300:
191:
27:
471:
575:
Neu5Ac is also important in the biology of a number of pathogenic and symbiotic bacteria as it can be used either as a nutrient, providing both carbon and nitrogen to the bacteria, or in some pathogens, can be activated and placed on the cell surface. Bacteria have evolved transporters for Neu5Ac to
986:
128:
979:
972:
856:"Sialic acid transport in Haemophilus influenzae is essential for lipopolysaccharide sialylation and serum resistance and is dependent on a novel tripartite ATP-independent periplasmic transporter"
440:
484:
583:
349:
323:
InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11+/m0/s1
333:
InChI=1/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11+/m0/s1
1221:
1046:
611:
1192:
952:
314:
26:
576:
enable them to capture it from their environment and a number of these have been characterized including the NanT protein from
1153:
491:
1072:
257:
1238:
278:
224:
1087:
964:
628:
522:
1275:
1077:
218:
1226:
996:
186:
588:
1265:
39:
1270:
598:
295:
94:
885:
854:
Severi E, Randle G, Kivlin P, Whitfield K, Young R, Moxon R, Kelly D, Hood D, Thomas GH (2005).
953:""ACENOBEL® Sustained Release Tablet 500 mg" Approved for Distal Myopathy with Rimmed Vacuoles"
934:
877:
836:
787:
738:
720:
681:
924:
916:
867:
826:
818:
807:"Identification of an inducible catabolic system for sialic acids (nan) in Escherichia coli"
777:
769:
728:
712:
671:
578:
372:
168:
266:
1197:
623:
593:
556:
699:
Vimr, Eric R.; Kalivoda, Kathryn A.; Deszo, Eric L.; Steenbergen, Susan M. (March 2004).
104:
299:
190:
148:
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1130:
1018:
929:
904:
462:
831:
806:
782:
757:
733:
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1259:
920:
872:
855:
564:
537:
424:
179:
889:
1202:
1064:
1000:
773:
716:
451:
446:
246:
822:
676:
659:
1138:
1120:
1100:
1041:
636:
610:
In Japan, Neu5Ac is approved under the trade name
Acenobel for the treatment of
541:
518:
528:
This residue is negatively charged at physiological pH and is found in complex
1161:
1143:
1115:
1110:
1105:
1095:
1036:
403:
159:
724:
1207:
1187:
560:
938:
881:
791:
742:
685:
905:"Identification of a novel sialic acid transporter in Haemophilus ducreyi"
840:
1182:
1054:
1009:
529:
233:
1028:
521:
found in human cells, and many mammalian cells. Other forms, such as
559:—mouth, nose, GI, respiratory tract), Neu5Ac acts as a receptor for
461:
Except where otherwise noted, data are given for materials in their
207:
552:
545:
533:
139:
127:
117:
198:
968:
283:
540:. Neu5Ac residues are also found in glycolipids, known as
544:, a crucial component of neuronal membranes found in the
756:
Vimr ER, Kalivoda KA, Deszo EL, Steenbergen SM (2004).
567:(an early step in acquiring influenzavirus infection).
479:
1170:
1152:
1129:
1086:
1063:
1027:
1008:
903:Post DM, Mungur R, Gibson BW, Munson RS Jr (2005).
429:186 °C (367 °F; 459 K) (decomposes)
563:viruses, allowing attachment to mucous cells via
551:Along with involvement in preventing infections (
660:"Sialic acid utilization by bacterial pathogens"
245:
758:"Diversity of microbial sialic acid metabolism"
701:"Diversity of Microbial Sialic Acid Metabolism"
103:
980:
8:
653:
651:
987:
973:
965:
705:Microbiology and Molecular Biology Reviews
298:
189:
167:
15:
928:
871:
830:
781:
732:
675:
265:
647:
354:
319:
294:
223:
180:
658:Severi E, Hood DW, Thomas GH (2007).
