Home Other Building Blocks 9-acetate N-acetyl-neuraminic acid

9-acetate N-acetyl-neuraminic acid

CAS No.:
55717-54-9
Catalog Number:
AG00DH7N
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00DH7N
Chemical Name:
9-acetate N-acetyl-neuraminic acid
CAS Number:
55717-54-9
MDL Number:
MFCD18642998
IUPAC Name:
(2S,4S,5R,6R)-5-acetamido-6-[(1R,2R)-3-acetyloxy-1,2-dihydroxypropyl]-2,4-dihydroxyoxane-2-carboxylic acid
InChI:
InChI=1S/C13H21NO10/c1-5(15)14-9-7(17)3-13(22,12(20)21)24-11(9)10(19)8(18)4-23-6(2)16/h7-11,17-19,22H,3-4H2,1-2H3,(H,14,15)(H,20,21)/t7-,8+,9+,10+,11+,13-/m0/s1
InChI Key:
NYWZBRWKDRMPAS-GRRZBWEESA-N
Properties
Complexity:
497  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
6  
Defined Bond Stereocenter Count:
0
Exact Mass:
351.117g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0
Molecular Weight:
351.308g/mol
Monoisotopic Mass:
351.117g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
183A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.9  
Literature
Title Journal
The murine coronavirus hemagglutinin-esterase receptor-binding site: a major shift in ligand specificity through modest changes in architecture. PLoS pathogens 20120101
Structural and enzymatic characterization of NanS (YjhS), a 9-O-Acetyl N-acetylneuraminic acid esterase from Escherichia coli O157:H7. Protein science : a publication of the Protein Society 20110701
The sialic acid binding activity of the S protein facilitates infection by porcine transmissible gastroenteritis coronavirus. Virology journal 20110101
Identification of NCAM that interacts with the PHE-CoV spike protein. Virology journal 20100101
Influenza virus neuraminidase: structure and function. Acta naturae 20090701
9- O-acetylated sialic acids enhance entry of virulent Leishmania donovani promastigotes into macrophages. Parasitology 20090201
Deletions of neuraminidase and resistance to oseltamivir may be a consequence of restricted receptor specificity in recent H3N2 influenza viruses. Virology journal 20090101
NeuA sialic acid O-acetylesterase activity modulates O-acetylation of capsular polysaccharide in group B Streptococcus. The Journal of biological chemistry 20070921
Properties and partial purification of sialate-O-acetyltransferase from bovine submandibular glands. Biological chemistry 20070301
STD NMR spectroscopy and molecular modeling investigation of the binding of N-acetylneuraminic acid derivatives to rhesus rotavirus VP8* core. Glycobiology 20070101
Feline aminopeptidase N is not a functional receptor for avian infectious bronchitis virus. Virology journal 20070101
[Type C influenza]. Nihon rinsho. Japanese journal of clinical medicine 20061001
Sialic acids as receptor determinants for coronaviruses. Glycoconjugate journal 20060201
Localisation and distribution of O-acetylated N-acetylneuraminic acids, the endogenous substrates of the hemagglutinin-esterases of murine coronaviruses, in mouse tissue. Glycoconjugate journal 20060201
Antibodies against 9-O-acetylated sialic acids in childhood acute lymphoblastic leukemia: a two-year study with 186 samples following protocol MCP 943. Indian journal of biochemistry & biophysics 20060201
Identification of 9-O-acetyl-N-acetylneuraminic acid in normal canine pre-ocular tear film secreted mucins and its depletion in Keratoconjunctivitis sicca. Glycoconjugate journal 20051101
Nidovirus sialate-O-acetylesterases: evolution and substrate specificity of coronaviral and toroviral receptor-destroying enzymes. The Journal of biological chemistry 20050225
Altered erythrocyte membrane characteristics during anemia in childhood acute lymphoblastic leukemia. Annals of hematology 20050201
Increased interferon gamma production by peripheral blood mononuclear cells in response to stimulation of overexpressed disease-specific 9-O-acetylated sialoglycoconjugates in children suffering from acute lymphoblastic leukaemia. British journal of haematology 20050101
Differential expression of sialylglycoconjugates and sialidase activity in distinct morphological stages of Fonsecaea pedrosoi. Archives of microbiology 20040401
Variable degree of alternative complement pathway-mediated hemolysis in Indian visceral leishmaniasis induced by differential expression of 9-O-acetylated sialoglycans. The Journal of infectious diseases 20040401
Regulation of sialic acid O-acetylation in human colon mucosa. Biological chemistry 20040201
[Sialic acid modification]. Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme 20030601
The sialate-4-O-acetylesterases of coronaviruses related to mouse hepatitis virus: a proposal to reorganize group 2 Coronaviridae. The Journal of general virology 20020201
Detection of sialic acids and gangliosides with special reference to 9-O-acetylated species in basaliomas and normal human skin. The Journal of investigative dermatology 20010201
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