with and one without neurological symptoms".
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Diagnosis is made on the basis of the clinical picture in association with biochemical studies revealing erythrocyte GPI deficiency (between 7 and 60% of normal) and identification of a mutation in the GPI gene by molecular analysis.
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intermediate. The second Asp is located on the opposite side of the active side and it protonates the molecule, effectively adding a proton from the back side. These coupled steps invert stereochemistry at the third carbon.
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chronic axonal neuropathy found in the nerves. Diagnosis of TPI can be confirmed through molecular genetics. Chorionic villus DNA analysis or analysis of fetal red cells can be used to detect TPI in antenatal diagnosis.
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act upon molecules with one chiral carbon for inversion of stereochemistry, whereas epimerases target molecules with multiple chiral carbons and act upon one of them. A molecule with only one chiral carbon has two
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Zheng W, Sun F, Bartlam M, Li X, Li R, Rao Z (Mar 2007). "The crystal structure of human isopentenyl diphosphate isomerase at 1.7 A resolution reveals its catalytic mechanism in isoprenoid biosynthesis".
1563: 1706:(between 7.0 and 9.0) in the reaction environment. Moderately high temperatures, above 70 Â°C, increase the yield of fructose by at least half in the isomerization step. The enzyme requires a 1954:
Fisher LM, Albery WJ, Knowles JR (May 1986). "Energetics of proline racemase: tracer perturbation experiments using proline that measure the interconversion rate of the two forms of free enzyme".
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Enzyme nomenclature 1992 : recommendations of the Nomenclature Committee of the International Union of Biochemistry and Molecular Biology on the nomenclature and classification of enzymes
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the addition of unlabeled substrate perturbs or unbalances it. As equilibrium is established again, the radiolabeled substrate and product are tracked to determine energetic information.
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at high concentrations in a single isomerization. Instead, tracer perturbation can overcome these technical difficulties if there are two forms of the unbound enzyme. This technique uses
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A proposed mechanism for chorismate mutase. Clark, T., Stewart, J.D. and Ganem, B. Transition-state analogue inhibitors of chlorismate mutase. Tetrahedron 46 (1990) 731–748. © IUBMB 2001
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for peak activity, an additional cost to manufacturers. Glucose isomerase also has a much higher affinity for xylose than for glucose, necessitating a carefully controlled environment.
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Terada T, Mukae H, Ohashi K, Hosomi S, Mizoguchi T, Uehara K (Apr 1985). "Characterization of an enzyme which catalyzes isomerization and epimerization of D-erythrose 4-phosphate".
1764:. Overall, extensive research in genetic engineering has been invested into optimizing glucose isomerase and facilitating its recovery from industrial applications for re-use. 1596:, higher number of reticulocytes and plasma bilirubin concentration, as well as increased liver- and spleen-somatic indices, was exclusively manifested in homozygous mutants. 1488:
with the substrate in a trans-diaxial position. Experimental evidence indicates that the isomerase selectively binds the chair transition state, though the exact mechanism of
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Enzyme nomenclature, 1978 recommendations of the Nomenclature Committee of the International Union of Biochemistry on the nomenclature and classification of enzymes
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changes within one molecule. They convert one isomer to another, meaning that the end product has the same molecular formula but a different physical structure.
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intermediate is created and the C1 oxygen is protonated by the catalytic residue, accompanied by the deprotonation of the endiol C2 oxygen. The straight-chain
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Stereoisomers have the same ordering of individual bonds and the same connectivity but the three-dimensional arrangement of bonded atoms differ. For example,
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about the chiral carbon. A molecule with multiple chiral carbons has two forms at each chiral carbon. Isomerization at one chiral carbon of several yields
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intermediate at C3. The adjacent carbon, C2, is deprotonated from the opposite face to yield a double bond. In effect, the double bond is shifted over.
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Krone W, Schneider G, Schulz D, Arnold H, Blume KG (1 January 1970). "Detection of phosphohexose isomerase deficiency in human fibroblast cultures".
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that can proceed with or without the isomerase, though the rate increases 10 fold in the presence of chorismate mutase. The reaction goes through a
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residues. After the substrate binds to the enzyme, the first Asp deprotonates the third carbon from one side of the molecule. This leaves a planar
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but rather by the position of substituent groups relative to a plane of reference, as across a double bond or relative to a ring structure.
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The disease referred to as triosephosphate isomerase deficiency (TPI), is a severe autosomal recessive inherited multisystem disorder of
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An example of epimerization is found in the Calvin cycle when D-ribulose-5-phosphate is converted into D-xylulose-5-phosphate by
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isomer is greater than for the reverse reaction, explaining why in the absence of isomerases or an outside energy source such as
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at the third carbon in the chain. The underlying mechanism involves the deprotonation of that third carbon to form a reactive
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Enzyme-catalyzed reactions each have a uniquely assigned classification number. Isomerase-catalyzed reactions have their own
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differ in configuration at just one chiral carbon. This class is further broken down by the group the enzyme acts upon:
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since a reaction vessel will contain one substrate and one product so the typical simplified model for calculating
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and the subsequent formation of a cis-endiol intermediate. A ketose is then formed and the ring is closed again.
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groups at the third and fourth carbons. The current model for the mechanism of glucose isomerase is that of a
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with a five-membered ring). The conversion of D-glucose-6-phosphate to D-fructose-6-phosphate is catalyzed by
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of one part of the molecule and the concurrent reduction of another part. Sub-categories of this class are:
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is formed. To close the fructose ring, the reverse of ring opening occurs and the ketose is protonated.
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attached to the molecule." Some of these catalyzed reactions involve the breaking of a ring structure.
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Isomerase plays a role in human disease. Deficiencies of this enzyme can cause disorders in humans.
451:, which differ from one another in absolute configuration at just one chiral carbon. For example, D- 4060: 4000: 3960: 3897: 3847: 3739: 3679: 3674: 3586: 3538: 3467: 3328: 3259: 3170: 3013: 2967: 2910: 1780: 1679: 1482: 1278: 982: 874: 825: 642: 403: 2745:
Antrim RL, Colilla W, Schnyder BJ (1979). "Glucose isomerase production of high fructose syrups".
4029: 3915: 3781: 3757: 3562: 3324: 3249: 2915: 2470:"Drosophila model of human inherited triosephosphate isomerase deficiency glycolytic enzymopathy" 1562:
Phosphohexose Isomerase Deficiency (PHI) is also known as phosphoglucose isomerase deficiency or
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Glucose isomerase is able to catalyze the isomerization of a range of other sugars, including D-
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that feed on decaying plant matter. Its most common industrial use is in the production of
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The isomerization of xylose to xylulose has its own commercial applications as interest in
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is more specific than older chemical methods of fructose production, resulting in a higher
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the oxygen on the glucose ring (and thereby breaking the O5-C1 bond) in conjunction with
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from experimental data can be more difficult than for other enzymes because the use of
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as the substrate but differs in bond connectivity or spatial arrangement. Isomerases
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Wang PY, Shopsis C, Schneider H (May 1980). "Fermentation of a pentose by yeasts".
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The deficiency of phosphohexose isomerase can lead to a condition referred to as
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of the free enzyme between its two forms. The radiolabeled substrate and product
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Oláh J, Orosz F, Keserü GM, Kovári Z, Kovács J, Hollán S, Ovádi J (Apr 2002).
