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N-acetyl-9-O-acetylneuraminic acid

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CAS Number: 55717-54-9Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J796.439K
MDL:MFCD18642998
XlogP3-AA:-2.90 (est)
Molecular Weight:351.30937000
Formula:C13 H21 N O10
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
5-N-Acetyl-9-O-acetyl neuraminic acid
Carbosynth
For experimental / research use only.
5-N-Acetyl-9-O-acetyl neuraminic acid
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for N-acetyl-9-O-acetylneuraminic acid usage levels up to:
 not for fragrance use.
 
Recommendation for N-acetyl-9-O-acetylneuraminic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :123962
National Institute of Allergy and Infectious Diseases:Data
(2S,4S,5R,6R)-5-acetamido-6-[(1R,2R)-3-acetyloxy-1,2-dihydroxypropyl]-2,4-dihydroxyoxane-2-carboxylic acid
Chemidplus:0055717549
 
References:
 (2S,4S,5R,6R)-5-acetamido-6-[(1R,2R)-3-acetyloxy-1,2-dihydroxypropyl]-2,4-dihydroxyoxane-2-carboxylic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):123962
Pubchem (cas):55717-54-9
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
HMDB (The Human Metabolome Database):HMDB00794
FooDB:FDB022249
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
(2S,4S,5R,6R)-5-acetamido-6-[(1R,2R)-3-acetyloxy-1,2-dihydroxypropyl]-2,4-dihydroxyoxane-2-carboxylic acid
9-O-acetylsialic acid
9-anana
D-glycero-D-galacto-2-Nonulosonic acid, 5-(acetylamino)-3,5-dideoxy-, 9-acetate
 

Articles:

