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Merck
CN

649694

N-Acetyl-D-neuraminic acid-1,2,3-13C3

≥99 atom % 13C, ≥97% (CP)

Synonym(s):

Sialic-13C3 acid

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About This Item

Empirical Formula (Hill Notation):
13C3C8H19NO9
CAS Number:
Molecular Weight:
312.25
NACRES:
NA.12
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Isotopic purity:
≥99 atom % 13C
Assay:
≥97% (CP)
Mass shift:
M+3
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isotopic purity

≥99 atom % 13C

Quality Level

assay

≥97% (CP)

mp

186 °C (lit.)

mass shift

M+3

storage temp.

−20°C

SMILES string

CC(=O)N[C@@H]1[C@@H](O)[13CH2][13C](O)(O[C@H]1[C@H](O)[C@H](O)CO)[13C](O)=O

InChI

1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1/i2+1,10+1,11+1

InChI key

SQVRNKJHWKZAKO-JQVNYIDJSA-N

General description

N-Acetyl-D-neuraminic acid-1,2,3-13C3 is an isotope analog of N-Acetyl-D-neuraminic acid.

Application

N-Acetyl-D-neuraminic acid-1,2,3-13C3 can be used to quantify acyclic keto, keto hydrate, and enol forms by 13C NMR spectroscopy. It is also used to determine sialic acid supplementation as a therapeutic avenue for NANS-deficient patients.

Packaging

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.


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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Christel Tran et al.
Molecular genetics and metabolism reports, 28, 100777-100777 (2021-07-15)
In NANS deficiency, biallelic mutations in the N-acetylneuraminic acid synthase (NANS) gene impair the endogenous synthesis of sialic acid (N-acetylneuraminic acid) leading to accumulation of the precursor, N-acetyl mannosamine (ManNAc), and to a multisystemic disorder with intellectual disability. The aim
Mark D Jankowski et al.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 238, 110336-110336 (2019-09-03)
Understanding variation in physiological traits across taxa is a central question in evolutionary biology that has wide-ranging implications in biomedicine, disease ecology, and environmental protection. Sialic acid (Sia), and in particular, 5-N-acetylneuraminic acid (Neu5Ac), is chemically bound to galactose and
Lilian Dubois et al.
Journal of medicinal chemistry, 63(15), 8231-8249 (2020-07-02)
Sialin, encoded by the SLC17A5 gene, is a lysosomal sialic acid transporter defective in Salla disease, a rare inherited leukodystrophy. It also enables metabolic incorporation of exogenous sialic acids, leading to autoantibodies against N-glycolylneuraminic acid in humans. Here, we identified



Global Trade Item Number

SKUGTIN
649694-10MG04061841668718