1817:
1758:
1924:
1984:
1607:
1529:
1865:
1705:
1643:
1565:
648:
641:
1624:
593:
286:
177:
24:
1546:
1792:
1728:
1686:
1582:
584:
1888:
1660:
1959:
1848:
1504:
2225:
432:
2007:
1816:
1757:
2034:
Alfarouk, Khalid O.; Verduzco, Daniel; Rauch, Cyril; Muddathir, Abdel Khalig; Bashir, Adil H. H.; Elhassan, Gamal O.; Ibrahim, Muntaser E.; Orozco, Julian David Polo; Cardone, Rosa Angela; Reshkin, Stephan J.; Harguindey, Salvador (18 December 2014).
1267:
805:
1923:
1435:, have been linked to metal deposits with high iron content, although it is uncertain whether Fenton chemistry plays a substantial role in these diseases, or whether fructose 1,6-bis(phosphate) is capable of mitigating those effects.
1422:
Fructose 1,6-bis(phosphate) has also been implicated in the ability to bind and sequester Fe(II), a soluble form of iron whose oxidation to the insoluble Fe(III) is capable of generating reactive oxygen species via
94:
1983:
1606:
1528:
602:
2185:
Bajic, Aleksandar; Zakrzewska J; Godjevac D; Andjus P; Jones DR; Spasic M; Spasojevic I (2011). "Relevance of the ability of fructose 1,6-bis(phosphate) to sequester ferrous but not ferric ions".
1427:
chemistry. The ability of fructose 1,6-bis(phosphate) to bind Fe(II) may prevent such electron transfers, and thus act as an antioxidant within the body. Certain neurodegenerative diseases, like
616:
1340:
878:
1342:
880:
2037:"Glycolysis, tumor metabolism, cancer growth and dissemination. A new pH-based etiopathogenic perspective and therapeutic approach to an old cancer question"
401:
445:
1290:
1287:
828:
825:
1299:
837:
1328:
866:
1864:
1704:
1642:
1564:
2138:"Distinguishing the Interactions in the Fructose 1,6-Bisphosphate Binding Site of Human Liver Pyruvate Kinase That Contribute to Allostery"
335:
1307:
845:
1271:
809:
2229:
1318:
856:
440:
309:
InChI=1S/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6-/m1/s1
319:
InChI=1/C6H14O12P2/c7-4-3(1-16-19(10,11)12)18-6(9,5(4)8)2-17-20(13,14)15/h3-5,7-9H,1-2H2,(H2,10,11,12)(H2,13,14,15)/t3-,4-,5+,6-/m1/s1
1309:
1295:
1279:
847:
833:
817:
1315:
1274:
853:
812:
1736:
1339:
1302:
877:
840:
1330:
1329:
1313:
1306:
1303:
868:
867:
851:
844:
841:
1337:
1336:
1334:
1292:
1270:
875:
874:
872:
830:
808:
1291:
1273:
829:
811:
1283:
1282:
821:
820:
1341:
1289:
879:
827:
1471:
1296:
1278:
834:
816:
2245:
1310:
1275:
848:
813:
784:
The numbering of the carbon atoms indicates the fate of the carbons according to their position in fructose 6-phosphate.
1338:
1305:
1301:
1294:
876:
843:
839:
832:
210:
1316:
1308:
1272:
854:
846:
810:
2123:
2103:
1321:
859:
300:
1311:
1300:
1284:
849:
838:
822:
1277:
815:
452:
1343:
1298:
881:
836:
1327:
1288:
865:
826:
1632:
1335:
1319:
1317:
1312:
1281:
1276:
873:
857:
855:
850:
819:
814:
689:
559:
1333:
1332:
1331:
1326:
1325:
1324:
1314:
1304:
1297:
1293:
1286:
1285:
1280:
871:
870:
869:
864:
863:
862:
852:
842:
835:
831:
824:
823:
818:
1554:
1323:
1322:
1320:
861:
860:
858:
2118:
Nelson, D. L.; Cox, M. M. "Lehninger, Principles of
Biochemistry" 3rd Ed. Worth Publishing: New York, 2000.
