N-Acetylneuraminic acid

Names

[ CAS No. ]:
131-48-6

[ Name ]:
N-Acetylneuraminic acid

[Synonym ]:
5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid
NANA
5-(acetylamino)-3,5-dideoxy-δ-glycero-δ-galacto-2-Nonulosonic acid
NANA H2O
Sialomucin
sialic acid powder
Lactaminic acid
5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid
N-acetyl-D-neuraminic acid
5-(acetylamino)-3,5-dideoxy-D-glycero-D-galacto-non-2-ulosonic acid
5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid,Lactaminic acid,NAN
O-SIALIC ACID
NANA TYPE IV-S
NEU5AC
D-glycero-D-galacto-2-Nonulosonic acid, 5-(acetylamino)-3,5-dideoxy-
sialic acid
NANA TYPE VI
EINECS 205-023-1
5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic Acid
NAN
(4S,5R,6R,7S,8R)-5-Acetamido-4,6,7,8,9-pentahydroxy-2-oxononanoic acid
Aceneuramic acid
N-Acetylneuraminic acid
MFCD00006620

Biological Activity

[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.

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Natural Products >> Others

[Target]

Human Endogenous Metabolite

[References]

[1]. Bondioli L et al. PLGA nanoparticles surface decorated with the sialic acid, N-acetylneuraminic acid. Biomaterials. 2010 Apr;31(12):3395-403.

[2]. Bondioli L et al. PLGA nanoparticles surface decorated with the sialic acid, N-acetylneuraminic acid. Biomaterials. 2010 Apr;31(12):3395-403.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
762.3±60.0 °C at 760 mmHg

[ Melting Point ]:
184-186 °C (dec.)(lit.)

[ Molecular Formula ]:
C₁₁H₁₉NO₉

[ Molecular Weight ]:
309.270

[ Flash Point ]:
414.8±32.9 °C

[ Exact Mass ]:
309.105988

[ PSA ]:
176.78000

[ LogP ]:
-3.98

[ Vapour Pressure ]:
0.0±5.8 mmHg at 25°C

[ Index of Refraction ]:
1.581

[ Water Solubility ]:
50 g/L (20 ºC)

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Antiviral effect of methylated flavonol isorhamnetin against influenza.

PLoS ONE 10(3) , e0121610, (2015)

Influenza is an infectious respiratory disease with frequent seasonal epidemics that causes a high rate of mortality and morbidity in humans, poultry, and animals. Influenza is a serious economic conc...

Pathogenicity and transmissibility of novel reassortant H3N2 influenza viruses with 2009 pandemic H1N1 genes in pigs.

J. Virol. 89(5) , 2831-41, (2015)

At least 10 different genotypes of novel reassortant H3N2 influenza viruses with 2009 pandemic H1N1 [A(H1N1)pdm09] gene(s) have been identified in U.S. pigs, including the H3N2 variant with a single A...

Sialidases as regulators of bioengineered cellular surfaces.

Glycobiology 25 , 784-91, (2015)

Human sialidases (NEUs) catalyze the removal of N-acetyl neuraminic acids from the glycome of the cell and regulate a diverse repertoire of nominal cellular functions, such as cell signaling and adhes...