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Teichoic acid

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The most common structure of Wall teichoic acids are a ManNAc(β1→4)GlcNAc disaccharide with one to three glycerol phosphates attached to the C4 hydroxyl of the ManNAc residue followed by a long chain of glycerol- or ribitol phosphate repeats. Variations come in the long chain tail, which generally
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Lipoteichoic acids follow a similar pattern of putting most variation in the repeats, although the set of enzymes used are different, at least in the case of Type I LTA. The repeats are anchored onto the membrane via a (di)glucosyl-diacylglycerol
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Later (2013) studies have identified a few more enzymes that attach unique sugars to the WTA repeat units. A set of enzymes and transporters named DltABCE that adds alanines to both wall and lipo-teichoic acids were found.
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Lipoteichoic acids may also act as receptor molecules for some Gram-positive bacteriophage; however, this has not yet been conclusively supported. It is an acidic polymer and contributes negative charge to the cell wall.
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as the main model strain, some linked UniProt entries are in fact the "Tag" ortholog as they are better annotated. The "similarity search" may be used to access the genes in the Tar-producing
851:"Molecular interaction between lipoteichoic acids and Lactobacillus delbrueckii phages depends on D-alanyl and alpha-glucose substitution of poly(glycerophosphate) backbones" 326:) connects more glycerol-3-phosphate units to the glycerol tail. In Tag-producing bacteria, this is the final step (a long glycerol tail). Otherwise it only adds one unit. 224:
The main function of teichoic acids is to provide flexibility to the cell-wall by attracting cations such as calcium and potassium. Teichoic acids can be substituted with
386:) flip the cytoplasmic complex to the external surface of the inner membrane. The redundant TagTUV enzymes link this product to the cell wall. The enzymes TarI ( 398:) are responsible for producing the substrates that lead to the polymer tail. Many of these proteins are located in a conserved gene cluster. 359: 336: 310: 196:
include sugar subunits being attached to the sides or the body of the repeats. Four types of WTA repeats have been named, as of 2013.
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This was proposed in 2004. A further review in 2013 has given more specific parts of the pathways to inhibit given newer knowledge.
802:"Conformation of the phosphate D-alanine zwitterion in bacterial teichoic acid from nuclear magnetic resonance spectroscopy" 409:
168, which lacks the TarK/TarL enzymes. TarB/F/L/K all bear some similarities to each other, and belong to the same family (
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Enzymes involved in the biosynthesis of WTAs have been named: TarO, TarA, TarB, TarF, TarK, and TarL. Their roles are:
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represents a special case where both types intersect: after the tail is synthesized with an undecaprenyl phosphate (C
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Räisänen L, Draing C, Pfitzenmaier M, Schubert K, Jaakonsaari T, von Aulock S, Hartung T, Alatossava T (June 2007).
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Note that the set of genes are named "Tag" (teichoic acid glycerol) instead of "Tar" (teichoic acid ribitol) in
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Cot M, Ray A, Gilleron M, Vercellone A, Larrouy-Maumus G, Armau E, et al. (October 2011).
1134: 1787: 1679: 1321: 183:(LTAs), whereas teichoic acids that are covalently bound to peptidoglycan are referred to as 244:
2 and 4. Teichoic acids also assist in regulation of cell growth by limiting the ability of
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enzymes either attaches it to the wall to form a WTA or to the GlcDAG anchor.
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Teichoic acids that are anchored to the lipid membrane are referred to as
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properties. These zwitterionic teichoic acids are suspected ligands for
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Garimella R, Halye JL, Harrison W, Klebba PE, Rice CV (October 2009).
313:) connects a single glycerol-3-phosphate to the C4 hydroxyl of ManNAc. 1721: 1552: 1510: 1422: 1316: 1064: 1046: 972: 452: 93: 70: 62:, "wall", to be specific a fortification wall, as opposed to τοῖχος, 645:"Lipoteichoic acid synthesis and function in gram-positive bacteria" 339:) connects the initial ribitol-5-phosphate unit. It is necessary in 40: 1230: 1207: 1089: 1079: 410: 135: 117: 67: 848: 1660: 1624: 1260: 1151: 155: 78: 27: 1706: 1461: 1013: 538:
Swoboda JG, Campbell J, Meredith TC, Walker S (January 2010).
1634: 941: 537: 171: 101: 799: 540:"Wall teichoic acid function, biosynthesis, and inhibition" 174:
anchor. Teichoic acid's chemical signal is CH17P4O29NOH.
