66966-09-4

Usage

Uses

Used in Enzyme Assays:
4-Methyl-2-oxo-2H-1-benzopyran-7-yl alpha-L-ido-pyranosiduronic acid is used as a fluorogenic substrate for α-L-iduronidase enzyme assays. It allows for the sensitive and specific detection of α-L-iduronidase activity, which is crucial for the diagnosis and monitoring of various lysosomal storage disorders, such as Hunter syndrome (Mucopolysaccharidosis II) and Hurler syndrome (Mucopolysaccharidosis I).
Used in Research and Development:
In the field of research and development, 4-Methyl-2-oxo-2H-1-benzopyran-7-yl alpha-L-ido-pyranosiduronic acid serves as a valuable tool for studying the function and regulation of α-L-iduronidase enzyme. It can be employed in high-throughput screening assays to identify potential modulators or inhibitors of the enzyme, which may have therapeutic applications in the treatment of related diseases.
Used in Quality Control and Standardization:
4-Methyl-2-oxo-2H-1-benzopyran-7-yl alpha-L-ido-pyranosiduronic acid is also utilized in the quality control and standardization of α-L-iduronidase enzyme assays. It helps ensure the accuracy and reliability of test results by providing a reference standard for enzyme activity measurements.
Overall, 4-Methyl-2-oxo-2H-1-benzopyran-7-yl alpha-L-ido-pyranosiduronic acid is a versatile and essential compound in the fields of diagnostics, research, and quality control, playing a crucial role in the study and management of lysosomal storage disorders and other related conditions.

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 128095-52-3 4-methylcoumarin-7-yl-α-L-iduronic acid methyl ester 
• 128095-50-1 4-methylcoumarin-7-yl-2,3,4-tri-O-acetyl-α-L-iduronic acid methyl ester 
• 101014-65-7 methyl (4′-methylumbelliferyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)urinate 
• 1421266-08-1 methyl 4-methylcoumarin-7-yl-2,3,4-tri-O-acetyl-α-L-idopyranuronate 
• 3082-95-9 methyl 1,2,3,4-tetra-O-acetyl-L-idopyranuronate 
• 66901-41-5 1-(4-methylumbelliferone)-α-L-idopyranoside 
• 66895-31-6 1-(4-methylumbelliferone)-2,3,4,6-tetra-O-acetyl-α-L-idopyranose 
• 2152-77-4 1,2,3,4,6-penta-O-acetyl-α-L-idopyranose 

Relevant academic research and scientific papers

Synthetic method of fluorescent glycosidase substrate for determination of alpha-L-iduronidase

The invention relates to a synthesis method of a fluorescent glycosidase substrate for determination of alpha-L-iduronidase. According to the method, coumarin-beta-D-glucuronide is used as a raw material; the preparation method comprises the following steps: adding N-bromosuccinimide and a chlorinated organic solvent under an illumination condition by using a Wohl-Ziegler free radical reaction, and carrying out reflux stirring; then, spin-drying the organic solvent under reduced pressure; dissolving and extracting by using an organic solvent, collecting an organic phase, spin-drying the solvent, carrying out silica gel column chromatography separation to obtain a brominated compound, carrying out free radical reduction in the organic solvent, spin-drying the solvent, carrying out silica gel column chromatography separation to obtain coumarin-alpha-L-iduronide, and finally removing a protecting group to obtain coumarin-alpha-L-iduronide. The coumarin-alpha-L-iduronide is synthesized bya method of free radical substitution and reduction of coumarin-beta-D-glucuronide for the first time, and the reaction has the characteristics of simplicity and convenience in operation, simple and easily available raw materials, easiness in product separation, high reaction yield and the like.

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 a fluorogenic substrate for α-L-iduronidase

An alternative reaction pathway towards the preparation of an L-idopyranose derivative and its application to the synthesis of the α-L-iduronidase fluorogenic substrate 4-methylcoumarin-7-yl- α-L-iduronic acid as well as its 3-undecyl derivative are descr

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.