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Merck
CN

50644

N-Glycolylneuraminic acid

≥95% (HPLC)

Synonym(s):

Neu5Glc, NeuNGl

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About This Item

Empirical Formula (Hill Notation):
C11H19NO10
CAS Number:
1113-83-3
Molecular Weight:
325.27
PubChem Substance ID:
57651263
UNSPSC Code:
12352201
Beilstein/REAXYS Number:
1716828
MDL number:
MFCD00057551

Key Documents

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SMILES string

[H][C@]1(O[C@@](O)(C[C@H](O)[C@H]1NC(=O)CO)C(O)=O)[C@H](O)[C@H](O)CO

InChI

1S/C11H19NO10/c13-2-5(16)8(18)9-7(12-6(17)3-14)4(15)1-11(21,22-9)10(19)20/h4-5,7-9,13-16,18,21H,1-3H2,(H,12,17)(H,19,20)/t4-,5+,7+,8+,9+,11-/m0/s1

InChI key

FDJKUWYYUZCUJX-AJKRCSPLSA-N

biological source

synthetic

assay

≥95% (HPLC)

form

powder

storage temp.

−20°C

Quality Level

100

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Application

Glycolylneuraminic acid, a component of non-human milk and colostrums, is used as a reference to analyse changes of the glycome during lactation. Glycolylneuraminic acid, a xenoantigen, is involved in antigenic reactions (antibody-mediated hyperacute rejection) during xenotransplantion.

Other Notes

Regulation of N-glycolylneuraminic acid biosynthesis in rat and mouse liver
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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV2130
BCBT6669
BCBS9273V
BCBS1160V
BCBR9440V

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A Lepers et al.
European journal of biochemistry, 193(3), 715-723 (1990-11-13)
The relative contribution of N-glycoloyl-beta-D-neuraminic acid (Neu5Gc) to total sialic acids expressed in mouse and rat liver glycoconjugates was found to be 95% and 11%, respectively. This considerable difference in sialic acid composition made these two tissues suitable models for
Alexandra S Gambaryan et al.
Journal of virology, 86(8), 4370-4379 (2012-02-22)
Influenza viruses of gallinaceous poultry and wild aquatic birds usually have distinguishable receptor-binding properties. Here we used a panel of synthetic sialylglycopolymers and solid-phase receptor-binding assays to characterize receptor-binding profiles of about 70 H7 influenza viruses isolated from aquatic birds
Jonas Löfling et al.
Virology, 440(1), 89-96 (2013-03-19)
Feline panleukopenia virus (FPV) is a pathogen whose canine-adapted form (canine parvovirus (CPV)) emerged in 1978. These viruses infect by binding host transferrin receptor type-1 (TfR), but also hemagglutinate erythrocytes. We show that hemagglutination involves selective recognition of the non-human
D C Hurum et al.
Journal of dairy science, 95(3), 1152-1161 (2012-03-01)
Sialic acid determination in an infant formula presents many challenges, including efficient sialic acid release from glycoconjugates, effective sample preparation, and rugged chromatography. This work compares 2 chromatographic assays developed for determination of sialic acids in infant formula. Prior to
Jong-Yi Park et al.
Cellular reprogramming, 14(4), 353-363 (2012-07-11)
In this study, we examined whether Hanganutziu-Deicher (H-D) antigens are important as an immunogenic non-α1,3-galactose (Gal) epitope in pigs with a disrupted α1,3-galactosyltransferase gene. The targeting efficiency of the AO blood genotype was achieved (2.2%) in pig fibroblast cells. A
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