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N-Glycolylneuraminic Acid

Formed by the action of CMP-Neu5Ac hydroxylase. Humans are devoid of this compound due to a mutation in the human CMP-Neu5Ac hydroxylase gene that occurred after the Homo-Pan divergence.

Synonym(s):

N-Glycolylneuraminic Acid, NeuGc, Neu5Gc

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About This Item

Empirical Formula (Hill Notation):
C11H19NO10
CAS Number:
1113-83-3
Molecular Weight:
325.27
MDL number:
MFCD00057551
UNSPSC Code:
12352201
NACRES:
NA.79

Quality Level

100

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white

solubility

water: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C10H17NO10/c12-1-3(14)6(16)7(17)5(11-4(15)2-13)8(18)9(19)10(20)21/h3,5-8,12-14,16-18H,1-2H2,(H,11,15)(H,20,21)/t3-,5+,6-,7-,8-/m1/s1

InChI key

YIICUBSXBNCXHW-BOSCHMPASA-N

Related Categories

General description

Formed by the action of CMP-Neu5Ac hydroxylase. A major component in great ape tissues except brain; however, it is absent in man due to a mutation in the human CMP-Neu5Ac hydroxylase gene that is reported to have occurred after the Homo-Pan divergence.
Formed by the action of CMP-Neu5Ac hydroxylase. Humans are devoid of this compound due to a mutation in the human CMP-Neu5Ac hydroxylase gene that occurred after the Homo-Pan divergence.

Warning

Toxicity: Standard Handling (A)

Other Notes

Chou, H.H., et al. 1998. Proc. Natl. Acad. Sci. USA 95, 11751.
Malykh, Y.N., et al. 1998. Glycoconj. J. 15, 885.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N-Acetyl-D-glucosamine ≥99% (HPLC)

Sigma-Aldrich

A8625

N-Acetyl-D-glucosamine

H H Chou et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(20), 11751-11756 (1998-09-30)
Sialic acids are important cell-surface molecules of animals in the deuterostome lineage. Although humans do not express easily detectable amounts of N-glycolylneuraminic acid (Neu5Gc, a hydroxylated form of the common sialic acid N-acetylneuraminic acid, Neu5Ac), it is a major component
Y N Malykh et al.
Glycoconjugate journal, 15(9), 885-893 (1999-03-03)
The biosynthesis of the sialic acid N-glycolylneuraminic acid (Neu5Gc) occurs by the action of cytidine monophosphate-N-acetylneuraminate (CMP-Neu5Ac) hydroxylase. Previous investigations on a limited number of tissues suggest that the activity of this enzyme governs the extent of glycoconjugate sialylation with

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