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Brown S, Santa Maria JP, Walker S (8 September 2013).
593: 920:(poly(ribitol phosphate) teichoic acid biosynthesis) 901:Bioinformatic mappings (see also the EC entries): 1774: 596:"Wall teichoic acids of gram-positive bacteria" 430: 362:) constructs the long ribitol-5-phosphate tail. 642: 589: 587: 585: 583: 31:Structure of a teichoic acid repeat unit from 1188: 957: 533: 531: 529: 527: 525: 523: 349:has both functions in the same TarL/K enzyme. 139:, and appear to extend to the surface of the 694:"Immunological properties of teichoic acids" 842: 636: 580: 1202: 1195: 1181: 964: 950: 691: 643:Percy MG, Gründling A (8 September 2014). 520: 44:Structure of the lipoteichoic acid polymer 874: 825: 776: 766: 717: 660: 619: 563: 513:at the U.S. National Library of Medicine 143:layer. They can be covalently linked to 39: 26: 14: 1775: 268: 1176: 945: 248:to break the β(1-4) bond between the 1757: 92:Teichoic acids are found within the 662:10.1146/annurev-micro-091213-112949 612:10.1146/annurev-micro-092412-155620 212:-P) intermediate "head", different 24: 25: 1799: 895: 372:teichoic-acid-transporting ATPase 368:ATP-binding cassette transporters 1756: 1747: 1746: 927:(lipoteichoic acid biosynthesis) 692:Knox KW, Wicken AJ (June 1973). 100:bacteria such as species in the 1445:Bacterial cellular morphologies 263: 214:TagU/LCP (LytR-CpsA-Psr) family 971: 793: 734: 685: 504: 475: 204:DAG) anchor. Type IV LTA from 13: 1: 649:Annual Review of Microbiology 600:Annual Review of Microbiology 468: 451:– a major constituent of the 366:Following the synthesis, the 768:10.1371/journal.pone.0026316 710:10.1128/br.37.2.215-257.1973 345:W23 for Tar production, but 252:-acetyl glucosamine and the 228:-alanine ester residues, or 190: 7: 442: 219: 10: 1804: 1688:Bacteria (classifications) 1410:Primary nutritional groups 1742: 1673: 1653: 1605: 1494: 1485: 1437: 1330: 1268: 1254: 1214: 1088: 1045: 1012: 979: 1564:Bacterial outer membrane 515:Medical Subject Headings 206:Streptococcus pneumoniae 1135:Anthraquinone glycoside 855:Journal of Bacteriology 698:Bacteriological Reviews 495:A Greek–English Lexicon 1559:Gram-negative bacteria 1538:Gram-positive bacteria 556:10.1002/cbic.200900557 419:). Due to the role of 236:, giving the molecule 66:, a regular wall) are 45: 37: 1414:Substrate preference 486:Liddell, Henry George 256:-acetylmuramic acid. 162:crosslinkage between 43: 30: 1395:Microbial metabolism 1120:Cyanogenic glycoside 168:cytoplasmic membrane 87:phosphodiester bonds 1645:Non-motile bacteria 1241:Pathogenic bacteria 1145:Flavonoid glycoside 1098:Alcoholic glycoside 867:10.1128/JB.00078-07 759:2011PLoSO...626316C 269:WTA and Type IV LTA 242:toll-like receptors 185:wall teichoic acids 148:-acetylmuramic acid 1574:Lipopolysaccharide 1140:Coumarin glycoside 1130:Phenolic glycoside 463:Sir James Baddiley 180:lipoteichoic acids 75:glycerol phosphate 46: 38: 1770: 1769: 1669: 1668: 1615:Bacterial capsule 1581:Periplasmic space 1548:Lipoteichoic acid 1433: 1432: 1405:Microbial ecology 1400:Nitrogen fixation 1170: 1169: 