66901-41-5

Basic information

• Product Name: 4-Methylumbelliferyla-L-idopyranoside
• Synonyms: 7-(α-L-Idopyranosyloxy)-4-Methyl-2H-1-benzopyran-2-one;7-(alpha-L-Idopyranosyloxy)-4-methyl-2H-1-benzopyran-2-one
• CAS NO: 66901-41-5
• Molecular Formula: C₁₆H₁₈O₈
• Molecular Weight: 338.31
• EINECS: 1533716-785-6
• Product Categories: Carbohydrates & Derivatives;Fluorescent Labels & Indicators;Labeling and Diagnostics Reagents
• Mol File: 66901-41-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 626.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.522±0.06 g/cm3(Predicted)
• PKA: 12.73±0.70(Predicted)
• CAS DataBase Reference: 4-Methylumbelliferyla-L-idopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylumbelliferyla-L-idopyranoside(66901-41-5)
• EPA Substance Registry System: 4-Methylumbelliferyla-L-idopyranoside(66901-41-5)

Safety Data

• Hazardous Substances Data: 66901-41-5(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

4-Methylumbelliferyl α-L-Idopyranoside is a fluorogenic substrate in the assay of α-L-Iduronidase. It is useful for the detection of Hurlers syndrome.

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 2152-77-4 1,2,3,4,6-penta-O-acetyl-α-L-idopyranose 
• 14795-18-7 Acetic acid (2S,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-bromo-tetrahydro-pyran-4-yl ester 
• 330974-67-9 1,2,3,4,6-penta-O-acetyl-L-idopyranose 
• 66895-31-6 1-(4-methylumbelliferone)-2,3,4,6-tetra-O-acetyl-α-L-idopyranose 

Downstream Products

• 84434-84-4 4-methylcoumarin-7-yl-α-L-iduronic acid 
• 66966-09-4 4-methylcoumarin-7-yl α-L-idopyranosiduronic acid 
• 76-84-6 triphenylmethyl alcohol 
• 89157-95-9 4-methylcoumarin-7-yl 2,3,4-O-acetyl-6-O-triphenylmethyl-α-L-idopyranose 

Relevant articles and documents

Method for the diagnosis of lysosomal storage diseases

The present invention relates to a method for the diagnosis of a lysosomal storage disease (LSD) in a subject which is based on determining the activity of lysosomal enzymes with the help of 4-alkyl umbelliferyl derivatives. The present invention further relates to said 4-alkyl umbelliferyl derivatives for use in the diagnosis of an LSD, and a kit for the diagnosis of an LSD.

SYNTHESIS OF SOME ARYL 2,3,4,6-TETRA-O-ACETYL-L-IDOPYRANOSIDES AND OF 4-METHYLCOUMARIN-7-YL α-L-IDOPYRANOSIDURONIC ACID

Several routes for synthesis of 3,5,6-tri-O-acetyl-1,2-O-isopropylidene-β-L-idofuranose have been evaluated.Previously described routes, which involved selective sulphonylation, were not reproducible on a 100-g scale.To overcome this difficulty, a new variation was developed, involving complete tosylation of 1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone followed by reduction and acetylation.The idofuranose derivative was converted into the desired 1,2,3,4,6-penta-O-acetyl-α-L-idopyranose via 1,6-anhydro-β-L-idopyranose.Fusion of 1,2,3,4,6-penta-O-acetyl-α-L-idopyranose with 4-nitrophenol, 1- or 2-naphtol, or 4-methylcoumarin-7-ol, using freshly fused zinc chloride as catalyst, gave an anomeric mixture of glycosides, with the α anomer being preponderant.The major 4-methylcoumarin-7-yl glycoside was deacylated and converted, by catalytic oxidation, into 4-methylcoumarin-7-yl α-L-idopyranosiduronic acid, fluorogenic substrate for α-L-iduronidase.