243:
172:
1266:
804:
134:
682:
264:
1717:
1678:
1652:
575:
568:
519:
515:
2250:
1896:
1694:
1444:
2095:
1464:
647:
640:
281:
204:
1856:
1800:
1781:
1877:
1837:
1432:
1428:
623:
1590:
628:
547:
36:
1574:
542:
511:
252:
772:
761:
750:
739:
728:
717:
706:
154:
8:
2255:
1948:
1538:
1457:
70:
60:
285:
176:
114:
2162:
2137:
2063:
2036:
530:
through distinct interactions of binding and allostery at the enzyme's catalytic site
1383:
1366:
1353:
2202:
2167:
2119:
2099:
2088:
2068:
1483:
507:
480:
601:
2194:
2157:
2149:
2058:
2048:
1623:
1545:
1424:
592:
412:
358:
23:
232:
2198:
1967:
527:
1727:
1685:
1449:
1362:
488:
476:
423:
1581:
789:
Click on genes, proteins and metabolites below to link to respective articles.
583:
2239:
2053:
1887:
1791:
165:
2206:
2171:
2072:
1996:
1958:
1659:
615:
407:
1847:
1512:
1480:
523:
504:
385:
145:
2153:
1414:-form. There are many other isomers, analogous to those of fructose.
422:
Except where otherwise noted, data are given for materials in their
2184:
1401:
472:
193:
93:
1902:
1503:
1496:
492:
219:
2224:
1407:
125:
2033:
105:
83:
269:
1406:
Fructose 1,6-bisphosphate has only one biologically active
1381:
The interactive pathway map can be edited at WikiPathways:
776:
765:
754:
743:
732:
721:
710:
184:
2006:
495:
and fructose is converted to fructose 1,6-bisphosphate.
2085:
2087:
514:. It is, in turn, broken down into two compounds:
2237:
1479:
231:
1269:
807:
69:
1465:
1375:
2086:Berg, Jeremy M.; Tymoczko, Stryer (2002).
1472:
1458:
503:Fructose 1,6-bisphosphate lies within the
284:
175:
153:
2161:
2062:
2052:
251:
280:
209:
2238:
2135:
510:and is produced by phosphorylation of
343:C(1(((O1)(COP(=O)(O)O)O)O)O)OP(=O)(O)O
166:
1453:
1352:|alt=Glycolysis and Gluconeogenesis
312:Key: RNBGYGVWRKECFJ-ARQDHWQXSA-N
133:
113:
606:
487:-form of this compound is common in
411:
322:Key: RNBGYGVWRKECFJ-ARQDHWQXSA
222:
192:
13:
1265:
1258:
1253:
1248:
1243:
1238:
1233:
1228:
1223:
1218:
1213:
1208:
1203:
1198:
1193:
1188:
1183:
1178:
1173:
1168:
1163:
1158:
1153:
1148:
1143:
1138:
1133:
1128:
1123:
1118:
1113:
1108:
1103:
1098:
1093:
1088:
1083:
1078:
1073:
1068:
1063:
1058:
1053:
1048:
1043:
1038:
1033:
1028:
1023:
1018:
1013:
1008:
1003:
998:
993:
988:
983:
978:
973:
968:
963:
958:
953:
948:
943:
938:
933:
928:
923:
918:
913:
908:
903:
898:
893:
888:
803:
14:
2267:
2217:
1417:
1384:"GlycolysisGluconeogenesis_WP534"
467:, known in older publications as
2223:
2005:
1982:
1957:
1922:
1886:
1863:
1846:
1815:
1790:
1756:
1726:
1703:
1684:
1658:
1641:
1622:
1605:
1580:
1563:
1544:
1527:
1502:
1365:Glycolysis and Gluconeogenesis
646:
639:
614:
600:
591:
582:
498:
491:. Upon entering the cell, most
430:
22:
479:on carbons 1 and 6 (i.e., is a
426:(at 25 °C , 100 kPa).
2178:
2129:
2112:
2079:
2027:
690:Fructose-bisphosphate aldolase
560:Fructose-bisphosphate aldolase
1:
2020:
2199:10.1016/j.carres.2010.12.008
1395:
7:
1438:
686:
683:Fructose 1,6-bisphosphatase
556:-fructose 1,6-bisphosphate
10:
2272:
2246:Monosaccharide derivatives
2094:(5th ed.). New York:
1737:Glyceraldehyde-3-phosphate
1718:Glyceraldehyde 3-phosphate
1679:Glyceraldehyde 3-phosphate
1653:Dihydroxyacetone phosphate
1399:
679:
576:dihydroxyacetone phosphate
569:glyceraldehyde 3-phosphate
520:dihydroxyacetone phosphate
516:glyceraldehyde 3-phosphate
17:Fructose 1,6-bisphosphate
2230:Fructose 1,6-bisphosphate
1617:Fructose 1,6-bisphosphate
1490:
1445:Fructose 2,6-bisphosphate
688:
681:
675:
673:
645:
638:
613:
599:
597:
590:
588:
581:
558:
546:
465:Fructose 1,6-bisphosphate
420:
394:
351:
331:
296:
53:
35:
30:
21:
2096:W.H. Freeman and Company
2054:10.18632/oncoscience.109
548:6-phosphofructo-1-kinase
211:fructose-1,6-diphosphate
1857:Phosphoglycerate mutase
1801:Phosphoglycerate kinase
1782:1,3-Bisphosphoglycerate
2136:Ishwar, Arjun (2015).