1157:Steviol glycoside 1103:Cardiac glycoside 1004:C-glycosidic bond 999:S-glycosidic bond 994:N-glycosidic bond 989:O-glycosidic bond 818:10.1021/bi900503k 449:Lipoteichoic acid 342:Bacillus subtilis 231: 227: 153: 79:ribitol phosphate 16:(Redirected from 1795: 1760: 1759: 1750: 1749: 1698:Former groupings 1492: 1491: 1343:Human microbiome 1266: 1265: 1197: 1190: 1183: 1174: 1173: 966: 959: 952: 943: 942: 889: 888: 878: 846: 840: 839: 829: 797: 791: 790: 780: 770: 738: 732: 731: 721: 689: 683: 682: 664: 640: 634: 633: 623: 591: 578: 577: 567: 535: 518: 508: 502: 479: 397: 391: 385: 379: 357: 334: 321: 308: 295: 282: 229: 225: 151: 21: 1803: 1802: 1798: 1797: 1796: 1794: 1793: 1792: 1773: 1772: 1771: 1766: 1738: 1693:Bacterial phyla 1677: 1665: 1649: 1607: 1601: 1592:Arabinogalactan 1497: 1481: 1429: 1326: 1270: 1258: 1250: 1236:Lysogenic cycle 1217: 1210: 1201: 1171: 1166: 1084: 1041: 1008: 975: 970: 925:pathway:547.556 918:pathway:547.790 914:pathway:547.827 910:pathway:547.789 898: 893: 892: 861:(11): 4135–40. 847: 843: 798: 794: 739: 735: 690: 686: 641: 637: 592: 581: 536: 521: 509: 505: 500:Perseus Project 480: 476: 471: 445: 437: 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704:(2): 215–57. 703: 699: 695: 688: 680: 676: 672: 668: 663: 658: 655:(1): 81–100. 654: 650: 646: 639: 631: 627: 622: 617: 613: 609: 606:(1): 313–36. 605: 601: 597: 590: 588: 586: 584: 575: 571: 566: 561: 557: 553: 549: 545: 541: 534: 532: 530: 528: 526: 524: 516: 512: 507: 501: 497: 496: 491: 490:Scott, Robert 487: 483: 478: 474: 464: 461: 458: 457:gram-positive 454: 450: 447: 446: 440: 434: 428: 427:W23 (BACPZ). 426: 422: 418: 417: 412: 408: 403: 399: 396: 390: 384: 378: 373: 369: 361: 356: 351: 348: 344: 343: 338: 333: 328: 325: 320: 315: 312: 307: 302: 299: 294: 289: 286: 281: 276: 275: 274: 261: 257: 255: 251: 247: 243: 239: 235: 217: 215: 207: 197: 188: 186: 182: 181: 175: 173: 169: 165: 161: 157: 149: 147: 142: 141:peptidoglycan 138: 137: 132: 131: 126: 125: 120: 119: 114: 113: 112:Streptococcus 108: 107: 103: 99: 98:Gram-positive 95: 90: 88: 84: 83:carbohydrates 80: 76: 72: 69: 65: 61: 57: 54: 50: 42: 36: 35: 29: 19: 1788:Cell biology 1732:Mendosicutes 1717:Gracilicutes 1697: 1597:Mycolic acid 1587:Mycobacteria 1585: 1557: 1542: 1536: 1472:Coccobacilli 1372:in pregnancy 1338:Extremophile 1322:Aerotolerant 1256:Biochemistry 1218:microbiology 1204:Microbiology 858: 854: 844: 809: 806:Biochemistry 805: 795: 750: 746: 736: 701: 697: 687: 652: 648: 638: 603: 599: 550:(1): 35–45. 547: 543: 506: 493: 477: 438: 425:B. substilis 424: 420: 414: 406: 404: 400: 392:) and TarJ ( 365: 346: 340: 298:EC 2.4.1.187 272: 264:Biosynthesis 258: 253: 249: 238:zwitterionic 223: 205: 198: 194: 184: 178: 176: 163: 160:tetrapeptide 145: 134: 128: 122: 116: 110: 104: 91: 63: 59: 52: 48: 47: 32: 1620:Slime layer 1300:Facultative 1288:Facultative 1113:Cardenolide 1070:Glucuronide 1060:Galactoside 1027:β-Glycoside 1022:α-Glycoside 544:ChemBioChem 435:drug target 421:B. subtilis 407:B. subtilis 360:EC 2.7.8.47 337:EC 2.7.8.46 324:EC 2.7.8.12 311:EC 2.7.8.44 285:EC 2.7.8.33 234:glucosamine 