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G9793

N-Glycolylneuraminic acid

≥95% (HPLC), semisynthetic

Synonym(s):

Neu5Glc, NeuNGl

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Size/SKUAvailabilityPrice
10 mg

Estimated to ship TODAYfromSAINT LOUIS

$557.00
25 mg

Estimated to ship TODAYfromSAINT LOUIS

$1,100.00

About This Item

Empirical Formula (Hill Notation):
C11H19NO10
CAS Number:
Molecular Weight:
325.27
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1716828

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biological source

semisynthetic

Quality Segment

assay

≥95% (HPLC)

form

powder

technique(s)

LC/MS: suitable

impurities

water (Karl Fischer)

color

white

solubility

water: soluble 20 mg/mL

suitability

suitable for LC-MS

application(s)

metabolomics

storage temp.

−20°C

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

General description

N-Glycolylneuraminic acid (Neu5Gc) is a nonhuman sialic acid molecule synthesized in pigs but not in humans, that has a role as a mammalian metabolite and an antigen. This hydroxylated form of sialic acid, specifically N-acetylneuraminic acid, features a glycolyl substituent on nitrogen and a beta-configuration at the anomeric center. The biosynthesis of N-glycolylneuraminic acid involves the enzymatic activity of cytidine monophosphate-N-acetylneuraminate (CMP-Neu5Ac) hydroxylase.
In humans, the absence of endogenous production results from a gene mutation affecting CMP-Neu5Ac hydroxylase, the enzyme responsible for converting N-acetylneuraminic acid into Neu5Gc. However, Neu5Gc can accumulate in human cells through external ingestion from dietary sources like red meat and dairy products. N-Glycolylneuraminic acid is a versatile compound that finds application in cell biology, metabolomics and biochemical research

Application

N-Glycolylneuraminic acid has been used:
  • as a sugar in microtiter biofilm methodologic approach for the enhancement of biofilm formation
  • as a standard for the determination of sialic acids in the nervous system of silkworm and to find the variations of sialic acids among different developmental stages.
  • as a standard in the high-performance liquid chromatography (HPLC) analyses to detect the molecular species of sialic acid (Sia) species using 1,2-diamino-4,5-methylenedioxy-benzene (DMB) as a fluorogenic compound

Biochem/physiol Actions

N-Glycolylneuraminic acid (Neu5Gc) functions as an important tool for profiling anti-Neu5Gc antibodies and sialic acid-binding proteins.

Features and Benefits

  • Ideal for Metabolomics, Biochemical and Cell Biology research
  • Versatile and adaptable for wide variety of laboratory and research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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This Item
1294284A214260714
description

≥95% (HPLC), semisynthetic

description

United States Pharmacopeia (USP) Reference Standard

description

≥95% (TLC)

description

≥99.0% (TLC)

assay

≥95% (HPLC)

assay

-

assay

≥95% (TLC)

assay

≥99.0% (TLC)

technique(s)

LC/MS: suitable

technique(s)

-

technique(s)

-

technique(s)

thin layer chromatography (TLC): suitable

biological source

semisynthetic

biological source

-

biological source

-

biological source

-

solubility

water: soluble 20 mg/mL

solubility

-

solubility

water: 50 mg/mL, clear, colorless

solubility

-

Quality Level

200

Quality Level

-

Quality Level

300

Quality Level

100

suitability

suitable for LC-MS

suitability

-

suitability

-

suitability

-


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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)



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