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Sialic Acids

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Definition: A group of naturally occurring N-and O-acyl derivatives of the deoxyamino sugar neuraminic acid. They are ubiquitously distributed in many tissues.     
Examples N-Acetylneuraminic Acid; Cytidine Monophosphate N-Acetylneuraminic Acid; Zanamivir 		Other names N-Acetylneuraminic Acids; N Acetylneuraminic Acids; Acids, Sialic; Acids, N-Acetylneuraminic
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
MEO322 compound  0   *Cyclobutanes *Sialic Acids. Angew Chem Int Ed Engl 2011 Jul 11;50(29):6519-21
cytidine-5'-diphosphosialic acid  0   *Sialic Acids Cytidine Diphosphate/*analogs & derivatives. Chemistry. 2011 Jun 27;17(27):7645-55
cytidine-5'-monophosphosialic acid  0   *Sialic Acids Cytidine Monophosphate/*analogs & derivatives. Chemistry. 2011 Jun 27;17(27):7645-55
2-difluoromethyl-4-nitrophenyl-3,5-dideoxygalacto-2-nonulopyranosid acid  0   *Sialic Acids. Glycobiology 2010 Aug;20(8):1034-45
((2,3-difluorobenzyl) 5-fluoroacetamido-9-(4-chlorobenzamido)-3,5,9-trideoxy-d-glycerogalacto-2-nonulopyranosid)onic acid  0   *Sialic Acids. J Med Chem 2010 Feb 25;53(4):1597-615
alpha(2,9) trisialic acid  0   *Sialic Acids. Org Lett. 2008 Dec 18;10(24):5597-600
N-acetylneuraminic acid 1,7-lactone  0   *Lactones *Sialic Acids. Chem Commun (Camb). 2008 Nov 21;(43):5517-9
dibutyl(N-acetylneuraminic acid)tin(IV)  0   *Organotin Compounds *Sialic Acids. Dalton Trans 2007 Apr 14;(14):1440-6
dimethyl(N-acetylneuraminic acid)tin(IV)  0   *Organotin Compounds *Sialic Acids. Dalton Trans 2007 Apr 14;(14):1440-6
polysialic acid DP5  0   *Oligosaccharides *Sialic Acids. Chembiochem 2006 Dec;7(12):1875-7
methyl 9-O-acetyl-N-acetylneuraminide  0   *Sialic Acids. Glycobiology 2007 Jan;17(1):68-81
methyl N-acetylneuraminide  0   *Sialic Acids. Glycobiology 2007 Jan;17(1):68-81
2-benzyl-5-N-propanoylneuraminic acid  0   *Sialic Acids. J Mol Biol 2007 Feb 2;365(5):1469-79
2-benzyl-5-N-acetylneuraminic acid  0   *Sialic Acids. J Mol Biol 2007 Feb 2;365(5):1469-79
phenyl beta-sialoside  0   *Sialic Acids. Biochemistry. 2006 Nov 7;45(44):13264-75
N-trifluoroacetyl sialyl phosphite  0   *Sialic Acids *Phosphites. Org Lett. 2005 Sep 15;7(19):4169-72
MCC-257  0   *Sialic Acids. Diabetes. 2006 Mar;55(3):616-21
5-acetamido-2-(4-N-5-dimethylaminonaphthalene-1-sulfonyl-2-difluoromethylphenyl)-3,5-dideoxygalacto-2-nonulopyranosonic acid  0   *Sialic Acids Neuraminidase/antagonists & inhibitors. Biochemistry 2005 Sep 6;44(35):11669-75
NeuAc-2-8-NeuAc  0   *Disaccharides *Sialic Acids. Carbohydr Res 2005 May 2;340(6):1219-23
5,7-diacetamido-3,5,7,9-tetradeoxynon-2-ulosonic acid  0   *Sialic Acids. Carbohydr Res 2005 Jan 17;340(1):69-74