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PHI is a very rare disease with only 50 cases reported in literature to date.
1450: 1397:(assisted by His388) depronates C2 to form a double bond between C1 and C2. A 1362:. The overall reaction involves the opening of the ring to form an aldose via 4131: 4056: 2941: 2900: 2214:
Kast P, Grisostomi C, Chen IA, Li S, Krengel U, Xue Y, Hilvert D (Nov 2000).
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This category is not broken down any further. All entries presently include:
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This category is not broken down any further. All entries presently include:
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Kugler W, Lakomek M (Mar 2000). "Glucose-6-phosphate isomerase deficiency".
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from one part of the molecule to another. In other words, they catalyze the
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This category (EC 5.2) includes enzymes that catalyze the isomerization of
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By far the most common use of isomerases in industrial applications is in
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A classic example of ring opening and contraction is the isomerization of
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and the other for D-proline. At high concentrations it was shown that the
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The isomerization of glucose-6-phosphate by glucose-6-phosphate isomerase
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may have cis-trans stereoisomers. These isomers are not distinguished by
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to another. Isomerases facilitate intramolecular rearrangements in which
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category: EC 5. Isomerases are further classified into six subclasses:
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does not hold. There are also practical difficulties in determining the
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themselves exist in many varieties but can generally be classified as
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is an intramolecular transferase and it catalyzes the conversion of
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GoPubMed: Top authors, journals, places publishing on Isomerases
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professionals, that can develop a comprehensive plan of action.
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having the isoforms D-serine and L-serine differing only in the
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Class of enzymes which convert a molecule between isomeric forms
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The earliest use of this technique elucidated the kinetics and
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The prevalence of each isomer in nature depends in part on the
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and formed. The general form of such a reaction is as follows:
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Baillière's Best Practice & Research. Clinical Haematology
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The conversion of ribulose-5-phosphate to xylulose-5-phosphate
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The conversion of glucose to fructose is a key component of
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synthesis and in particular it catalyzes the conversion of
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Celotto AM, Frank AC, Seigle JL, Palladino MJ (Nov 2006).
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as source material is very common. Hemicellulose contains
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reaction catalyzed by phosphoribosylanthranilate isomerase
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Conversion mediated by peptidylprolyl isomerase (PPIase).
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has increased. This reaction is often seen naturally in
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2-chloro-4-carboxymethylenebut-2-en-1,4-olide isomerase
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isomer tends to be present in greater amounts than the
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reactions across many biological processes, such as in
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Chen WP (August–September 1980). "Glucose isomerase".
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reaction catalyzed by ent-Copalyl diphosphate synthase
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with an acidic C2 proton. The C3-C4 bond rotates and
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isomers have substituent groups on the same side and
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intermediate. The enzyme's active site contains two
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of the isomerase. The isomerase opens the ring: its
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in a time-dependent manner. When the system reaches
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Biochemical and Biophysical Research Communications
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Generally, "the names of isomerases are formed as "