1346:
884:
2187:Carbohydrate Research
1633:Fructose-bisphosphate
1591:Phosphofructokinase-1
1345:
883:
390:340.116
2232:at Wikimedia Commons
1575:Fructose 6-phosphate
543:fructose 6-phosphate
512:fructose 6-phosphate
1949:Phosphoenolpyruvate
1555:Glucose-6-phosphate
1539:Glucose 6-phosphate
18:
2004:
1995:
1956:
1947:
1885:
1878:2-Phosphoglycerate
1876:
1845:
1838:3-Phosphoglycerate
1836:
1789:
1780:
1725:
1716:
1347:
885:
469:Harden-Young ester
453:Infobox references
16:
2228:Media related to
2154:10.1021/bi501426w
2017:
2016:
2002:
1993:
1954:
1945:
1883:
1874:
1843:
1834:
1787:
1778:
1723:
1714:
1484:metabolic pathway
1413:
779:Pathway Database.
768:Pathway Database.
757:Pathway Database.
746:Pathway Database.
735:Pathway Database.
724:Pathway Database.
713:Pathway Database.
701:
700:
508:metabolic pathway
486:
481:fructosephosphate
461:Chemical compound
459:
458:
265:CompTox Dashboard
95:Interactive image
47:
2263:
2251:Organophosphates
2227:
2211:
2210:
2182:
2176:
2175:
2165:
2148:(7): 1516–1524.
2133:
2127:
2116:
2110:
2109:
2093:
2083:
2077:
2076:
2066:
2056:
2031:
2009:
1986:
1961:
1926:
1890:
1867:
1850:
1819:
1794:
1760:
1730:
1707:
1688:
1662:
1645:
1626:
1609:
1584:
1567:
1548:
1531:
1506:
1474:
1467:
1460:
1451:
1450:
1411:
1388:
1387:
1379:
1261:
1256:
1251:
1246:
1241:
1236:
1231:
1226:
1221:
1216:
1211:
1206:
1201:
1196:
1191:
1186:
1181:
1176:
1171:
1166:
1161:
1156:
1151:
1146:
1141:
1136:
1131:
1126:
1121:
1116:
1111:
1106:
1101:
1096:
1091:
1086:
1081:
1076:
1071:
1066:
1061:
1056:
1051:
1046:
1041:
1036:
1031:
1026:
1021:
1016:
1011:
1006:
1001:
996:
991:
986:
981:
976:
971:
966:
961:
956:
951:
946:
941:
936:
931:
926:
921:
916:
911:
906:
901:
896:
891:
780:
769:
758:
747:
736:
725:
714:
650:
643:
618:
611:
604:
595:
586:
566:
555:
540:
534:
533:
484:
443:
437:
434:
433:
415:
359:Chemical formula
289:
288:
273:
271:
255:
235:
224:
213:
196:
179:
168:
157:
137:
117:
97:
73:
45:
26:
19:
15:
2271:
2270:
2266:
2265:
2264:
2262:
2261:
2260:
2236:
2235:
2220:
2215:
2214:
2183:
2179:
2134:
2130:
2117:
2113:
2106:
2084:
2080:
2047:(12): 777–802.
