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69587

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

BioReagent, suitable for fluorescence, ≥96.5% (HPLC)

Synonym(s):

4-MUNANA, 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt hydrate, 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)
MDL number:
MFCD00057309
UNSPSC Code:
12352106
NACRES:
NA.32
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product line

BioReagent

assay

≥96.5% (HPLC)

form

powder

mol wt

489.41 g/mol (anhydrous basis)

composition

free 4-methylumbelliferone, ≤0.5% , water, ≤10%

impurities

≤0.5% free 4-methylumbelliferone, ≤10% water

color

white to faint yellow

solubility

H2O: 50 mg/mL, clear, very slightly yellow

fluorescence

λex 315 nm; λem 374 nm (pH.7.0), λex 365 nm; λem 445 nm (after cleavage by neuraminidase)

suitability

suitable for fluorescence

storage temp.

−20°C

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

General description

2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid or 4-MUNANA is a synthetic fluorometric substrate that mimics the naturally occurring neuraminidase enzyme substrate. The enzyme-substrate hydrolysis results in the product 4-methylumbelliferone (4-MU), measured fluorometrically.

Application

2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid or 4-MUNANA is used as a substrate for the development of a microplate-based assay for neuraminidase inhibitors. The fluorogenic substrate 2ʹ-(4-methylumbelliferyl)-α-D-N-acetylneuraminic acid (4-MUNANA) is used to study the molecular mechanisms of aspirin and celecoxib targeting mammalian neuraminidase-1.

Biochem/physiol Actions

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

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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
BCCG9959
BCCD2037
BCCC4719
BCCC4157
BCBV5528

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Articles

Sialic Acid

Understand sialic acid structure, function, signaling, and modifications. Easily find products for sialic acid research.

Macarena P Quintana-Hayashi et al.
Infection and immunity, 87(7) (2019-04-17)
Infection with Brachyspira hyodysenteriae results in mucoid hemorrhagic diarrhea. This pathogen is associated with the colonic mucus layer, mainly composed of mucins. Infection regulates mucin O-glycosylation in the colon and increases mucin secretion as well as B. hyodysenteriae binding sites
Wei Yang et al.
Carbohydrate research, 359, 92-96 (2012-08-29)
Two novel N-acetylneuraminic acid derivatives, luciferyl N-acetylneuraminic acid (1) and luciferyl 4,7-di-O-methyl-N-acetylneuraminic acid (2), were designed and synthesized as substrates for the rapid detection of influenza virus neuraminidase. The sensitivity and specificity of the assays with compound 1 or 2
Patrice Guillon et al.
Nature communications, 5, 5268-5268 (2014-10-21)
Human parainfluenza viruses (hPIVs) cause upper and lower respiratory tract disease in children that results in a significant number of hospitalizations and impacts health systems worldwide. To date, neither antiviral drugs nor vaccines are approved for clinical use against parainfluenza

Global Trade Item Number

SKUGTIN
H0501-100G04061832722535
H0501-25G04061832722559
H0501-10G04061833663233
69587-5MG04061832532967
69587-25MG04061833278031