348:and that these enzyme forms may differ just in the 3319: 2071: 1838: 98: 2818:Superfamilies of single-pass transmembrane lyases 2254: 1797: 746: 281:is impractical. That is, isomerization is not an 4129: 2615: 2326: 1647:manufacturing. Glucose isomerase (also known as 1512:type I (also known as IPP isomerase) is seen in 1496: 1477:in some plants and bacteria. This reaction is a 1389:oxygen. The ring opens to form a straight-chain 911:reaction catalyzed by phosphoenolpyruvate mutase 336:and its two states: the form which isomerizes L- 113:yielding one product. This product has the same 3730: 1531:. IPP isomerase catalyzes this reaction by the 1033:This category (EC 5.5) includes intramolecular 891:This category (EC 5.4) includes intramolecular 2461: 2373: 2111: 2065: 2063: 2061: 2059: 1922: 886: 4037: 3874: 3716: 3613:5-carboxymethyl-2-hydroxymuconate D-isomerase 3444: 3305: 3147: 2856: 2677:Bhosale SH, Rao MB, Deshpande VV (Jun 1996). 2335: 2297: 2191:Introduction to Enzyme and Coenzyme Chemistry 1988: 899:). These isomerases catalyze the transfer of 320:, favoring the model of indirect transfer of 2645:"Triose phosphate isomerase deficiency -TPI" 2517: 2515: 2513: 1897: 1326:Ring expansion and contraction via tautomers 758:. These isomerases catalyze the transfer of 2571: 2437: 2435: 2433: 2431: 2429: 2427: 2425: 2423: 2421: 2419: 2056: 1425:. The substrate and product differ only in 1320: 4044: 4030: 3881: 3867: 3723: 3709: 3451: 3437: 3312: 3298: 3154: 3140: 2863: 2849: 2672: 2670: 2668: 2666: 2664: 1638: 1445: 3921:3-carboxy-cis,cis-muconate cycloisomerase 2702: 2510: 2493: 2356: 2231: 2189:Bugg T (2012). "Chapter 10: Isomerases". 2014: 1949: 1947: 1087:3-carboxy-cis,cis-muconate cycloisomerase 3196:Phenylalanine racemase (ATP-hydrolysing) 2726:Baker S (1976). "Pure fructose syrups". 2416: 2031: 1870: 1564:Glucose-6-phosphate isomerase deficiency 1500: 1449: 1412: 1329: 1046: 1028: 906: 768: 590: 409: 3568:Isopentenyl-diphosphate delta isomerase 2747:Applied Biochemistry and Bioengineering 2661: 2444:"Triose phosphate-isomerase deficiency" 1916: 1542:is protonated at C4 to form a tertiary 1510:Isopentenyl-diphosphate delta isomerase 1369:Glucose-6-phosphate first binds to the 585:isomers have groups on opposite sides. 556: 522:Acting on Carbohydrates and Derivatives 503:Acting on Hydroxy Acids and Derivatives 4130: 2637: 2623:"Triosephosphate Isomerase Deficiency" 2293: 2291: 2289: 2287: 2037: 1944: 1891: 1866: 1864: 1862: 1550:The role of isomerase in human disease 1538:transposition of a single proton. The 270:by lowering the isomerization energy. 4025: 3862: 3704: 3432: 3293: 3135: 2844: 2725: 818:Interconverting Keto- and Enol-Groups 3926:tetrahydroxypteridine cycloisomerase 2798: 2188: 2101:The Enzyme List Class 5 - Isomerases 2069: 1600:Triosephosphate isomerase deficiency 1099:Tetrahydroxypteridine cycloisomerase 956:Phosphotransferases (Phosphomutases) 871:Other Intramolecular Oxidoreductases 484:Acting on Amino Acids and Derivative 266:isomer. Isomerases can increase the 3986:terpentedienyl-diphosphate synthase 2284: 2220:The Journal of Biological Chemistry 1859: 1243:Terpentedienyl-diphosphate synthase 799:Interconverting Aldoses and Ketoses 208:and its four other isomeric forms ( 13: 4011:prosolanapyrone-III cycloisomerase 2168:10.1111/j.1432-1033.1985.tb08845.x 1989:Britton HG, Clarke JB (Nov 1968). 1874:Compendium of Chemical Terminology 1845:. New York: Academic Press. 1979. 1814:, for example isomerases with the 1558:Phosphohexose isomerase deficiency 1303:Prosolanapyrone-III cycloisomerase 14: 4149: 3991:halimadienyl-diphosphate synthase 2829: 2441: 1255:Halimadienyl-diphosphate synthase 414:This category (EC 5.1) includes ( 397: 31:that convert a molecule from one 4115: 3981:syn-copalyl-diphosphate synthase 3976:ent-copalyl diphosphate synthase 3936:carboxy-cis,cis-muconate cyclase 3608:Prostaglandin-A1 Delta-isomerase 2531:Biochemical Society Transactions 2156:European Journal of Biochemistry 1651:) catalyzes the conversion of D- 1408: 1231:Syn-copalyl-diphosphate synthase 1219:Ent-copalyl diphosphate synthase 1123:Carboxy-cis,cis-muconate cyclase 778:Intramolecular oxidoreductases: 751:This category (EC 5.3) includes 181:Epimers: D-glucose and D-mannose 174: 160: 153:The structural isomers of hexane 146: 132: 3966:dichloromuconate cycloisomerase 2811: 2792: 2757: 2738: 2719: 2248: 2207: 2182: 2147: 1928:Fundamentals of Enzyme Kinetics 1802:Some isomerases associate with 1635:manifestation of the diseases. 1195:Dichloromuconate cycloisomerase 1159:(+)-bornyl diphosphate synthase 370: 167:Cis-2-butene and Trans-2-butene 82: 66: 3996:(S)-beta-macrocarpene synthase 3628:Polyenoic fatty acid isomerase 2092: 1982: 1831: 1798:Membrane-associated isomerases 1794:and isotope exchange studies. 1752:, which itself is composed of 1423:ribulose-phosphate 3-epimerase 1267:(S)-beta-macrocarpene synthase 747:Intramolecular oxidoreductases 526:ribulose-phosphate 3-epimerase 279:product inhibition experiments 231:exists in two isomeric forms: 1: 3956:cycloeucalenol cycloisomerase 3946:chloromuconate cycloisomerase 3931:inositol-3-phosphate synthase 3255:N-acetylneuraminate epimerase 2778:10.1016/s0006-291x(80)80213-0 1898:Whitesell JK, Fox MA (2004). 