CAS 50930-22-8

2-O-methyl-A-D-N-acetylneuraminic acid

Description:

2-O-methyl-A-D-N-acetylneuraminic acid, commonly referred to as 2-O-methyl Neu5Ac, is a sialic acid derivative characterized by the presence of a methyl group at the 2-position of the neuraminic acid backbone. This compound is a naturally occurring sugar acid that plays a significant role in cellular interactions and recognition processes, particularly in the context of viral infections and immune responses. It is known for its involvement in the biosynthesis of glycoproteins and glycolipids, contributing to the structural diversity of cell surface glycoconjugates. The presence of the O-methyl group can influence the biological activity and stability of the molecule, potentially affecting its interactions with lectins and other binding proteins. 2-O-methyl-A-D-N-acetylneuraminic acid is of interest in various fields, including biochemistry and medicinal chemistry, due to its implications in cell signaling and pathogen-host interactions. Its CAS number, 50930-22-8, is used for identification in chemical databases and regulatory contexts.

Formula: C₁₂H₂₁NO₉

InChI: InChI=1/C12H21NO9/c1-5(15)13-8-6(16)3-12(21-2,11(19)20)22-10(8)9(18)7(17)4-14/h6-10,14,16-18H,3-4H2,1-2H3,(H,13,15)(H,19,20)/t6-,7-,8-,9-,10?,12-/m1/s1

SMILES: CC(=N[C@@H]1[C@@H](C[C@@](C(=O)O)(OC)OC1[C@@H]([C@@H](CO)O)O)O)O

2-O-Methyl-α-D-N-acetylneuraminic acid)

CAS: 50930-22-8

Formula: C₁₂H₂₁NO₉

Molecular weight: 323.30

Ref: 7W-GC5447

N-Acetyl-2-O-methyl-α-D-neuraminic acid

CAS: 50930-22-8

N-Acetyl-2-O-methyl-α-D-neuraminic acid

Purity: 97%

Color and Shape: Solid

Molecular weight: 323.30g/mol

Ref: 54-OR4160

2-O-Methyl-α-D-N-acetylneuraminic Acid

Controlled Product

CAS: 50930-22-8

Stability Moisture Sensitive, Temperature Sensitive
Applications 2-O-Methyl-α-D-N-acetylneuraminic Acid is a model compound for studies of binding of influenza virus hemagglutinin and metal ions.
References Sauter, N.K., et al.: Biochemistry, 28, 8388 (1989), Sharon, N., et al.: Science, 246, 227 (1989), Nagy, J.O., et al.: J. Med. Chem., 35 (23), (1992), Knibbs, R.N., et al.: J. Biol. Chem., 268 (25), 18524 (1993)

Formula: C₁₂H₂₁NO₉

Color and Shape: Neat

Molecular weight: 323.30

Ref: TR-M275400

N-Acetyl-2-O-methyl-α-D-neuraminic acid

CAS: 50930-22-8

N-acetylneuraminic acid derivative and a useful tool for the study of sialic acid binding to its ligands. It was previously used for such purpose in studies on the influenza binding to hemagglutinin. This compound was also used for investigation of Clostridium botulinum toxin binding to various sugars.

Formula: C₁₂H₂₁NO₉

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 323.3 g/mol

Ref: 3D-MM06671