N-Acetylneuraminic acid

Catalog	BBC131486
CAS	131-48-6
Structure
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
Purity	98%
Density	1.3580 g/cm³
Appearance	Solid
Storage	-20 °C
EC Number	205-023-1
pKa	2.41±0.54(Predicted)
Refractive Index	-32 ° (C=1, H₂O)
Solubility in Water	50 g/L (20 ºC)