1825: 1810:or anchored through a single 1497:Intramolecular oxidoreduction 1356:glucose-6-phosphate isomerase 1346:with a six-membered ring) to 1171:Cycloeucalenol cycloisomerase 1147:Chloromuconate cycloisomerase 1111:Inositol-3-phosphate synthase 916:Intramolecular transferases: 3971:copalyl diphosphate synthase 3544:4-Oxalocrotonate tautomerase 3498:Ribose-5-phosphate isomerase 2695:10.1128/mr.60.2.280-300.1996 2336:Merkle S, Pretsch W (1993). 2258:Journal of Molecular Biology 2121:Journal of Molecular Biology 1808:peripheral membrane proteins 1207:Copalyl diphosphate synthase 1183:Alpha-pinene-oxide decyclase 998:(hydroxyamino)benzene mutase 837:Transposing C=C Double Bonds 807:Ribose-5-phosphate isomerase 631:Maleylacetoacetate isomerase 7: 3951:bornyl diphosphate synthase 3647:Protein disulfide-isomerase 3618:Isopiperitenone D-isomerase 3593:Methylitaconate D-isomerase 3583:Cholestenol Delta-isomerase 3573:Vinylacetyl-CoA D-isomerase 3503:Mannose phosphate isomerase 3279:Methylmalonyl CoA epimerase 2870: 2486:10.1534/genetics.106.063206 2358:10.1182/blood.V81.1.206.206 2040:Essential Organic Chemistry 1505:Conversion by IPP isomerase 994:Transferring hydroxy groups 979:Beta-lysine 5,6-aminomutase 887:Intramolecular transferases 860:Protein disulfide-isomerase 545:methylmalonyl CoA epimerase 422:). These isomerases invert 344:in this interconversion is 328:and the direct transfer of 10: 4154: 3814:Phosphoenolpyruvate mutase 3787:Bisphosphoglycerate mutase 3534:Phenylpyruvate tautomerase 1576:pyruvate kinase deficiency 1469:, used as a precursor for 822:Phenylpyruvate tautomerase 803:Triose-phosphate isomerase 463:Racemases and epimerases: 297:to measure indirectly the 250:isomer to the less stable 4068: 3905: 3822: 3771: 3763:Precorrin-8X methylmutase 3747: 3671:Prostaglandin D2 synthase 3660: 3636: 3598:Aconitate Delta-isomerase 3578:Muconolactone D-isomerase 3552: 3516: 3493:Triosephosphate isomerase 3475: 3336: 3268: 3236: 3209: 3178: 3027: 3019:Michaelis–Menten kinetics 2991: 2960: 2929: 2878: 2270:10.1016/j.jmb.2006.12.055 2133:10.1016/j.jmb.2004.07.085 1522:dimethylallyl diphosphate 1013:Transferring Other Groups 975:Transferring Amino Groups 945:Precorrin-8X methylmutase 541:Acting on Other Compounds 379:isomerase" (for example, 316:underlying the action of 4001:lycopene epsilon-cyclase 3961:a-pinene-oxide decyclase 3848:Methylmalonyl-CoA mutase 3680:Prostaglandin E synthase 3675:Prostaglandin-D synthase 3539:Oxaloacetate tautomerase 3260:Phosphopentose epimerase 2911:Diffusion-limited enzyme 1680:high-fructose corn syrup 1321:Mechanisms of isomerases 1279:Lycopene epsilon-cyclase 983:Tyrosine 2,3-aminomutase 937:Transferring Acyl Groups 875:Prostaglandin-D synthase 826:Oxaloacetate tautomerase 679:Peptidylprolyl isomerase 643:Maleylpyruvate isomerase 3916:muconate cycloisomerase 3782:Phosphoglycerate mutase 3758:Lysolecithin acylmutase 3250:UDP-glucose 4-epimerase 3167:Epimerase and racemases 2683:Microbiological Reviews 2193:(3rd ed.). Wiley. 1995:The Biochemical Journal 1639:Industrial applications 1518:isopentenyl diphosphate 1446:Intramolecular transfer 1075:Muconate cycloisomerase 1056:Intramolecular lyases: 941:Lysolecithin acylmutase 841:Steroid Delta-isomerase 739:Beta-carotene isomerase 715:Zeta-carotene isomerase 667:Furylfuramide isomerase 530:UDP-glucose 4-epimerase 127:carbohydrate metabolism 27:are a general class of 3690:Thromboxane-A synthase 3623:L-dopachrome isomerase 2312:10.1053/beha.1999.0059 2233:10.1074/jbc.M006351200 1506: 1455: 1418: 1335: 1308: 1296: 1284: 1272: 1260: 1248: 1236: 1224: 1212: 1200: 1188: 1176: 1164: 1152: 1140: 1128: 1116: 1104: 1092: 1080: 1068: 1052: 1017:Methylaspartate mutase 1007: 1002:Isochorismate synthase 988: 969: 950: 931: 912: 865: 850: 845:L-dopachrome isomerase 831: 812: 793: 774: 732: 720: 708: 696: 684: 672: 660: 648: 636: 624: 612: 600:Cis-trans isomerases: 596: 575:absolute configuration 535: 516: 497: 478: 445:absolute configuration 273:Calculating isomerase 100: 80: 4083:Type II topoisomerase 4006:lycopene beta-cyclase 3909:Intramolecular Lyases 3894:Intramolecular Lyases 3833:Cycloartenol synthase 3685:Prostacyclin synthase 3004:Eadie–Hofstee diagram 2937:Allosteric regulation 1792:X-ray crystallography 1606:glycolytic metabolism 1504: 1479:Claisen rearrangement 1453: 1416: 1385:deprotonating the C1 1333: 1291:Lycopene beta-cyclase 1050: 1029:Intramolecular lyases 910: 856:Transposing S-S Bonds 772: 727:Prolycopene isomerase 594: 410:Racemases, epimerases 291:rate-determining step 283:irreversible reaction 256:ultraviolet radiation 101: 75: isomerase  68: 4078:Type I topoisomerase 3228:Isocitrate epimerase 3014:Lineweaver–Burk plot 2801:Process Biochemistry 2728:Process Biochemistry 1871:McNaught AD (1997). 1804:biological membranes 1358:, an intramolecular 879:Allene-oxide cyclase 691:Farnesol 2-isomerase 557:Cis-trans isomerases 244:isomerization energy 50: 3838:Lanosterol synthase 3603:Enoyl CoA isomerase 3563:Steroid D-isomerase 3192:Amino-acid racemase 2822:Membranome database 1968:10.1021/bi00357a038 1812:transmembrane helix 1690:of fructose and no 1364:acid/base catalysis 1057: 917: 779: 655:Linoleate isomerase 601: 492:methionine racemase 464: 381:enoyl CoA isomerase 140:Examples of isomers 78: 3941:chalcone isomerase 3797:Phosphomannomutase 3792:Phosphoglucomutase 3223:Mandelate racemase 2973:Enzyme superfamily 2906:Enzyme promiscuity 2593:10.1007/bf00216456 2543:10.1042/bst0300030 2394:10.1007/BF00295784 2038:Bruice PY (2010). 