571:In the biology of bacterial pathogens
326:Key: SQVRNKJHWKZAKO-YRMXFSIDSA-N
147:
7:
612:distal myopathy with rimmed vacuoles
450:
357:OC(=O)1(O)C(O)(NC(C)=O)(O1)(O)(O)CO
336:Key: SQVRNKJHWKZAKO-YRMXFSIDBI
236:
206:
14:
995:Other drugs for disorders of the
921:10.1128/IAI.73.10.6727-6735.2005
873:10.1111/j.1365-2958.2005.04901.x
469:
390:
384:
25:
536:and glycoproteins found at the
465:(at 25 °C , 100 kPa).
1154:Histone deacetylase inhibitors
774:10.1128/mmbr.68.1.132-153.2004
717:10.1128/MMBR.68.1.132-153.2004
393:
378:
1:
823:10.1128/jb.164.2.845-853.1985
1073:Delandistrogene moxeparvovec
43:5-(Acetylamino)-3,5-dideoxy-
677:10.1099/mic.0.2007/009480-0
525:, may also occur in cells.
1292:
1088:Antisense oligonucleotides
59:-non-2-ulopyranosonic acid
1216:
805:Vimr ER, Troy FA (1985).
523:N-Glycolylneuraminic acid
459:
433:
419:White crystalline powder
365:
345:
310:
87:
64:
38:
33:
24:
1078:Onasemnogene abeparvovec
1049:clostridium histolyticum
632:-Glycolylneuraminic acid
997:musculo-skeletal system
225:N-Acetylneuraminic+Acid
20:-Acetylneuraminic acid
762:Microbiol Mol Biol Rev
589:Haemophilus influenzae
507:-Acetylneuraminic acid
517:) is the predominant
599:Haemophilus ducreyi
411: g·mol
21:
1243:Never to phase III
492:Infobox references
16:
1253:
1252:
586:transporter from
500:Chemical compound
498:
497:
279:CompTox Dashboard
129:Interactive image
54:
46:
1283:
1178:Aceneuramic acid
989:
982:
975:
966:
960:
959:
957:
949:
943:
942:
932:
900:
894:
893:
875:
866:(4): 1173–1185.
851:
845:
844:
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802:
796:
795:
785:
753:
747:
746:
736:
696:
690:
689:
679:
670:(9): 2817–2822.
655:
592:and the SatABCD
579:Escherichia coli
557:mucous membranes
555:associated with
482:
476:
473:
472:
454:
410:
395:
392:
386:
380:
373:Chemical formula
303:
302:
287:
285:
269:
249:
238:
227:
210:
193:
182:
171:
151:
131:
107:
76:Aceneuramic acid
52:
44:
29:
22:
1291:
1290:
1286:
1285:
1284:
1282:
1281:
1280:
1276:Monosaccharides
1256:
1255:
1254:
1249:
1248:
1233:Clinical trials
1212:
1198:Hyaluronic acid
1166:
1148:
1131:Glucocorticoids
1125:
1082:
1059:
1023:
1012:and derivatives
1004:
993:
963:
955:
951:
950:
946:
915:(10): 6727–35.
902:
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853:
852:
848:
804:
803:
799:
755:
754:
750:
698:
697:
693:
657:
656:
649:
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624:Neuraminic acid
620:
608:
594:ABC transporter
573:
501:
494:
489:
488:
487: ?)
478:
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1065:Gene therapies
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860:Mol. Microbiol
846:
817:(2): 845–853.
797:
768:(1): 132–153.
748:
711:(1): 132–153.
691:
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644:
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639:
634:
626:
619:
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569:
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463:standard state
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1002:
998:
990:
985:
983:
978:
976:
971:
970:
967:
958:. Nobelpharm.