PubMed:In vitro and in vivo mechanism of immunomodulatory and antiviral activity of Edible Bird's Nest (EBN) against influenza A virus (IAV) infection.
PubMed:Crystal structure of bovine coronavirus spike protein lectin domain.
PubMed:Properties and partial purification of sialate-O-acetyltransferase from bovine submandibular glands.
PubMed:[Type C influenza].
PubMed:Sialic acids as receptor determinants for coronaviruses.
PubMed:Nidovirus sialate-O-acetylesterases: evolution and substrate specificity of coronaviral and toroviral receptor-destroying enzymes.
PubMed:Purification and characterization of 9-O-acetylated sialoglycoproteins from leukemic cells and their potential as immunological tool for monitoring childhood acute lymphoblastic leukemia.
PubMed:The sialate-4-O-acetylesterases of coronaviruses related to mouse hepatitis virus: a proposal to reorganize group 2 Coronaviridae.
PubMed:Detection of sialic acids and gangliosides with special reference to 9-O-acetylated species in basaliomas and normal human skin.
PubMed:Studies on the specificity and sensitivity of the influenza C virus binding assay for 9-O-acetylated sialic acids and its application to human melanomas.
PubMed:[The structure and function of the HE protein of influenza C virus].
PubMed:[Structure and function of the hemagglutinin of influenza viruses].
PubMed:Virus entry into a polarized epithelial cell line (MDCK): similarities and dissimilarities between influenza C virus and bovine coronavirus.
PubMed:Molecular dynamics-derived conformation and intramolecular interaction analysis of the N-acetyl-9-O-acetylneuraminic acid-containing ganglioside GD1a and NMR-based analysis of its binding to a human polyclonal immunoglobulin G fraction with selectivity for O-acetylated sialic acids.
PubMed:Binding specificity of influenza C-virus to variably O-acetylated glycoconjugates and its use for histochemical detection of N-acetyl-9-O-acetylneuraminic acid in mammalian tissues.
PubMed:Isolation and characterization of sialate lyase from pig kidney.
PubMed:Transfer of an esterase-resistant receptor analog to the surface of influenza C virions results in reduced infectivity due to aggregate formation.
PubMed:A synthetic sialic acid analog that is resistant to the receptor-destroying enzyme can be used by influenza C virus as a receptor determinant for infection of cells.
PubMed:The catalytic triad of the influenza C virus glycoprotein HEF esterase: characterization by site-directed mutagenesis and functional analysis.
PubMed:Identification of a 40-kDa cell surface sialoglycoprotein with the characteristics of a major influenza C virus receptor in a Madin-Darby canine kidney cell line.
PubMed:Structural analysis of the sialylated N- and O-linked carbohydrate chains of recombinant human erythropoietin expressed in Chinese hamster ovary cells. Sialylation patterns and branch location of dimeric N-acetyllactosamine units.
PubMed:Analysis of cellular receptors for human coronavirus OC43.
PubMed:Persistent influenza C virus possesses distinct functional properties due to a modified HEF glycoprotein.
PubMed:Recognition of cellular receptors by bovine coronavirus.
PubMed:Structural and functional analysis of the surface protein of human coronavirus OC43.
PubMed:Partial purification and characterization of cytidine-5'-monophosphosialate synthase from rainbow trout liver.
PubMed:Primary structure of N-linked carbohydrate chains of a human chimeric plasminogen activator K2tu-PA expressed in Chinese hamster ovary cells.
PubMed:Recognition of N-acetyl-9-O-acetylneuraminic acid by bovine coronavirus and hemagglutinating encephalomyelitis virus.
PubMed:Synthesis of N-acetyl-9-O-acetylneuraminic acid alpha-p-amino-phenylthioketoside and its application as ligand in the affinity chromatography of a lectin with preferential affinity to O-acetylated sialic acids.
PubMed:Increased influenza A virus sialidase activity with N-acetyl-9-O-acetylneuraminic acid-containing substrates resulting from influenza C virus O-acetylesterase action.
PubMed:A synthetic sialic acid analogue is recognized by influenza C virus as a receptor determinant but is resistant to the receptor-destroying enzyme.
PubMed:A single point mutation of the influenza C virus glycoprotein (HEF) changes the viral receptor-binding activity.
PubMed:Bovine coronavirus uses N-acetyl-9-O-acetylneuraminic acid as a receptor determinant to initiate the infection of cultured cells.
PubMed:2-alpha-(N-dansyl-4-aminophenylthio)-N-acetyl-9-O-acetylneuraminic acid. A new specific and highly sensitive substrate in sialate-O-acetylesterase assay.
PubMed:The S protein of bovine coronavirus is a hemagglutinin recognizing 9-O-acetylated sialic acid as a receptor determinant.
PubMed:Isolated HE-protein from hemagglutinating encephalomyelitis virus and bovine coronavirus has receptor-destroying and receptor-binding activity.
PubMed:Hemagglutinating encephalomyelitis virus attaches to N-acetyl-9-O-acetylneuraminic acid-containing receptors on erythrocytes: comparison with bovine coronavirus and influenza C virus.
PubMed:Differential reactivity of bovine coronavirus (BCV) and influenza C virus with N-acetyl-9-O-acetylneuraminic acid (Neu5,9Ac2)-containing receptors.
PubMed:A simple, one-step synthesis of N-acetyl-9-O-acetylneuraminic acid by enzymic transesterification mediated by porcine pancreas lipase in pyridine.
PubMed:Partial purification and characterization of sialate O-acetylesterase from bovine brain.
PubMed:Sialate O-acetylesterases: key enzymes in sialic acid catabolism.
PubMed:Isolation and characterization of sialate 9(4)-O-acetylesterase from influenza C virus.
PubMed:The surface receptor is a major determinant of the cell tropism of influenza C virus.
PubMed:N-acetyl-9-O-acetylneuraminic acid, the receptor determinant for influenza C virus, is a differentiation marker on chicken erythrocytes.
PubMed:Analysis of sialidase and N-acetylneuraminate pyruvate-lyase substrate specificity by high-performance liquid chromatography.
PubMed:Sialoglycoproteins and sialic acids of Plasmodium knowlesi schizont-infected erythrocytes and normal rhesus monkey erythrocytes.
PubMed:Sialic acid analysis and tritium-labelling of sialoglycoproteins of mouse erythrocytes infected with Plasmodium berghei.
PubMed:Gangliosides of human thyroid gland.
PubMed:The receptor-destroying enzyme of influenza C virus is neuraminate-O-acetylesterase.
PubMed:Identification of a disialoganglioside (GD1a) containing terminal N-acetyl-9-O-acetylneuraminic acid in rat erythrocytes.
PubMed:Interaction between rat peritoneal macrophages and sialidase-treated erythrocytes: biochemical and morphological studies.
PubMed:Identification of new sialic acids derived from glycoprotein of bovine submandibular gland.
PubMed:Synthesis of 9-O-acetyl- and 4,9-di-O-acetyl derivatives of the methyl ester of N-acetyl-beta-D-neuraminic acid methylglycoside. Their use as models in periodate oxidation studies.
 
Notes:
None found
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