4-Methylumbelliferyl β-D-Galactopyranoside-6-sulfate sodium salt

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4-Methylumbelliferyl β-D-Galactopyranoside-6-sulfate sodium salt

4-Methylumbelliferyl β-D-Galactopyranoside-6-sulfate sodium salt | 206443-06-3

Catalog Number A18-0020
Category Fluorescent Enzyme Substrates
Molecular Formula C16H17NaO11S
Molecular Weight 440.35
Catalog Number Size Price Quantity

Product Introduction

4-Methylumbelliferyl β-D-Galactopyranoside-6-sulfate (4-MU-Gal-6S) is a fluorogenic substrate for N-acetylgalactosamine-6-sulphatase (GALNS). 4-MU-Gal-6S is cleaved by GALNS to release the fluorescent moiety 4-MU. 4-MU fluorescence intensity increases as pH decreases. It has been used to detect Morquio disease type A, a lysosomal storage disorder in which GALNS is deficient.

Chemical Information

Related CAS 126938-14-5 (free acid)
Synonyms 4-MU β-D-galactopyranoside-6-sulfate; 4-Methylumbelliferyl Gal-6S; 4-MU-Gal-6S; 4-methyl-7-[(6-O-sulfo-β-D-galactopyranosyl)oxy]-2H-1-benzopyran-2-one monosodium salt
Purity ≥98%
IUPAC Name sodium;[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-2-yl]methyl sulfate
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)COS(=O)(=O)[O-])O)O)O.[Na+]
InChI InChI=1S/C16H18O11S.Na/c1-7-4-12(17)26-10-5-8(2-3-9(7)10)25-16-15(20)14(19)13(18)11(27-16)6-24-28(21,22)23;/h2-5,11,13-16,18-20H,6H2,1H3,(H,21,22,23);/q;+1/p-1/t11-,13+,14+,15-,16-;/m1./s1
InChI Key KHTOBGQRIASILC-XNSOHGFJSA-M
Appearance White Solid
Melting Point >156°C (dec.)
  • Product Specification
  • Application
Storage Store at -20°C

4-Methylumbelliferyl β-D-Galactopyranoside-6-sulfate sodium salt, a fluorescent substrate widely employed in biochemical research, has diverse applications. Here are four key applications:

Enzyme Activity Assays: This compound plays a pivotal role in measuring the activity of specific enzymes, notably β-galactosidase. When subjected to enzymatic action, it liberates a fluorescent moiety, the quantification of which is facilitated through fluorescence spectroscopy. This methodology enables researchers to track enzyme kinetics meticulously, as well as conduct screenings for potential enzyme inhibitors or enhancers.

Cell Biology: Within the realm of cellular investigations, 4-Methylumbelliferyl β-D-Galactopyranoside-6-sulfate sodium salt serves as a valuable tool for exploring lysosomal functionality. Taken up by cells, the substrate undergoes hydrolysis within lysosomes, culminating in the accumulation of fluorescent byproducts. This resulting fluorescence acts as a robust indicator of lysosomal vigor and operational status.

Microbial Detection: In the discipline of microbiology, this compound finds utility in pinpointing and quantifying bacterial colonies harboring β-galactosidase. By integrating the substrate into culture media, the emergence of fluorescence signifies the presence of β-galactosidase-positive bacteria. This method expedites the identification of microbial contamination, augmenting efficiency and accuracy in microbial detection procedures.

Biotechnology: In genetic engineering endeavors, this substrate is harnessed in reporter gene assays designed to monitor gene expression. Through the introduction of genes encoding β-galactosidase into cells or organisms, researchers can track gene expression by gauging the hydrolysis of the fluorescent substrate.

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