954:
948:
945:
940:
936:
931:
926:
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621:
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605:
603:
601:
600:
595:
591:
590:
585:
582:, the SiaPQM
581:
580:
570:
568:
566:
565:hemagglutinin
562:
558:
554:
549:
547:
543:
539:
538:cell membrane
535:
531:
526:
524:
520:
516:
512:
508:
506:
493:
486:
481:
464:
458:
453:
448:
445:
442:
438:
437:
434:Pharmacology
432:
428:
426:
425:Melting point
423:
422:
418:
415:
414:
407:
405:
402:
401:
377:
374:
370:
369:
364:
355:
351:
344:
330:
320:
316:
309:
301:
297:
296:DTXSID0050425
293:
292:
290:
280:
276:
275:
268:
264:
263:
261:
259:
256:
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248:
244:
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220:
217:
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209:
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204:
202:
200:
197:
196:
192:
188:
185:
183:
181:ECHA InfoCard
178:
177:
170:
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163:
161:
158:
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150:
146:
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138:
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68:
63:
58:
50:
41:
37:
32:
28:
23:
19:
1266:Amino sugars
1203:Palovarotene
1193:Chondrocytes
1177:
1048:
1047:Collagenase
1019:Hydroquinine
947:
912:
909:Infect Immun
908:
898:
863:
859:
849:
814:
811:J. Bacteriol
810:
800:
765:
761:
751:
708:
704:
694:
667:
664:Microbiology
663:
629:
609:
597:
587:
577:
574:
550:
542:gangliosides
527:
514:
510:
504:
503:
502:
88:Identifiers
65:Other names
56:
48:
17:
1271:Sugar acids
1229:from market
1139:Deflazacort
1121:Viltolarsen
1101:Drisapersen
1042:Chymopapain
637:Sialic acid
606:Medical use
519:sialic acid
416:Appearance
366:Properties
187:100.004.568
149:CHEBI:61599
1260:Categories
1162:Givinostat
1144:Vamorolone
1116:Nusinersen
1111:Golodirsen
1106:Eteplirsen
1096:Casimersen
1037:Bromelains
643:References
404:Molar mass
267:GZP2782OP0
160:ChemSpider
116:3D model (
95:CAS Number
40:IUPAC name
1239:Phase III
1227:Withdrawn
1208:Risdiplam
1188:Branaplam
725:1092-2172
561:influenza
1183:Ataluren
939:16177350
890:32085592
882:16262798
792:15007099
743:15007099
686:17768226
618:See also
455:)
441:ATC code
105:131-48-6
79:Acenobel
1055:Trypsin
1029:Enzymes
1010:Quinine
930:1230923
841:3902799
530:glycans
485:what is
483: (
449: (
447:M09AX05
409:309.271
234:PubChem
57:galacto
49:glycero
1222:WHO-EM
937:
927:
888:
880:
839:
832:214328
829:
790:
783:362108
780:
741:
734:362108
731:
723:
684:
534:mucins
511:Neu5Ac
480:verify
477:
350:SMILES
247:439197
208:D11016
169:392681
73:Neu5Ac
34:Names
1171:Other
956:(PDF)
886:S2CID
596:from
553:mucus
546:brain
315:InChI
140:ChEBI
118:JSmol
935:PMID
878:PMID
837:PMID
788:PMID
739:PMID
721:ISSN
682:PMID
584:TRAP
515:NANA
258:UNII
219:MeSH
199:KEGG
70:NANA
1001:M09
925:PMC
917:doi
868:doi
827:PMC
819:doi
815:164
778:PMC
770:doi
729:PMC
713:doi
672:doi
668:153
532:on
513:or
452:WHO
284:EPA
237:CID
51:-α-
1262::
1235::
933:.
923:.
913:73
911:.
907:.
884:.
876:.
864:58
862:.
858:.
835:.
825:.
813:.
809:.
786:.
776:.
766:68
764:.
760:.
737:.
727:.
719:.
709:68
707:.
703:.
680:.
666:.
662:.
650:^
614:.
602:.
548:.
388:19
382:11
1003:)
999:(
988:e
981:t
974:v
941:.
919::
892:.
870::
843:.
821::
794:.
772::
745:.
715::
688:.
674::
630:N
509:(
505:N
475:Y
397:9
394:O
391:N
385:H
379:C
286:)
282:(
120:)
55:-
53:D
47:-
45:D
18:N
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