2,2'-(benzene-1,4-diylbis((oxomethanediyl)imino-3,1-propanediylimino(oxomethanediyl)oxy)(2,3-dihydroxy-1,1-propanediyl)))bis(3-(acetylamino)-4-((amino(imino)methyl)amino)-3,4-dihydro-2H-pyran-6-carboxylic acid  0   *Sialic Acids Neuraminidase/antagonists & inhibitors. J Med Chem 2005 Apr 21;48(8):2964-71
4,4'-bis(4'-(((((1-(3-(acetylamino)-4-((amino(imino)methyl)amino)-6-carboxy-3,4-dihydro-2H-pyran-2-yl)-2,3-dihydroxypropyl)oxy)carbonyl)amino)methyl))biphenyl  0   *Sialic Acids Neuraminidase/antagonists & inhibitors. J Med Chem 2005 Apr 21;48(8):2964-71
2'-alpha-O-benzyl N-acetylneuraminic acid-alpha-(2-5)-N-glycolylneuraminic acid  0   *Disaccharides *Sialic Acids. J Org Chem 2002 Feb 22;67(4):1376-9
5,7-diacetamido 3,5,7,9-tetradeoxy-glycero-manno-non-2-ulosonic acid (di-N-acetylpseudaminic acid)  0   *Sialic Acids. Carbohydr Res 2001 Jul 12;333(3):241-9
cytidin-5'-yl-5-acetamido-3,5-dideoxy-9-O-(2-naphthalenemethyl)-glycero-galacto-2-nonulopyranosid-2''-yl phosphate  0   *Sialic Acids Cytidine Monophosphate/*analogs & derivatives. Anal Biochem 2000 Jul 15;283(1):39-48
alpha(2-8)-N-propionylpolysialic acid  0   *Sialic Acids. J Biol Chem 2000 Oct 20;275(42):32832-6
N-levulinoylsialic acid  0   *Sialic Acids. J Biol Chem 1998 Nov 20;273(47):31168-79
5,7-diacetamido-8-O-acetyl-3,5,7,9-tetradeoxy-glycero-talo-nonulosonic acid  0   *Sialic Acids Acetyltransferases Lipopolysaccharides. Carbohydr Res 1997 Oct 28;304(1):77-9
alpha-(N-acetylneuraminyl)phosphatidyloctanediol  0   *Phosphatidic Acids *Sialic Acids. J Med Chem 1997 Oct 10;40(21):3332-5
methyl 2-S-methyl-3-S-phenyl-2,3-dithio-alph-sialate  0   *Sialic Acids. Carbohydr Res 1997 Aug 7;302(3-4):123-9
4-difluoromethyl-2-methoxyphenyl-ketoside-N-acetylneuraminic acid  0   *Sialic Acids Neuraminidase/antagonists & inhibitors. Arch Virol 1997;142(7):1365-80
2-difluoromethylphenyl-ketoside-N-acetylneuraminic acid  0   *Sialic Acids Neuraminidase/antagonists & inhibitors. Arch Virol 1997;142(7):1365-80
2-deoxy-2,3-didehydro-D-glycero-D-galacto-2-nonulopyranosonic acid  0   *Sialic Acids. J Biol Chem 1997 Feb 28;272(9):5452-6
polysialyl neural cell adhesion molecule  0   *Sialic Acids *Neural Cell Adhesion Molecule L1. J Neurosci Res 1996 Jul 15;45(2):143-52
(4-acetamido-2,4-dideoxyglycerogalactooctopyranosyl)phosphonic acid  0   *Sialic Acids Neuraminidase/antagonists & inhibitors. J Mol Biol 1996 Jun 7;259(2):264-80
N-acetyl-9-thioacetamidoneuraminic acid  0   *Sialic Acids Receptors, Virus. Virology 1996 Apr 1;218(1):127-33
N-acetyl-9-acetamido-9-deoxyneuraminic acid  0   *Sialic Acids. Biochem Biophys Res Commun 1995 Nov 22;216(3):821-7
CMP-9-deoxy-9-salicyl-N-acetylneuraminic acid  0   *Sialic Acids Cytidine Monophosphate/*analogs & derivatives. J Nucl Biol Med 1994 Dec;38(4 Suppl 1):15-7
5'-S-(5-acetamido-2,3,5-trideoxy-2-nonulopyranosylonic acid)-5'-thiocytidine  0   *Sialic Acids Deoxycytidine/*analogs & derivatives Thionucleosides. Carbohydr Res 1995 Jan 17;266(2):269-72