124:Clostridium 85:linked via 1777:Categories 1727:Mollicutes 1722:Firmicutes 1712:Prokaryota 1630:Glycocalyx 1455:plasticity 1418:Lipophilic 1271:preference 1246:Resistance 1075:Rhamnoside 1055:Fructoside 973:Glycosides 935:GO:0019350 469:References 433:antibiotic 246:autolysins 71:copolymers 1680:evolution 1654:Composite 1553:Endospore 1511:Cell wall 1487:Structure 1378:Placental 1317:Nanaerobe 1295:Anaerobic 1226:Infection 1065:Glucoside 453:cell wall 416:IPR007554 374:) TarGH ( 347:S. aureus 191:Structure 94:cell wall 68:bacterial 1752:Category 1675:Taxonomy 1608:envelope 1498:envelope 1388:Salivary 1305:Obligate 1283:Obligate 1231:Exotoxin 1208:Bacteria 1090:Aglycone 1080:Riboside 1014:Geometry 885:17416656 836:19746945 787:22028855 747:PLOS ONE 671:24819367 630:24024634 574:19899094 459:bacteria 443:See also 411:InterPro 220:Function 136:Listeria 118:Bacillus 96:of most 58:τεῖχος, 1762:Commons 1661:Biofilm 1640:Fimbria 1625:S-layer 1606:Outside 1467:Bacilli 1383:Uterine 1368:Vaginal 1278:Aerobic 1261:ecology 1216:Medical 1152:Saponin 1047:Glycone 906:KW-0777 876:1913418 827:4196936 778:3196553 755:Bibcode 728:4578758 679:8732547 621:3883102 565:2798926 498:at the 413::  187:(WTA). 170:with a 158:in the 156:alanine 64:toīkhos 60:teīkhos 1707:Monera 1477:Spiral 1269:Oxygen 883:  873:  834:  824:  785:  775:  726:  719:413812 716:  677:  669:  628:  618:  572:  562:  517:(MeSH) 482:τεῖχος 431:As an 395:Q8RKJ0 389:Q8RKI9 383:P42954 377:P42953 355:Q8RKJ2 352:TarL ( 332:Q8RKJ1 329:TarK ( 319:P13485 316:TarF ( 306:P27621 303:TarB ( 293:P27620 290:TarA ( 280:O34753 277:TarO ( 133:, and 102:genera 1635:Pilus 1589:only: 1569:Porin 1561:only: 1540:only: 1462:Cocci 1438:Shape 1358:Mouth 1331:Other 675:S2CID 172:lipid 56:Greek 1678:and 1496:Cell 1363:Skin 1353:Lung 1259:and 981:Bond 881:PMID 832:PMID 783:PMID 724:PMID 667:PMID 626:PMID 570:PMID 200:(Glc 81:and 1530:DAP 1525:NAG 1520:NAM 1348:Gut 871:PMC 863:doi 859:189 822:PMC 814:doi 773:PMC 763:doi 714:PMC 706:doi 657:doi 616:PMC 608:doi 560:PMC 552:doi 455:of 202:(2) 77:or 73:of 53:cf. 1779:: 1700:: 1513:: 1206:: 933:: 908:, 879:. 869:. 857:. 853:. 830:. 820:. 810:48 808:. 804:. 781:. 771:. 761:. 749:. 745:. 722:. 712:. 702:37 700:. 696:. 673:. 665:. 653:68 651:. 647:. 624:. 614:. 604:67 602:. 598:. 582:^ 568:. 558:. 548:11 546:. 542:. 522:^ 492:; 488:; 484:. 380:, 358:, 335:, 322:, 309:, 296:, 283:, 210:55 127:, 121:, 115:, 109:, 89:. 1374:) 1370:( 1196:e 1189:t 1182:v 965:e 958:t 951:v 887:. 865:: 838:. 816:: 789:. 765:: 757:: 751:6 730:. 708:: 681:. 659:: 632:. 610:: 576:. 554:: 370:( 254:N 250:N 232:- 230:D 226:D 164:N 154:- 152:D 146:N 51:( 20:)

Index

Teichoic acids

Micrococcaceae

Greek
bacterial
copolymers
glycerol phosphate
ribitol phosphate
carbohydrates
phosphodiester bonds
cell wall
Gram-positive
genera
Staphylococcus
Streptococcus
Bacillus
Clostridium
Corynebacterium
Listeria
peptidoglycan
N-acetylmuramic acid
alanine
tetrapeptide
cytoplasmic membrane
lipid
lipoteichoic acids
TagU/LCP (LytR-CpsA-Psr) family
glucosamine
zwitterionic

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