N-Glycolylneuraminic acid

Names

[ Name ]:
N-Glycolylneuraminic acid

[Synonym ]:
D-glycero-β-D-galacto-2-Nonulopyranosonic acid, 3,5-dideoxy-5-[[(1E)-1,2-dihydroxyethylidene]amino]-
Neuraminic acid, N-glycolyl-
(6R)-3,5-Dideoxy-5-(glycoloylamino)-6-[(1R,2R)-1,2,3-trihydroxypropyl]-α-L-threo-hex-2-ulopyranosonic acid
NGNA
NeuNGl
N-Glycolylneuraminate
(6R)-3,5-Dideoxy-5-[(E)-(1,2-dihydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]-α-L-threo-hex-2-ulopyranosonic acid
5-Glykoloylamino-D-glycero-D-galacto-3,5-didesoxy-[2]nonulonsaeure
N-glycoloyl-β-neuraminic acid
N-GLYCOLYNEURAMINIC ACID
GcNeu
N-Glycolyl Neuraminic Acid
MFCD00057551
N-glycoylneuraminic acid
N-glycoloyl-neuraminic acid
N-Glycolylneuraminic Acid (200 mg)
N-glycoloyl-beta-neuraminic acid
N-Glykoloyl-neuraminsaeure
Glycolylneuraminic Aci
N-Glykolyl-neuraminsaeure
Neu5Glc NeuNGl
Neu5Glc,NeuNGl
Neu5Gc
Glycolylneuraminic Acid
N-GLYCOLYLNEURAMINIC ACID FROM PORCINE*SUBMAXILLARY
D-glycero-β-D-galacto-2-Nonulopyranosonic acid, 3,5-dideoxy-5-[(2-hydroxyacetyl)amino]-
N-(2-Hydroxyacetyl)-neuraminic Acid
3,5-Dideoxy-5-(glycoloylamino)-D-glycero-β-D-galacto-non-2-ulopyranosonic acid
N-(Hydroxyacetyl)neuraminic acid
N-Glycolylneuraminic acid

Biological Activity

[Description]:

N-Glycolylneuraminic acid is a nonhuman sialic acid molecule synthesized in pigs but not in humans. N-Glycolylneuraminic acid works as a decoy receptor of N-Glycolylneuraminic acid-binding influenza A viruses (IAVs)[1].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus

Research Areas >> Inflammation/Immunology

[References]

[1]. Takahashi T, et al. N-glycolylneuraminic acid on human epithelial cells prevents entry of influenza A viruses that possess N-glycolylneuraminic acid binding ability. J Virol. 2014 Aug;88(15):8445-56.

Chemical & Physical Properties

[ Density]:
1.9±0.1 g/cm3

[ Boiling Point ]:
826.1±75.0 °C at 760 mmHg

[ Melting Point ]:
188-190°C

[ Molecular Formula ]:
C₁₁H₁₉NO₁₀

[ Molecular Weight ]:
325.269

[ Flash Point ]:
453.4±37.1 °C

[ Exact Mass ]:
325.100891

[ PSA ]:
197.01000

[ LogP ]:
-2.96

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.651

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

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

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

The role of sialyl glycan recognition in host tissue tropism of the avian parasite Eimeria tenella.

PLoS Pathog. 7(10) , e1002296, (2011)

Eimeria spp. are a highly successful group of intracellular protozoan parasites that develop within intestinal epithelial cells of poultry, causing coccidiosis. As a result of resistance against antic...

Determination of sialic acids in milks and milk-based products.

Anal. Biochem. 405(1) , 28-40, (2010)

Sialic acids are becoming recognized as important components of milk-based products for infants and young children. As such, many companies now label the sialic acid content of their products. To cont...

Production of monoclonal antibodies directed to Hanganutziu-Deicher active gangliosides, N-glycolylneuraminic acid-containing gangliosides.

J. Biochem. 117(5) , 1062-9, (1995)

We have established three kinds of monoclonal antibodies against gangliosides containing N-glycolylneuraminic acid (NeuGc) by immunization of BALB/c mice with the purified gangliosides inserted into l...