2032:
2028:
2023:
2018:
2013:
2012:
2011:
2010:
2000:
1989:
1988:
1987:
1979:
1978:
1975:
1971:
1968:Pyruvate kinase
1963:
1962:
1952:
1941:
1940:
1939:
1937:
1932:
1928:
1927:
1919:
1918:
1916:
1911:
1907:
1898:
1897:Phosphopyruvate
1892:
1891:
1881:
1870:
1869:
1868:
1860:
1852:
1851:
1841:
1830:
1829:
1828:
1825:
1821:
1820:
1812:
1811:
1808:
1804:
1796:
1795:
1785:
1774:
1773:
1772:
1769:
1768:
1762:
1761:
1753:
1752:
1749:
1748:
1742:
1738:
1732:
1731:
1721:
1710:
1709:
1708:
1700:
1696:
1695:Triosephosphate
1690:
1689:
1682:
1674:
1673:
1670:
1664:
1663:
1656:
1648:
1647:
1646:
1638:
1634:
1628:
1627:
1620:
1612:
1611:
1610:
1602:
1601:
1598:
1594:
1586:
1585:
1578:
1570:
1569:
1568:
1560:
1556:
1550:
1549:
1542:
1534:
1533:
1532:
1524:
1523:
1520:
1516:
1508:
1507:
1500:
1486:
1478:
1441:
1420:
1404:
1398:
1393:
1392:
1391:
1382:
1380:
1376:
1371:
1370:
1369:
1364:
1359:
1358:
1357:
1351:
1350:
1349:
1348:
1344:
1263:
1262:
1259:
1257:
1254:
1252:
1249:
1247:
1244:
1242:
1239:
1237:
1234:
1232:
1229:
1227:
1224:
1222:
1219:
1217:
1214:
1212:
1209:
1207:
1204:
1202:
1199:
1197:
1194:
1192:
1189:
1187:
1184:
1182:
1179:
1177:
1174:
1172:
1169:
1167:
1164:
1162:
1159:
1157:
1154:
1152:
1149:
1147:
1144:
1142:
1139:
1137:
1134:
1132:
1129:
1127:
1124:
1122:
1119:
1117:
1114:
1112:
1109:
1107:
1104:
1102:
1099:
1097:
1094:
1092:
1089:
1087:
1084:
1082:
1079:
1077:
1074:
1072:
1069:
1067:
1064:
1062:
1059:
1057:
1054:
1052:
1049:
1047:
1044:
1042:
1039:
1037:
1034:
1032:
1029:
1027:
1024:
1022:
1019:
1017:
1014:
1012:
1009:
1007:
1004:
1002:
999:
997:
994:
992:
989:
987:
984:
982:
979:
977:
974:
972:
969:
967:
964:
962:
959:
957:
954:
952:
949:
947:
944:
942:
939:
937:
934:
932:
929:
927:
924:
922:
919:
917:
914:
912:
909:
907:
904:
902:
899:
897:
894:
892:
889:
886:
882:
770:
759:
748:
737:
726:
715:
704:
702:
664:
658:
607:
564:
553:
538:
528:pyruvate kinase
501:
462:
455:
450:
449:
448: ?)
439:
435:
431:
427:
404:
379:
375:
371:
367:
361:
347:
344:
339:
338:
327:
324:
323:
320:
314:
313:
310:
304:
303:
292:
274:
267:
258:
238:
225:
199:
160:
140:
120:
100:
87:
76:
63:
49:
48:-fructofuranose
12:
11:
5:
2269:
2259:
2258:
2253:
2248:
2234:
2233:
2219:
2218:External links
2216:
2213:
2212:
2193:(3): 416–420.