1816:thioredoxin domain 1736:, achieved by the 1590:hemolytic syndrome 1507: 1456: 1419: 1336: 1314:D-ribose pyranase 1135:Chalcone isomerase 1055: 1053: 964:Phosphopentomutase 960:Phosphoglucomutase 915: 913: 777: 775: 599: 597: 549:hydantoin racemase 511:tartrate epimerase 462: 392:phosphoglucomutase 318:phosphoglucomutase 222:2,3-dimethylbutane 218:2,2-dimethylbutane 198:structural isomers 109:There is only one 96: 4103: 4102: 4019: 4018: 3856: 3855: 3698: 3697: 3508:Glucose isomerase 3462:: intramolecular 3426: 3425: 3287: 3286: 3129: 3128: 2200:978-1-118-34896-3 2085:978-0-12-227164-9 2049:978-0-321-59695-6 2007:10.1042/bj1100161 1937:978-3-527-66548-8 1909:978-0-7637-2197-8 1900:Organic Chemistry 1884:978-0-9678550-9-7 1820:prolyl isomerases 1459:Chorismate mutase 1318: 1317: 1026: 1025: 1021:Chorismate mutase 901:functional groups 884: 883: 744: 743: 619:Maleate isomerase 563:cis-trans isomers 554: 553: 388:type of isomerase 287:reaction kinetics 115:molecular formula 94: 86: 76: 64: 56: 4145: 4120: 4119: 4111: 4093:topoisomerase IV 4046: 4039: 4032: 4023: 4022: 3883: 3876: 3869: 3860: 3859: 3725: 3718: 3711: 3702: 3701: 3453: 3446: 3439: 3430: 3429: 3418:Prolyl isomerase 3314: 3307: 3300: 3291: 3290: 3156: 3149: 3142: 3133: 3132: 3009:Hanes–Woolf plot 2952:Enzyme activator 2947:Enzyme inhibitor 2921:Enzyme catalysis 2865: 2858: 2851: 2842: 2841: 2824: 2815: 2809: 2808: 2796: 2790: 2789: 2761: 2755: 2754: 2742: 2736: 2735: 2723: 2717: 2716: 2706: 2674: 2659: 2658: 2656: 2654: 2649: 2641: 2635: 2634: 2632: 2630: 2619: 2613: 2612: 2575: 2569: 2568: 2566: 2565: 2559: 2553:. Archived from 2528: 2519: 2508: 2507: 2497: 2465: 2459: 2458: 2456: 2454: 2439: 2414: 2413: 2377: 2371: 2370: 2360: 2342: 2333: 2324: 2323: 2295: 2282: 2281: 2252: 2246: 2245: 2235: 2211: 2205: 2204: 2186: 2180: 2179: 2151: 2145: 2144: 2115: 2109: 2108: 2106: 2096: 2090: 2089: 2077: 2070:Webb EC (1992). 2067: 2054: 2053: 2035: 2029: 2028: 2018: 1986: 1980: 1979: 1951: 1942: 1941: 1924:Cornish-Bowden A 1920: 1914: 1913: 1895: 1889: 1888: 1868: 1857: 1856: 1844: 1835: 1649:xylose isomerase 1486:transition state 1058: 1054: 918: 914: 780: 776: 602: 598: 507:lactate racemase 488:alanine racemase 465: 461: 390:" (for example, 342:transition state 334:proline racemase 295:isotope exchange 178: 164: 150: 105: 103: 102: 97: 95: 92: 91: 84: 81: 77: 74: 65: 62: 61: 54: 4153: 4152: 4148: 4147: 4146: 4144: 4143: 4142: 4128: 4127: 4126: 4114: 4106: 4104: 4099: 4064: 4050: 4020: 4015: 3901: 3887: 3857: 3852: 3843:Lupeol synthase 3818: 3767: 3743: 3729: 3699: 3694: 3656: 3632: 3548: 3512: 3471: 3464:oxidoreductases 3457: 3427: 3422: 3332: 3318: 3288: 3283: 3264: 3232: 3205: 3201:Serine racemase 3174: 3160: 3130: 3125: 3037:Oxidoreductases 3023: 2999:Enzyme kinetics 2987: 2983:List of enzymes 2956: 2925: 2896:Catalytic triad 2874: 2869: 2832: 2827: 2816: 2812: 2797: 2793: 2762: 2758: 2743: 2739: 2724: 2720: 2675: 2662: 2652: 2650: 2647: 2643: 2642: 2638: 2628: 2626: 2621: 2620: 2616: 2576: 2572: 2563: 2561: 2557: 2526: 2520: 2511: 2466: 2462: 2452: 2450: 2440: 2417: 2378: 2374: 2340: 2334: 2327: 2296: 2285: 2253: 2249: 2226:(47): 36832–8. 2212: 2208: 2201: 2187: 2183: 2152: 2148: 2116: 2112: 2104: 2098: 2097: 2093: 2086: 2068: 2057: 2050: 2036: 2032: 1987: 1983: 1952: 1945: 1938: 1921: 1917: 1910: 1896: 1892: 1885: 1869: 1860: 1853: 1837: 1836: 1832: 1828: 1800: 1758:β(1,4) linkages 1641: 1602: 1568:erthoenzyopathy 1560: 1552: 1533:stereoselective 1499: 1475:L-phenylalanine 1448: 1427:stereochemistry 1411: 1328: 1323: 1031: 889: 756:oxidoreductases 749: 559: 439:forms, such as 424:stereochemistry 412: 400: 373: 299:interconversion 214:3-methylpentane 210:2-methylpentane 186: 185: 184: 183: 182: 179: 170: 169: 168: 165: 156: 155: 154: 151: 142: 141: 135: 87: 83: 73: 67: 57: 53: 51: 48: 47: 17: 12: 11: 5: 4151: 4141: 4140: 4125: 4124: 4101: 4100: 4098: 4097: 4096: 4095: 4090: 4080: 4074: 4072: 4066: 4065: 4057:topoisomerases 4049: 4048: 4041: 4034: 4026: 4017: 4016: 4014: 4013: 4008: 4003: 3998: 3993: 3988: 3983: 3978: 3973: 3968: 3963: 3958: 3953: 3948: 3943: 3938: 3933: 3928: 3923: 3918: 3912: 3910: 3903: 3902: 3886: 3885: 3878: 3871: 3863: 3854: 3853: 3851: 3850: 3845: 3840: 3835: 3829: 3827: 3820: 3819: 3817: 3816: 3811: 3810: 3809: 3804: 3794: 3789: 3784: 3778: 3776: 3775:Phosphomutases 3769: 3768: 3766: 3765: 3760: 3754: 3752: 3745: 3744: 3728: 3727: 3720: 3713: 3705: 3696: 3695: 3693: 3692: 3687: 3682: 3677: 3667: 3665: 3658: 3657: 3655: 3654: 3643: 3641: 3634: 3633: 3631: 3630: 3625: 3620: 3615: 3610: 3605: 3600: 3595: 3590: 3580: 3575: 3570: 3565: 3559: 3557: 3550: 3549: 3547: 3546: 3541: 3536: 3530: 3528: 3514: 3513: 3511: 3510: 3505: 3500: 3495: 3489: 3487: 3473: 3472: 3456: 3455: 3448: 3441: 3433: 3424: 3423: 3421: 3420: 3415: 3410: 3403: 3402: 3397: 3392: 3387: 3382: 3377: 3372: 3367: 3362: 3357: 3352: 3342: 3340: 3334: 3333: 3317: 3316: 3309: 3302: 3294: 3285: 3284: 3282: 3281: 3275: 3273: 3266: 3265: 3263: 3262: 3257: 3252: 3246: 3244: 3234: 3233: 3231: 3230: 3225: 3219: 3217: 3207: 3206: 3204: 3203: 3198: 3188: 3186: 3176: 3175: 3159: 3158: 3151: 3144: 3136: 3127: 3126: 3124: 3123: 3110: 3097: 3084: 3071: 3058: 3045: 3031: 3029: 3025: 3024: 3022: 3021: 3016: 3011: 3006: 3001: 2995: 2993: 2989: 2988: 2986: 2985: 2980: 2975: 2970: 2964: 2962: 2961:Classification 2958: 2957: 2955: 2954: 2949: 2944: 2939: 2933: 2931: 2927: 2926: 2924: 2923: 2918: 2913: 2908: 2903: 2898: 2893: 2888: 2882: 2880: 2876: 2875: 2868: 2867: 2860: 2853: 2845: 2839: 2838: 2831: 2830:External links 2828: 2826: 2825: 2810: 2791: 2756: 2737: 2718: 2689:(2): 280–300. 