Skip to Content
Merck
CN

50644

N-Glycolylneuraminic acid

≥95% (HPLC)

Synonym(s):

Neu5Glc, NeuNGl

Sign In to View Organizational & Contract Pricing.

Select a Size

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

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Looking for similar products? Visit Product Comparison Guide

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
Sales restrictions may apply
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBV2130
BCBT6669
BCBS9273V
BCBS1160V
BCBR9440V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Véronique Spichtig et al.
Analytical biochemistry, 405(1), 28-40 (2010-06-18)
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 control the labeling, suitable methods are required for this analysis.
Qiaozhen Lu et al.
Analytical chemistry, 84(6), 2761-2768 (2012-03-07)
Human polyclonal IgG antibodies directly against the nonhuman sialic acid N-glycolylneuraminic acid (Neu5Gc) are potential biomarkers and mechanistic contributors to cancer and other diseases associated with chronic inflammation. Using a sialoglycan microarray, we screened the binding pattern of such antibodies
Rachel E Taylor et al.
The Journal of experimental medicine, 207(8), 1637-1646 (2010-07-14)
The nonhuman sialic acid N-glycolylneuraminic acid (Neu5Gc) is metabolically incorporated into human tissues from certain mammalian-derived foods, and this occurs in the face of an anti-Neu5Gc "xeno-autoantibody" response. Given evidence that this process contributes to chronic inflammation in some diseases
Potential impact of the non-human sialic acid N-glycolylneuraminic acid on transplant rejection risk.
Vered Padler-Karavani et al.
Xenotransplantation, 18(1), 1-5 (2011-02-24)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service