2177:
2128:
2111:
2104:
2078:
2025:
2024:
2022:
2019:
2015:
2014:
2003:2 ×
2001:
1991:
1990:
1981:
1980:
1976:
1973:
1972:
1965:
1964:
1955:2 ×
1953:
1943:
1942:
1935:
1933:
1930:
1929:
1921:
1920:
1914:
1912:
1909:
1908:
1894:
1893:
1884:2 ×
1882:
1872:
1871:
1862:
1861:
1854:
1853:
1844:2 ×
1842:
1832:
1831:
1826:
1823:
1822:
1814:
1813:
1809:
1806:
1805:
1798:
1797:
1788:2 ×
1786:
1776:
1775:
1770:
1766:
1764:
1763:
1755:
1754:
1750:
1746:
1744:
1743:
1734:
1733:
1724:2 ×
1722:
1712:
1711:
1702:
1701:
1692:
1691:
1683:
1676:
1675:
1671:
1666:
1665:
1657:
1650:
1649:
1640:
1639:
1630:
1629:
1621:
1614:
1613:
1604:
1603:
1599:
1596:
1595:
1588:
1587:
1579:
1572:
1571:
1562:
1561:
1552:
1551:
1543:
1536:
1535:
1526:
1525:
1521:
1518:
1517:
1510:
1509:
1501:
1494:
1493:
1492:
1491:
1488:
1487:
1477:
1476:
1469:
1462:
1454:
1448:
1447:
1440:
1437:
1419:
1418:Iron chelation
1416:
1400:Main article:
1397:
1394:
1390:
1389:
1373:
1372:
1361:
1360:
1264:
887:
802:
801:
800:
799:
797:
796:
795:
794:
793:
792:
699:
698:
696:
694:
692:
687:
685:
680:
677:
676:
674:
671:
670:
668:
666:
662:
659:
656:
652:
651:
644:
636:
635:
633:
631:
626:
620:
619:
612:
605:
598:
596:
589:
587:
579:
578:
573:
571:
562:
557:
550:
545:
532:
500:
497:
477:phosphorylated
460:
457:
456:
451:
429:
428:
424:standard state
421:
418:
417:
405:
400:
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2124:1-57259-153-6
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2105:0-7167-3051-0
2101:
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282:DTXSID0048347
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167:ECHA InfoCard
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135:ChEMBL1089962
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44:-phosphono-β-
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29:
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2142:Biochemistry
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2090:Biochemistry
2089:
2081:
2044:
2040:
2029:
1992:
1966:
1944:
1895:
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1713:
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1537:
1511:
1495:
1421:
1405:
1377:
788:
787:
783:
782:
703:
608:
502:
468:
464:
463:
54:Identifiers
41:
2041:Oncoscience
1433:Parkinson's
1429:Alzheimer's
522:. It is an
352:Properties
173:100.006.985
115:CHEBI:32966
2256:Glycolysis
2240:Categories
2021:References
1513:Hexokinase
1481:Glycolysis
524:allosteric
505:glycolysis
386:Molar mass
253:M7522JYX1H
146:ChemSpider
82:3D model (
61:CAS Number
37:IUPAC name
1899:hydratase
1697:isomerase
1557:isomerase
1396:Isomerism
771:Compound
760:Compound
738:Compound
705:Compound
483:). The β-
2207:21232735
2172:25629396
2073:25621294
1997:Pyruvate
1771:NADH + H
1751:NADH + H
1635:aldolase
1439:See also
1410:, the β-
1402:Fructose
751:4.1.2.13
729:3.1.3.11
718:2.7.1.11
473:fructose
416:)
402:ATC code
71:488-69-7
2163:5286843
2064:4303887
1903:enolase
1497:Glucose
798:[[File:
749:Enzyme
727:Enzyme
716:Enzyme
493:glucose
446:what is
444: (
410: (
408:C01EB07
380:
220:PubChem
40:1,6-Di-
2205:
2170:
2160:
2122:
2102:
2071:
2061:
1931:
1910:
1765:NAD+ P
1745:NAD+ P
1425:Fenton
1408:isomer
773:C00118
762:C00111
740:C05378
707:C05345
475:sugar
441:verify
438:
336:SMILES
194:C00354
126:ChEMBL
31:Names
489:cells
471:, is
301:InChI
233:10267
106:ChEBI
84:JSmol
2203:PMID
2168:PMID
2120:ISBN
2100:ISBN
2069:PMID
1994:2 ×
1946:2 ×
1875:2 ×
1835:2 ×
1779:2 ×
1715:2 ×
1431:and
1367:edit
1354:edit
777:KEGG
766:KEGG
755:KEGG
744:KEGG
733:KEGG
722:KEGG
711:KEGG
518:and
244:UNII
205:MeSH
185:KEGG
155:9848
2195:doi
2191:346
2158:PMC
2150:doi
2059:PMC
2049:doi
1977:ATP
1974:ADP
1827:ATP
1824:ADP
1810:ATP
1807:ADP
1600:ADP
1597:ATP
1522:ADP
1519:ATP
775:at
764:at
753:at
742:at
731:at
720:at
709:at
629:ADP
624:ATP
413:WHO
270:EPA
223:CID
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2146:54
2144:.
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552:β-
537:β-
374:12
370:14
2209:.
2197::
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2152::
2126:.
2108:.
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2051::
2045:1
1938:O
1936:2
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663:2
661:H
657:i
655:P
609:+
567:-
565:D
554:D
541:-
539:D
485:D
436:Y
378:2
376:P
372:O
368:H
366:6
364:C
272:)
268:(
86:)
46:D
42:O
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