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

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

4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt | 76204-02-9

Catalog Number A18-0098
Category Fluorescent Enzyme Substrates
Molecular Formula C21H24NNaO11
Molecular Weight 489.40
Catalog Number Size Price Quantity
A18-0098 -- $--

Product Introduction

4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid is a fluorogenic substrate for fluorometric assay of neuraminidase. It is cleaved by neuraminidases to release the fluorescence moiety 4-methylumbelliferyl (4-MU).

Chemical Information

Synonyms 4-MUNANA; Neu5Ac-α-4MU; Sodium 2-(4-methylumbelliferyl)-N-acetylneuraminate; 4-methyl-2-oxo-2H-1-benzopyran-7-yl 5-(acetylamino)-3,5-dideoxy-α-neuraminic acid, monosodium salt
Purity ≥98%
IUPAC Name sodium;(2R,4S,5R,6R)-5-acetamido-4-hydroxy-2-(4-methyl-2-oxochromen-7-yl)oxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)OC3(CC(C(C(O3)C(C(CO)O)O)NC(=O)C)O)C(=O)[O-].[Na+]
InChI InChI=1S/C21H25NO11.Na/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);/q;+1/p-1/t13-,14+,17+,18+,19+,21+;/m0./s1
InChI Key NNNXBDLJYKMDAI-NLSRWXBQSA-M
Appearance White to Off-white Solid
Melting Point >152 °C (dec.)
  • Product Specification
  • Application
Storage Store at -20°C

4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt, a fluorogenic substrate utilized in various biochemical assays, offers diverse applications. Here are four key applications:

Diagnostic Enzyme Assays: At the forefront of diagnostic technology, 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt plays a pivotal role in evaluating the activity of neuraminidase enzymes in diagnostic assays. When neuraminidase cleaves the substrate, it liberates the fluorescent compound 4-methylumbelliferone, enabling quantitative measurement. This mechanism is essential for diagnosing viral infections like influenza and bacterial infections that produce neuraminidases.

Biotechnology Research: In the realm of biotechnology research, this fluorogenic substrate facilitates the exploration of enzyme kinetics and characterizations. By tracking the fluorescence escalation, researchers can appraise enzymatic activity in diverse conditions, facilitating the assessment of enzyme inhibitors and activators. This contributes significantly to the advancement of therapeutic agents and the optimization of bioprocesses.

Clinical Biochemistry: In the domain of clinical biochemistry, 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt serves a crucial role in screening for lysosomal storage disorders related to defective neuraminidases such as sialidosis or galactosialidosis. The fluorescence-based assay enables swift identification of patients afflicted with these inherited metabolic conditions. Timely diagnosis can expedite early intervention, thus enhancing patient outcomes.

Pathogen Detection: This substrate finds utility in pathogen detection assays for identifying neuraminidase-producing microbes. Its potent fluorogenic characteristics facilitate sensitive and rapid detection of microbial activity in both clinical and environmental samples.

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