A9646

N-Acetylneuraminic acid

from sheep submaxillary glands, ≥99%

• Synonym(s): 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid, Lactaminic acid, NAN, NANA, Sialic acid
• Empirical Formula (Hill Notation): C₁₁H₁₉NO₉
• CAS Number: 131-48-6
• Molecular Weight: 309.27
• Beilstein: 1716283
• EC Number: 205-023-1
• MDL number: MFCD00006620
• UNSPSC Code: 12352201
• PubChem Substance ID: 24891482

Properties

• biological source: sheep submaxillary glands
• type: Type VIII
• Assay: ≥99%
• storage temp.: −20°C
• SMILES string: O[C@@]1(O[C@@]([C@@H]([C@H](C1)O)NC(C)=O)([H])[C@@H]([C@@H](CO)O)O)C(O)=O
• InChI: 1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
• InChI key: SQVRNKJHWKZAKO-PFQGKNLYSA-N

Description

Biochem/physiol Actions

Both sialic acid and neuraminic acid are loosely used to refer to conjugates of neuraminic acid. N-Acetylneuraminic acid is often found as the terminal sugar of cell surface glycoproteins. Cell surface glycoproteins have important roles in cell recognition and interaction as well as in cell adhesion. Membrane glycoproteins are also important in tumor growth and metastases.