2660: 2636: 2614: 2581:Human Genetics 2570: 2509: 2480:(3): 1237–46. 2460: 2415: 2372: 2325: 2283: 2264:(5): 1447–58. 2247: 2206: 2199: 2181: 2146: 2110: 2091: 2084: 2055: 2048: 2030: 1981: 1962:(9): 2538–42. 1943: 1936: 1926:(2013-02-22). 1915: 1908: 1890: 1883: 1858: 1851: 1829: 1827: 1824: 1818:, and certain 1799: 1796: 1640: 1637: 1601: 1598: 1559: 1556: 1551: 1548: 1529:allylic isomer 1498: 1495: 1447: 1444: 1410: 1407: 1360:oxidoreductase 1327: 1324: 1322: 1319: 1316: 1315: 1312: 1306: 1305: 1300: 1294: 1293: 1288: 1282: 1281: 1276: 1270: 1269: 1264: 1258: 1257: 1252: 1246: 1245: 1240: 1234: 1233: 1228: 1222: 1221: 1216: 1210: 1209: 1204: 1198: 1197: 1192: 1186: 1185: 1180: 1174: 1173: 1168: 1162: 1161: 1156: 1150: 1149: 1144: 1138: 1137: 1132: 1126: 1125: 1120: 1114: 1113: 1108: 1102: 1101: 1096: 1090: 1089: 1084: 1078: 1077: 1072: 1066: 1065: 1062: 1030: 1027: 1024: 1023: 1014: 1011: 1005: 1004: 995: 992: 986: 985: 976: 973: 967: 966: 957: 954: 948: 947: 938: 935: 929: 928: 925: 922: 888: 885: 882: 881: 872: 869: 863: 862: 857: 854: 848: 847: 838: 835: 829: 828: 819: 816: 810: 809: 800: 797: 791: 790: 787: 784: 753:intramolecular 748: 745: 742: 741: 736: 730: 729: 724: 718: 717: 712: 706: 705: 700: 694: 693: 688: 682: 681: 676: 670: 669: 664: 658: 657: 652: 646: 645: 640: 634: 633: 628: 622: 621: 616: 610: 609: 606: 558: 555: 552: 551: 542: 539: 533: 532: 523: 520: 514: 513: 504: 501: 495: 494: 485: 482: 476: 475: 472: 469: 426:at the target 411: 408: 399: 398:Classification 396: 372: 369: 235:-2-butene and 180: 173: 172: 171: 166: 159: 158: 157: 152: 145: 144: 143: 139: 138: 137: 136: 134: 131: 107: 106: 90: 71: 60: 15: 9: 6: 4: 3: 2: 4150: 4139: 4136: 4135: 4133: 4123: 4118: 4113: 4112: 4109: 4094: 4091: 4089: 4086: 4085: 4084: 4081: 4079: 4076: 4075: 4073: 4071: 4067: 4062: 4058: 4054: 4047: 4042: 4040: 4035: 4033: 4028: 4027: 4024: 4012: 4009: 4007: 4004: 4002: 3999: 3997: 3994: 3992: 3989: 3987: 3984: 3982: 3979: 3977: 3974: 3972: 3969: 3967: 3964: 3962: 3959: 3957: 3954: 3952: 3949: 3947: 3944: 3942: 3939: 3937: 3934: 3932: 3929: 3927: 3924: 3922: 3919: 3917: 3914: 3913: 3911: 3908: 3904: 3899: 3895: 3891: 3884: 3879: 3877: 3872: 3870: 3865: 3864: 3861: 3849: 3846: 3844: 3841: 3839: 3836: 3834: 3831: 3830: 3828: 3825: 3821: 3815: 3812: 3808: 3805: 3803: 3800: 3799: 3798: 3795: 3793: 3790: 3788: 3785: 3783: 3780: 3779: 3777: 3774: 3770: 3764: 3761: 3759: 3756: 3755: 3753: 3750: 3746: 3741: 3737: 3733: 3726: 3721: 3719: 3714: 3712: 3707: 3706: 3703: 3691: 3688: 3686: 3683: 3681: 3678: 3676: 3672: 3669: 3668: 3666: 3663: 3659: 3652: 3648: 3645: 3644: 3642: 3639: 3635: 3629: 3626: 3624: 3621: 3619: 3616: 3614: 3611: 3609: 3606: 3604: 3601: 3599: 3596: 3594: 3591: 3588: 3584: 3581: 3579: 3576: 3574: 3571: 3569: 3566: 3564: 3561: 3560: 3558: 3555: 3551: 3545: 3542: 3540: 3537: 3535: 3532: 3531: 3529: 3527: 3523: 3519: 3515: 3509: 3506: 3504: 3501: 3499: 3496: 3494: 3491: 3490: 3488: 3486: 3482: 3478: 3474: 3469: 3465: 3461: 3454: 3449: 3447: 3442: 3440: 3435: 3434: 3431: 3419: 3416: 3414: 3411: 3409: 3405: 3404: 3401: 3398: 3396: 3393: 3391: 3388: 3386: 3383: 3381: 3378: 3376: 3373: 3371: 3368: 3366: 3363: 3361: 3358: 3356: 3353: 3351: 3347: 3344: 3343: 3341: 3339: 3335: 3330: 3326: 3322: 3315: 3310: 3308: 3303: 3301: 3296: 3295: 3292: 3280: 3277: 3276: 3274: 3271: 3267: 3261: 3258: 3256: 3253: 3251: 3248: 3247: 3245: 3243: 3242:Carbohydrates 3239: 3235: 3229: 3226: 3224: 3221: 3220: 3218: 3216: 3215:Hydroxy acids 3212: 3208: 3202: 3199: 3197: 3193: 3190: 3189: 3187: 3185: 3181: 3177: 3172: 3168: 3164: 3157: 3152: 3150: 3145: 3143: 3138: 3137: 3134: 3121: 3117: 3116: 3111: 3108: 3104: 3103: 3098: 3095: 3091: 3090: 3085: 3082: 3078: 3077: 3072: 3069: 3065: 3064: 3059: 3056: 3052: 3051: 3046: 3043: 3039: 3038: 3033: 3032: 3030: 3026: 3020: 3017: 3015: 3012: 3010: 3007: 3005: 3002: 3000: 2997: 2996: 2994: 2990: 2984: 2981: 2979: 2978:Enzyme family 2976: 2974: 2971: 2969: 2966: 2965: 2963: 2959: 2953: 2950: 2948: 2945: 2943: 2942:Cooperativity 2940: 2938: 2935: 2934: 2932: 2928: 2922: 2919: 2917: 2914: 2912: 2909: 2907: 2904: 2902: 2901:Oxyanion hole 2899: 2897: 2894: 2892: 2889: 2887: 2884: 2883: 2881: 2877: 2873: 2866: 2861: 2859: 2854: 2852: 2847: 2846: 2843: 2837: 2834: 2833: 2823: 2819: 2814: 2806: 2802: 2795: 2787: 2783: 2779: 2775: 2772:(1): 248–54. 2771: 2767: 2760: 2752: 2748: 2741: 2733: 2729: 2722: 2714: 2710: 2705: 2700: 2696: 2692: 2688: 2684: 2680: 2673: 2671: 2669: 2667: 2665: 2646: 2640: 2624: 2618: 2610: 2606: 2602: 2598: 2594: 2590: 2587:(5): 486–90. 2586: 2582: 2574: 2560:on 2013-12-03 2556: 2552: 2548: 2544: 2540: 2536: 2532: 2525: 2518: 2516: 2514: 2505: 2501: 2496: 2491: 2487: 2483: 2479: 2475: 2471: 2464: 2449: 2445: 2438: 2436: 2434: 2432: 2430: 2428: 2426: 2424: 2422: 2420: 2411: 2407: 2403: 2399: 2395: 2391: 2388:(3): 224–30. 2387: 2383: 2376: 2368: 2364: 2359: 2354: 2351:(1): 206–13. 2350: 2346: 2339: 2332: 2330: 2321: 2317: 2313: 2309: 2306:(1): 89–101. 2305: 2301: 2294: 2292: 2290: 2288: 2279: 2275: 2271: 2267: 2263: 2259: 2251: 2243: 2239: 2234: 2229: 2225: 2221: 2217: 2210: 2202: 2196: 2192: 2185: 2177: 2173: 2169: 2165: 2162:(2): 345–51. 2161: 2157: 2150: 2142: 2138: 2134: 2130: 2127:(3): 847–60. 2126: 2122: 2114: 2103: 2102: 2095: 2087: 2081: 2076: 2075: 2066: 2064: 2062: 2060: 2051: 2045: 2041: 2034: 2026: 2022: 2017: 2012: 2008: 2004: 2001:(2): 161–80. 