M8639

2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid sodium salt hydrate

Name: 2′-(4-Methylumbelliferyl)-α-<SC>D</SC>-<I>N</I>-acetylneuraminic acid sodium salt hydrate
Brand: SIGMA

fluorogenic, ≥95% (HPLC), powder

Synonym(s):

4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₄NNaO₁₁ · xH₂O

CAS Number:

76204-02-9

Molecular Weight:

489.41 (anhydrous basis)

UNSPSC Code:

12352204

PubChem Substance ID:

24897277

NACRES:

NA.32

Product Name

2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid sodium salt hydrate, ≥95% (HPLC)

SMILES string

O.[H]C(O)(CO)[C@]([H])(O)[C@@H]1OC(C[C@H](O)[C@H]1NC(C)=O)(Oc2ccc3C(C)=CC(=O)Oc3c2)C(=O)O[Na]

InChI

1S/C21H25NO11.Na.H2O/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23;;/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30);;1H2/q;+1;/p-1/t13-,14?,17+,18?,19+,21+;;/m0../s1

InChI key

NSQMRVBWXQQIKF-NVRWCLOTSA-M

assay

≥95% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to light yellow

storage temp.

−20°C

Quality Level

300

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Biochem/physiol Actions

Substrate for fluorometric assay of neuraminidase. Used for fluorescent staining of sialidases in 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)

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[Method for evaluating the neuraminidase activity of receptordestroying enzyme (RDE) compounds using the influenza virus.]

A Y Fedorov et al.

Voprosy virusologii, 65(2), 113-118 (2020-06-10)

The classic hemagglutination inhibition reaction (RTGA) is used to determine the level of antiviral antibodies in human and animal serum specimens. During the performance of RTGA the tested sera must be treated with a receptor-destroying enzyme (RDE) to remove serum

Optimization of N-Substituted Oseltamivir Derivatives as Potent Inhibitors of Group-1 and -2 Influenza A Neuraminidases, Including a Drug-Resistant Variant.

Jian Zhang et al.

Journal of medicinal chemistry, 61(14), 6379-6397 (2018-07-03)

On the basis of our earlier discovery of N1-selective inhibitors, the 150-cavity of influenza virus neuraminidases (NAs) could be further exploited to yield more potent oseltamivir derivatives. Among the synthesized compounds, 15b and 15c were exceptionally active against both group-1

Ethanol Extract of Caesalpinia decapetala Inhibits Influenza Virus Infection In Vitro and In Vivo.

Li Zhang et al.

Viruses, 12(5) (2020-05-24)

Influenza virus infections can lead to viral pneumonia and acute respiratory distress syndrome in severe cases, causing significant morbidity and mortality and posing a great threat to human health. Because of the diversity of influenza virus strains and drug resistance

Intermittent enzyme replacement therapy with recombinant human β-galactosidase prevents neuraminidase 1 deficiency

Amanda R Luu et al.

The Journal of biological chemistry, 295(39), 13556-13569 (2020-07-31)

Mutations in the galactosidase β 1 (GLB1) gene cause lysosomal β-galactosidase (β-Gal) deficiency and clinical onset of the neurodegenerative lysosomal storage disease, GM1 gangliosidosis. β-Gal and neuraminidase 1 (NEU1) form a multienzyme complex in lysosomes along with the molecular chaperone

The role of Neu1 in the protective effect of dipsacoside B on acetaminophen-induced liver injury.

Shuang Chen et al.

Annals of translational medicine, 8(13), 823-823 (2020-08-15)

Pharmacological induction of autophagy can protect against acetaminophen (APAP) induced acute liver failure (ALF) by removing APAP adducts (APAP-AD), but its mechanism is not well understood. Hepatoprotective effect of saponins from traditional Chinese medicine has attracted widespread attention from all

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