4-Methylumbelliferyl 2-sulfamino-2-deoxy-α-D-Glucopyranoside sodium salt

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4-Methylumbelliferyl 2-sulfamino-2-deoxy-α-D-Glucopyranoside sodium salt

4-Methylumbelliferyl 2-sulfamino-2-deoxy-α-D-Glucopyranoside sodium salt | 460085-45-4

Catalog Number A18-0105
Category Fluorescent Enzyme Substrates
Molecular Formula C16H18NNaO10S
Molecular Weight 439.37
Catalog Number Size Price Quantity
A18-0105 -- $--

Product Introduction

4-Methylumbelliferyl 2-sulfamino-2-deoxy-α-D-Glucopyranoside (4-MU-α-GlcNS) is a fluorogenic substrate for heparin sulphamidase. 4-MU-α-GlcNS is cleaved by heparin sulphamidase to yield 4-MU-α-GlcNH2, which is then cleaved by α-glucosaminidase to release the fluorescent moiety 4-MU. 4-MU-α-GlcNS has been used to quantify heparin sulphamidase deficiencies associated with Mucopolisaccaridosis IIIA and other lysosomal disorders.

Chemical Information

Related CAS 180088-52-2 (free acid)
Synonyms 4-MU-α-GlcNS sodium salt; 2H-1-Benzopyran-2-one, 7-[[2-deoxy-2-(sulfoamino)-α-D-glucopyranosyl]oxy]-4-methyl-, sodium salt (1:1); 7-[[2-deoxy-2-(sulfoamino)-α-D-glucopyranosyl]oxy]-4-methyl-2H-1-benzopyran-2-one monosodium salt
Purity ≥98%
IUPAC Name sodium;N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]sulfamate
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)NS(=O)(=O)[O-].[Na+]
InChI InChI=1S/C16H19NO10S.Na/c1-7-4-12(19)26-10-5-8(2-3-9(7)10)25-16-13(17-28(22,23)24)15(21)14(20)11(6-18)27-16;/h2-5,11,13-18,20-21H,6H2,1H3,(H,22,23,24);/q;+1/p-1/t11-,13-,14-,15-,16+;/m1./s1
InChI Key LMECUNAMBHBGFU-MYDYNYEJSA-M
Appearance White Solid
Melting Point 224-229°C (dec.)
  • Product Specification
  • Application
Storage Store at -20°C

4-Methylumbelliferyl 2-sulfamino-2-deoxy-α-D-glucopyranoside sodium salt, a fluorogenic substrate utilized in diverse biochemical assays, possesses a multitude of valuable applications. Here are four key applications:

Enzyme Activity Assays: Widely employed to assess the activity of specific enzymes like N-acetylglucosaminidases, this compound triggers the release of 4-methylumbelliferone, a fluorescent byproduct, upon enzymatic cleavage. The quantifiable nature of this fluorescence enables researchers to track and measure enzyme kinetics in real-time with exceptional sensitivity.

Disease Diagnosis: In clinical practice, this substrate emerges as a crucial tool for identifying enzyme deficiencies linked to lysosomal storage disorders such as Sanfilippo syndrome. By gauging enzymatic activity levels in patient samples, it facilitates early disease detection and monitoring, aiding in precise clinical evaluations and tailored treatment strategies.

High-Throughput Screening: Leveraging its distinctive fluorogenic attributes, 4-methylumbelliferyl 2-sulfamino-2-deoxy-α-D-glucopyranoside sodium salt stands out as an optimal choice for high-throughput screening endeavors in drug discovery. The rapid generation of fluorescent signals post-enzymatic cleavage allows for swift, automated assessment of enzyme activity across extensive sample collections, expediting the discovery of potential therapeutic agents.

Biochemical Research: A cornerstone in biochemical and molecular biology studies, this compound serves as a vital instrument for exploring enzyme mechanisms and substrate specificity. Researchers deploy it to delve into the catalytic characteristics of enzymes and craft inhibitors or activators. This deepens our comprehension of enzyme functionality, paving the way for the development of enzyme-targeted therapeutic interventions.

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