4-Methylumbelliferyl b-D-galactopyranoside-6-sulphate

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4-Methylumbelliferyl b-D-galactopyranoside-6-sulphate

4-Methylumbelliferyl b-D-galactopyranoside-6-sulphate | 126938-14-5

Catalog Number A18-0104
Category Fluorescent Enzyme Substrates
Molecular Formula C16H18O11S
Molecular Weight 418.37
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 206443-06-3 (sodium salt)
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
Purity ≥98%
IUPAC Name [(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxan-2-yl]methyl hydrogen sulfate
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)COS(=O)(=O)O)O)O)O
InChI InChI=1S/C16H18O11S/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)/t11-,13+,14+,15-,16-/m1/s1
InChI Key PAMBMLAUEGWIPT-DZQJYWQESA-N
Solubility Soluble in Water
Density 1.7±0.1 g/cm3
Appearance White to Off-white Solid
Melting Point 196-200°C
  • Product Specification
  • Application
Storage Store at -20°C under inert atmosphere

4-Methylumbelliferyl b-D-galactopyranoside-6-sulphate, commonly known as MU-Gal-6S, is a fluorogenic substrate utilized in diverse biochemical applications.

Enzyme Activity Assays: Widely employed in enzyme assays, MU-Gal-6S plays a pivotal role in evaluating the activity of beta-galactosidase enzymes. Upon enzymatic hydrolysis, it liberates 4-methylumbelliferone, a fluorescent molecule that can be quantitatively assessed. This enables researchers to delve deep into enzyme kinetics, conduct screenings for enzyme inhibitors, and characterize enzyme functionality with precision.

Lysosomal Storage Disease Diagnosis: MU-Gal-6S emerges as a valuable asset in the diagnostic screening for lysosomal storage disorders like Morquio A syndrome. It aids in identifying deficiencies in specific lysosomal enzymes responsible for glycosaminoglycan breakdown. The fluorescent output obtained offers a user-friendly and sensitive method for clinical laboratories to diagnose and track these genetic ailments effectively.

High-Throughput Screening: Positioned as an ideal substrate for high-throughput screening (HTS) endeavors in drug discovery, MU-Gal-6S facilitates swift and efficient identification of potential therapeutic agents targeting beta-galactosidase activity. The fluorescent signal produced upon enzyme-mediated hydrolysis can be effortlessly quantified in microtiter plate layouts using automated fluorescence readers, expediting the screening of extensive compound libraries.

Research in Glycobiology: Serving as a potent instrument in glycobiology exploration, MU-Gal-6S empowers researchers to dissect the metabolism of intricate carbohydrates and glycosaminoglycans. It opens avenues for the analysis of enzyme-substrate interactions, substrate specificity, and the significance of glycosylation in diverse biological processes. Through the lens of MU-Gal-6S, researchers can gain profound insights into the intricate molecular mechanisms governing glycoprotein and glycolipid biosynthesis and degradation.

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