CAS 22900-11-4

β-Neuraminic acid, N-acetyl-, methyl ester

Description:

β-Neuraminic acid, N-acetyl-, methyl ester, commonly referred to as a sialic acid derivative, is a naturally occurring compound that plays a significant role in cellular recognition and signaling processes. This compound is characterized by its structure, which includes a nine-carbon backbone with a carboxylic acid group, an acetamido group, and a methyl ester functional group. It is typically found in glycoproteins and glycolipids on the surfaces of cells, contributing to various biological functions, including immune response and pathogen recognition. The methyl ester form enhances its solubility and stability, making it useful in biochemical research and applications. β-Neuraminic acid derivatives are also important in the study of viral infections, as many viruses exploit sialic acids for cell entry. In terms of physical properties, it is generally a white to off-white solid, soluble in polar solvents, and exhibits characteristic UV absorbance. Its reactivity is influenced by the presence of functional groups, allowing for further chemical modifications in synthetic applications.

Formula: C₁₂H₂₁NO₉

InChI: InChI=1/C12H21NO9/c1-5(15)13-8-6(16)3-12(20,11(19)21-2)22-10(8)9(18)7(17)4-14/h6-10,14,16-18,20H,3-4H2,1-2H3,(H,13,15)/t6-,7+,8+,9+,10+,12-/m0/s1

InChI key: InChIKey=BKZQMWNJESHHSA-AGNBLMTLSA-N

SMILES: [C@H]([C@@H](CO)O)(O)[C@]1([C@H](NC(C)=O)[C@@H](O)C[C@](C(OC)=O)(O)O1)[H]

Synonyms:

• <span class="text-smallcaps">D</smallcap>-glycero-<smallcap>D</span>-galacto-Nonulopyranosonic acid, 5-acetamido-3,5-dideoxy-, methyl ester, β-
• <span class="text-smallcaps">D</smallcap>-glycero-β-<smallcap>D</span>-galacto-2-Nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-, methyl ester
• Methyl (6R)-5-acetamido-3,5-dideoxy-6-[(2R)-1,2,3-trihydroxypropyl]-alpha-L-threo-hex-2-ulopyranosonate
• Methyl N-acetyl-β-neuraminate
• N-Acetyl-β-neuraminic acid methyl ester
• β-Neuraminic acid, N-acetyl-, methyl ester
• D-glycero-β-D-galacto-2-Nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-, methyl ester
• D-glycero-D-galacto-Nonulopyranosonic acid, 5-acetamido-3,5-dideoxy-, methyl ester, β-
• -1,2,3-trihydroxypropyl)
• (2S,4S,5R,6R)-Methyl 5-acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylate
• 5-(AcetylaMino)-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranosonic Acid
• -Acetylneuraminic Acid Methyl Ester
• N-Acetylneuraminic acid methyl ester, Min. 97%
• (2S,4S,5R,6R)
• -Methyl 5-acetamido-2,4-dihydroxy-6-((1R,2R)
• (2S,4S,5S,6R)-Methyl 5-acetaMido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylate
• tetrahydro-2H-pyran-2-carboxylate
• N-Acetylneuraminic Acid Methyl Ester &gt
• N
• Methyl 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate
• N-ACETYLNEURAMINIC ACID METHYL ESTER USP/EP/BP
• Methyl Ester
• methyl (2S,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate

β-Neuraminic acid, N-acetyl-, methyl ester

CAS: 22900-11-4

Formula: C₁₂H₂₁NO₉

Purity: 97%

Color and Shape: Solid

Molecular weight: 323.2964

Ref: IN-DA002LEC

N-Acetylneuraminic acid , methyl ester

CAS: 22900-11-4

N-Acetylneuraminic acid , methyl ester

Purity: 98%

Ref: 54-OR8725T

N-Acetyl-Neuraminic acid (Sialic acid)

CAS: 22900-11-4

Formula: C12H21NO9

Purity: >98%

Color and Shape: Solid

Molecular weight: 323.3

Ref: 48-56-1151

N-Acetylneuraminic Acid Methyl Ester

CAS: 22900-11-4

Formula: C₁₂H₂₁NO₉

Purity: >95.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 323.30

Ref: 3B-A1821

N-Acetylneuraminic acid methyl ester

CAS: 22900-11-4

Molecular weight: 323.30

Ref: 7W-GC4738

N-Acetylneuraminic acid methyl ester

CAS: 22900-11-4

N-Acetylneuraminic acid methyl ester

Purity: 98%

Molecular weight: 323.29643g/mol

Ref: 54-BICL4322

N-Acetylneuraminic Acid Methyl Ester

Controlled Product

CAS: 22900-11-4

Applications Derivative of Neuraminic Acid
References Oetke, C., et al.: J. Biol. Chem., 277, 6688 (2002),

Formula: C₁₂H₂₁NO₉

Color and Shape: White To Off-White

Molecular weight: 323.3

Ref: TR-A187250

N-Acetylneuraminic acid methyl ester

CAS: 22900-11-4

Biologically relevant in neurotransmission and carbohydrate-protein recognition

Formula: C₁₂H₂₁NO₉

Purity: Min. 97 Area-%

Color and Shape: White Powder

Molecular weight: 323.3 g/mol

Ref: 3D-MA04202

N-Acetylneuraminic Acid Methyl Ester-d5

Controlled Product

CAS: 22900-11-4

Formula: C₁₂D₅H₁₆NO₉

Color and Shape: Neat

Molecular weight: 328.327

Ref: TR-A187254