2000: 1996: 1992: 1985: 1977: 1973: 1969: 1965: 1961: 1957: 1950: 1948: 1939: 1933: 1929: 1925: 1919: 1911: 1905: 1901: 1894: 1886: 1880: 1876: 1875: 1867: 1865: 1863: 1854: 1852:9780323144605 1848: 1843: 1842: 1834: 1830: 1823: 1821: 1817: 1813: 1809: 1805: 1795: 1793: 1789: 1788:hydride shift 1785: 1782: 1778: 1774: 1770: 1765: 1763: 1759: 1755: 1751: 1747: 1746:hemicellulose 1744:. The use of 1743: 1739: 1735: 1731: 1727: 1722: 1720: 1716: 1712: 1709: 1705: 1701: 1697: 1693: 1692:side products 1689: 1685: 1684:Isomerization 1681: 1676: 1674: 1670: 1666: 1662: 1658: 1654: 1650: 1646: 1636: 1632: 1629: 1625: 1621: 1617: 1613: 1611: 1607: 1597: 1595: 1591: 1586: 1582: 1579: 1577: 1573: 1569: 1565: 1555: 1547: 1545: 1541: 1537: 1534: 1530: 1527: 1526:electrophilic 1523: 1519: 1515: 1511: 1503: 1494: 1491: 1487: 1484: 1480: 1476: 1472: 1468: 1464: 1460: 1452: 1443: 1440: 1439:sp-hybridized 1436: 1432: 1428: 1424: 1415: 1409:Epimerization 1406: 1404: 1400: 1396: 1392: 1388: 1384: 1380: 1376: 1372: 1367: 1365: 1361: 1357: 1353: 1349: 1345: 1341: 1332: 1313: 1311: 1307: 1304: 1301: 1299: 1295: 1292: 1289: 1287: 1283: 1280: 1277: 1275: 1271: 1268: 1265: 1263: 1259: 1256: 1253: 1251: 1247: 1244: 1241: 1239: 1235: 1232: 1229: 1227: 1223: 1220: 1217: 1215: 1211: 1208: 1205: 1203: 1199: 1196: 1193: 1191: 1187: 1184: 1181: 1179: 1175: 1172: 1169: 1167: 1163: 1160: 1157: 1155: 1151: 1148: 1145: 1143: 1139: 1136: 1133: 1131: 1127: 1124: 1121: 1119: 1115: 1112: 1109: 1107: 1103: 1100: 1097: 1095: 1091: 1088: 1085: 1083: 1079: 1076: 1073: 1071: 1067: 1063: 1060: 1059: 1049: 1045: 1042: 1040: 1036: 1022: 1018: 1015: 1012: 1010: 1006: 1003: 999: 996: 993: 991: 987: 984: 980: 977: 974: 972: 968: 965: 961: 958: 955: 953: 949: 946: 942: 939: 936: 934: 930: 926: 923: 920: 919: 909: 905: 902: 898: 894: 880: 876: 873: 870: 868: 864: 861: 858: 855: 853: 849: 846: 842: 839: 836: 834: 830: 827: 823: 820: 817: 815: 811: 808: 804: 801: 798: 796: 792: 788: 785: 782: 781: 771: 767: 765: 761: 757: 754: 740: 737: 735: 731: 728: 725: 723: 719: 716: 713: 711: 707: 704: 701: 699: 695: 692: 689: 687: 683: 680: 677: 675: 671: 668: 665: 663: 659: 656: 653: 651: 647: 644: 641: 639: 635: 632: 629: 627: 623: 620: 617: 615: 611: 607: 604: 603: 593: 589: 586: 584: 580: 576: 572: 568: 564: 550: 546: 543: 540: 538: 534: 531: 527: 524: 521: 519: 515: 512: 508: 505: 502: 500: 496: 493: 489: 486: 483: 481: 477: 473: 470: 467: 466: 460: 458: 454: 450: 446: 442: 438: 433: 429: 428:chiral carbon 425: 421: 417: 407: 405: 395: 393: 389: 386: 382: 378: 368: 366: 362: 359: 355: 351: 347: 346:rate-limiting 343: 339: 335: 331: 327: 323: 319: 315: 310: 308: 304: 300: 296: 292: 288: 284: 280: 276: 271: 269: 268:reaction rate 265: 261: 257: 253: 249: 245: 240: 238: 234: 230: 225: 223: 219: 215: 211: 207: 203: 202:stereoisomers 199: 195: 191: 177: 163: 149: 133:Isomerization 130: 128: 124: 120: 116: 112: 88: 69: 58: 46: 45: 44: 42: 38: 34: 30: 26: 22: 4052: 3893: 3889: 3826:Other groups 3731: 3459: 3320: 3162: 3115:Translocases 3112: 3099: 3088: 3086: 3073: 3060: 3050:Transferases 3047: 3034: 2891:Binding site 2813: 2804: 2800: 2794: 2769: 2765: 2759: 2750: 2746: 2740: 2731: 2727: 2721: 2686: 2682: 2651:. Retrieved 2639: 2627:. Retrieved 2617: 2584: 2580: 2573: 2562:. Retrieved 2555:the original 2534: 2530: 2477: 2473: 2463: 2451:. Retrieved 2447: 2385: 2382:Humangenetik 2381: 2375: 2348: 2344: 2303: 2299: 2261: 2257: 2250: 2223: 2219: 2209: 2190: 2184: 2159: 2155: 2149: 2124: 2120: 2113: 2100: 2094: 2073: 2039: 2033: 1998: 1994: 1984: 1959: 1956:Biochemistry 1955: 1927: 1918: 1899: 1893: 1873: 1840: 1833: 1801: 1766: 1738:fermentation 1723: 1696:contaminants 1682:production. 1677: 1642: 1633: 1627: 1626: 1622: 1618: 1614: 1603: 1587: 1583: 1580: 1561: 1553: 1536:antarafacial 1508: 1457: 1420: 1368: 1337: 1043: 1032: 893:transferases 890: 750: 587: 582: 578: 571:cycloalkanes 560: 437:enantiomeric 413: 401: 387: 384: 376: 374: 371:Nomenclature 326:intermediate 311: 272: 263: 259: 251: 247: 241: 236: 232: 226: 187: 108: 24: 21:biochemistry 18: 3751:Acyl Groups 3408:Cyclophilin 3184:Amino acids 2886:Active site 2653:26 November 2629:14 December 2537:(2): 30–8. 2453:14 November 1544:carbocation 1540:double bond 1514:cholesterol 1371:active site 1310:EC 5.5.1.n1 1298:EC 5.5.1.20 1286:EC 5.5.1.19 1274:EC 5.5.1.18 1262:EC 5.5.1.17 1250:EC 5.5.1.16 1238:EC 5.5.1.15 1226:EC 5.5.1.14 1214:EC 5.5.1.13 1202:EC 5.5.1.12 1190:EC 5.5.1.11 1178:EC 5.5.1.10 924:Description 786:Description 734:EC 5.2.1.14 722:EC 5.2.1.13 710:EC 5.2.1.12 698:EC 5.2.1.10 471:Description 365:active site 350:protonation 307:equilibrium 188:Isomerases 4138:Isomerases 3460:Isomerases 3321:Isomerases 3163:Isomerases 3089:Isomerases 3063:Hydrolases 2930:Regulation 2564:2013-11-27 2442:Orosz PF. 1826:References 1781:equatorial 1594:hemoglobin 1572:glycolysis 1471:L-tyrosine 1467:prephenate 1463:chorismate 1399:cis-endiol 1379:protonates 1166:EC 5.5.1.9 1154:EC 5.5.1.8 1142:EC 5.5.1.7 1130:EC 5.5.1.6 1118:EC 5.5.1.5 1106:EC 5.5.1.4 1094:EC 5.5.1.3 1082:EC 5.5.1.2 1070:EC 5.5.1.1 1039:covalently 686:EC 5.2.1.9 674:EC 5.2.1.8 662:EC 5.2.1.6 650:EC 5.2.1.5 638:EC 5.2.1.4 626:EC 5.2.1.2 614:EC 5.2.1.1 420:epimerases 383:), or as " 123:glycolysis 25:isomerases 4053:Isomerase 3890:Isomerase 3732:Isomerase 3325:geometric 2968:EC number 2753:: 97–155. 