N-acetyl-9-O-acetylneuraminic acid

CAS: 55717-54-9 C13 H21 N O10 MW: 351.30937000

Identification

NameN-acetyl-9-O-acetylneuraminic acid
CAS Number55717-54-9
FDA UNIISearch
Molecular FormulaC13 H21 N O10
Molecular Weight351.30937000
MDL NumberMFCD18642998
Nikkaji NumberJ796.439K

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 1e+006 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for N-acetyl-9-O-acetylneuraminic acid usage levels up tonot for fragrance use.
Recommendation for N-acetyl-9-O-acetylneuraminic acid flavor usage levels up tonot for flavor use.

BOC Sciences

Best of Chemicals Supplier

Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...

View All Website 1-631-485-4226 account@bocsci.com

Potential Uses

None Found

Natural Occurrence

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 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.