N-Acetylneuraminic acid

Catalog Number

ACM131486

Product Name

N-Acetylneuraminic acid

Structure

CAS

131-48-6

Category

Inhibitors

Description

N-Acetylneuraminic acid is a nine-carbon, sialic acid monosaccharide commonly found in glycoproteins on cell membranes and in glycolipids such as gangliosides in mammalian cells. Studies suggest that N-Acetylneuraminic acid is useful biologically in neurotransmission, leukocyte extravasation, viral or bacterial infections and carbohydrate-protein recognition.

Synonyms

Galactononulosonic acid

IUPAC Name

(2S,4S,5R,6R)-5-Acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

Molecular Weight

309.27

Molecular Formula

C11H19NO9

Canonical SMILES

CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O

InChI

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

Boiling Point

449.56 °C

Melting Point

184-186 °C

Flash Point

193 °C

Density

1.3580 g/cm³

Appearance

Solid

Storage

-20 °C

Assay

0.99

Complexity

403

EC Number

205-023-1

Exact Mass

309.10598118

Isomeric SMILES

CC(=O)N[C@@H]1[C@H](C[C@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O

MDL Number

MFCD00006620

Monoisotopic Mass

309.10598118

Packaging

1 kg

pKa

2.41±0.54(Predicted)

Refractive Index

-32 ° (C=1, H₂O)

Stability

Stable. Incompatible with strong oxidizing agents.

Storage Conditions

-20°C

Topological Polar Surface Area

177 Ų

MSDS

COA

Spec Sheet