1790:based on 1777:arabinose 1700:diabetics 1628:Treatment 1610:phenotype 1520:(IPP) to 1490:catalysis 1064:Examples 1061:EC number 1009:EC 5.4.99 927:Examples 921:EC number 867:EC 5.3.99 789:Examples 783:EC number 764:oxidation 760:electrons 608:Examples 605:EC number 537:EC 5.1.99 474:Examples 468:EC number 432:Racemases 416:racemases 385:substrate 377:substrate 324:with one 322:phosphate 314:mechanism 111:substrate 89:− 59:− 4132:Category 3413:Parvulin 2992:Kinetics 2916:Cofactor 2879:Activity 2807:: 36–41. 2734:: 20–25. 2551:12023819 2504:16980388 2474:Genetics 2448:Orphanet 2410:34123426 2320:10916680 2278:17250851 2242:10960481 2141:15342241 1784:hydroxyl 1742:xylulose 1730:bacteria 1726:biofuels 1713:such as 1708:divalent 1665:fructose 1661:xylulose 1574:besides 1387:hydroxyl 1377:residue 1348:fructose 1344:aldehyde 990:EC 5.4.4 971:EC 5.4.3 952:EC 5.4.2 933:EC 5.4.1 852:EC 5.3.4 833:EC 5.3.3 814:EC 5.3.2 795:EC 5.3.1 518:EC 5.1.3 499:EC 5.1.2 480:EC 5.1.1 275:kinetics 258:a given 229:2-butene 190:catalyze 119:catalyze 70:→ 4122:Biology 3736:mutases 3664:: other 3556:: C = C 3485:Ketoses 3481:Aldoses 3406:other: 3272:: Other 3102:Ligases 2872:Enzymes 2786:6446306 2713:8801434 2609:3110178 2601:8244340 2495:1667072 2402:5475507 2367:8417789 2176:3987693 2025:5726186 2016:1187194 1976:3521737 1734:ethanol 1673:ketoses 1669:aldoses 1657:glucose 1431:enolate 1340:glucose 897:mutases 567:Alkenes 457:mannose 453:glucose 449:epimers 363:of the 352:at the 338:proline 330:glucose 303:diffuse 194:Isomers 29:enzymes 4108:Portal 4088:gyrase 3824:5.4.99 3662:5.3.99 3395:FKBP10 3355:FKBP1B 3350:FKBP1A 3270:5.1.99 3076:Lyases 2784:  2711:  2704:239444 2701:  2625:. NORD 2607:  2599:  2549:  2502:  2492:  2408:  2400:  2365:  2318:  2276:  2240:  2197:  2174:  2139:  2082:  2046:  2023:  2013:  1974:  1934:  1906:  1881:  1849:  1775:and L- 1773:allose 1769:ribose 1754:xylose 1711:cation 1663:and D- 1655:and D- 1653:xylose 1403:ketose 1395:Glu357 1391:aldose 1383:Lys518 1375:His388 1352:ketone 1035:lyases 455:and D- 441:serine 418:) and 361:groups 354:acidic 220:, and 206:hexane 41:broken 33:isomer 4070:5.6.2 3907:5.5.1 3773:5.4.2 3749:5.4.1 3651:PDIA3 3640:: S-S 3638:5.3.4 3554:5.3.3 3518:5.3.2 3477:5.3.1 3400:FKBPL 3390:FKBP9 3385:FKBP8 3380:FKBP6 3375:FKBP5 3370:FKBP4 3365:FKBP3 3360:FKBP2 3338:5.2.1 3238:5.1.3 3211:5.1.2 3180:5.1.1 3028:Types 2648:(PDF) 2605:S2CID 2558:(PDF) 2527:(PDF) 2406:S2CID 2345:Blood 2341:(PDF) 2105:(PDF) 1762:yeast 1750:xylan 1688:yield 1659:to D- 1645:sugar 1483:chair 583:trans 358:basic 264:trans 252:trans 237:trans 37:bonds 4063:5.6) 3900:5.5) 3807:PMM2 3802:PMM1 3742:5.4) 3526:Enol 3522:Keto 3470:5.3) 3346:FKBP 3331:5.2) 3173:5.1) 3120:list 3113:EC7 3107:list 3100:EC6 3094:list 3087:EC5 3081:list 3074:EC4 3068:list 3061:EC3 3055:list 3048:EC2 3042:list 3035:EC1 2782:PMID 2709:PMID 2655:2013 2631:2013 2597:PMID 2547:PMID 2500:PMID 2455:2013 2398:PMID 2363:PMID 2316:PMID 2274:PMID 2238:PMID 2195:ISBN 2172:PMID 2137:PMID 2080:ISBN 2044:ISBN 2021:PMID 1972:PMID 1932:ISBN 1904:ISBN 1879:ISBN 1847:ISBN 1771:, D- 1717:and 1671:and 1473:and 1342:(an 569:and 394:)." 356:and 125:and 39:are 3587:EBP 2820:in 2774:doi 2699:PMC 2691:doi 2589:doi 2539:doi 2490:PMC 2482:doi 2478:174 2390:doi 2353:doi 2308:doi 2266:doi 2262:366 2228:doi 2224:275 2164:doi 2160:148 2129:doi 2125:342 2011:PMC 2003:doi 1999:110 1964:doi 1806:as 1756:in 1740:of 1570:in 1465:to 1435:Asp 1350:(a 579:Cis 260:cis 248:cis 233:cis 224:). 200:or 19:In 4134:: 4061:EC 4055:: 3898:EC 3892:: 3740:EC 3734:: 3520:: 3479:: 3468:EC 3348:: 3329:EC 3323:: 3240:: 3213:: 3194:: 3182:: 3171:EC 3165:: 2805:15 2803:. 2780:. 2770:94 2768:. 2749:. 2732:11 2730:. 2707:. 2697:. 2687:60 2685:. 2681:. 2663:^ 2603:. 2595:. 2585:92 2583:. 2545:. 2535:30 2533:. 2529:. 2512:^ 2498:. 2488:. 2476:. 2472:. 2446:. 2418:^ 2404:. 2396:. 2386:10 2384:. 2361:. 2349:81 2347:. 2343:. 2328:^ 2314:. 2304:13 2302:. 2286:^ 2272:. 2260:. 2236:. 2222:. 2218:. 2170:. 2158:. 2135:. 2123:. 2058:^ 2019:. 2009:. 1997:. 1993:. 1970:. 1960:25 1958:. 1946:^ 1861:^ 1822:. 1719:Mg 1715:Co 1704:pH 1675:. 1019:, 1000:, 981:, 962:, 943:, 877:, 843:, 824:, 805:, 565:. 547:, 528:, 509:, 490:, 430:. 404:EC 367:. 216:, 212:, 129:. 23:, 4110:: 4059:( 4045:e 4038:t 4031:v 3896:( 3882:e 3875:t 3868:v 3738:( 3724:e 3717:t 3710:v 3673:/ 3653:) 3649:( 3589:) 3585:( 3524:/ 3483:/ 3466:( 3452:e 3445:t 3438:v 3327:( 3313:e 3306:t 3299:v 3169:( 3155:e 3148:t 3141:v 3122:) 3118:( 3109:) 3105:( 3096:) 3092:( 3083:) 3079:( 3070:) 3066:( 3057:) 3053:( 3044:) 3040:( 2864:e 2857:t 2850:v 2788:. 2776:: 2751:2 2715:. 2693:: 2657:. 2633:. 2611:. 2591:: 2567:. 2541:: 2506:. 2484:: 2457:. 2412:. 2392:: 2369:. 2355:: 2322:. 2310:: 2280:. 2268:: 2244:. 2230:: 2203:. 2178:. 2166:: 2143:. 2131:: 2088:. 2052:. 2027:. 2005:: 1978:. 1966:: 1940:. 1912:. 1887:. 1855:. 895:( 93:A 85:B 63:B 55:A

Index

biochemistry
enzymes
isomer
bonds
broken
substrate
molecular formula
catalyze
glycolysis
carbohydrate metabolism
zig-zag models of hexane and four isomers
zig-zag model of cis-2-butene vs trans-2-butene
projection of D-glucose and D-mannose
catalyze
Isomers
structural isomers
stereoisomers
hexane
2-methylpentane
3-methylpentane
2,2-dimethylbutane
2,3-dimethylbutane
2-butene
isomerization energy
ultraviolet radiation
reaction rate
kinetics
product inhibition experiments
irreversible reaction
reaction kinetics

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