cytidine 5'-monophospho-(N-acetylneuraminyl-2-8-N-acetylneuraminic acid)  0   *Sialic Acids Cytidine Monophosphate/*analogs & derivatives. Carbohydr Res 1994 Nov 1;264(1):C1-5
3-fluoro-N-acetylneuraminic acid  921-40-4   *Sialic Acids. Carbohydr Res 1994 Oct 3;263(1):167-72
9-O-lactoyl-N-acetylneuraminic acid  92935-30-3   *Sialic Acids. Glycoconj J 1993 Feb;10(1):116-9
4-amino-2-deoxy-2,3-didehydro-N-acetylneuraminic acid  130525-62-1   *Sialic Acids. Nature 1993 Jun 3;363(6428):418-23
alpha-(3-hydroxysialyl)cholesterol  145402-49-9   *Cholesterol Esters *Sialic Acids. Brain Res Bull 1992 Dec;29(6):795-806
N-(O-acetyl)glycoloylneuraminic acid  0   *Sialic Acids. Eur J Cell Biol 1992 Oct;59(1):12-20
2-(N-dansyl-4-aminophenylthio)-N-acetyl-9-O-acetylneuraminic acid  141303-70-0   *Dansyl Compounds *Sialic Acids. Biol Chem Hoppe Seyler 1992 Feb;373(2):63-8
1,2-di-O-tetradecyl-3-O-alpha-sialylglycerol  92131-78-7   *Glycolipids *Sialic Acids. Biochemistry 1991;30(43):10542
alpha(2-8)polysialic acid  0   *Sialic Acids. Biol Chem Hoppe Seyler 1991;372(6):451
poly((2-9)-alpha-N-acetylneuraminic acid)  82803-97-2   *Sialic Acids. Proc Natl Acad Sci USA 1991;88(16):7175
erythrocyte receptor  0   *Membrane Glycoproteins *Receptors, Immunologic Sialic Acids Antigens, CD Cell Adhesion Molecules. Embo J 1991;10(7):1661; EMBO J 1994 Oct 3;13(19):4490-503
(phenyl 5-acetamido-3,5-dideoxy-2-selenononulopyranosid)onic acid  131569-90-9   *Sialic Acids *Organoselenium Compounds Neuraminidase/antagonists & inhibitors. Carbohydr Res 1990;208:251
9-(4-azido-2-nitrophenyl)-5-acetamido-2,6-anhydro-2,3,5,9-tetradeoxy-9-thioglycerogalactonon-2-enoic acid  132406-95-2   *Sialic Acids. Biochem Biophys Res Commun 1990;173(1):13
N-acetyl-3-fluoroneuraminic acid  129950-58-9   *Sialic Acids Fluorine Radioisotopes. Int J Rad Appl Instrum (B) 1990;17(4):363
N-acetyl-2-deoxy-2,3-difluoroneuraminic acid  129932-88-3   *Sialic Acids Fluorine Radioisotopes. Int J Rad Appl Instrum (B) 1990:17(4):363
5-N-acetyl-9-(4-azidosalicoylamido)-2-deoxy-2,3-didehydroneuraminic acid  129178-63-8   *Azides *Sialic Acids. J Biol Chem 1990;265(19):10801
N-acetylneuraminic acid methyl glycoside  128643-78-7   *Methylglycosides *Sialic Acids. Carbohydr Res 1990;196:206
2-methyl-6-(5-acetamido-3,5-dideoxy-alpha-glycero-galacto-nonulopyranosylonic acid)xanthene-9-spiro-1'-isobenzofuran-3'-one  128683-43-2   *Fluoresceins *Sialic Acids. Carbohydr Res 1990;196:29
8-O-methyl-7,9-di-O-acetyl-N-glycolylneuraminic acid  128885-13-2   *Sialic Acids. J Biol Chem 1990;265(14):8094
N-acetyl-4-deoxy-4-acetamidoneuraminic acid  127099-59-6   *Sialic Acids. Carbohydr Res 1989;194:c15
9-S-(4-azido-2-nitrophenyl)-5-acetamido-2,6-anhydro-2,3,5,9-tetradeoxy-9-thioglycerogalactonon-2-enonic acid  112848-77-8   *Azides *Sugar Acids Sialic Acids. Enzyme 1989;42(2):103
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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