362000
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:
Molecular Weight:
325.27
UNSPSC Code:
12352201
NACRES:
NA.79
MDL number:
Quality Level
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
SMILES string
N([C@@H]([C@@H](O)[C@H](O)[C@H](O)CO)[C@@H](O)C(=O)C(=O)O)C(=O)CO
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
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.
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.
Malykh, Y.N., et al. 1998. Glycoconj. J. 15, 885.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 362000-10MG | 07790788049607 |