80265-04-9

Basic information

• Product Name: 4-METHYLUMBELLIFERYL-2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE
• Synonyms: GLCNAC1-A-4MU;GLCNAC1-ALPHA-4MU;4-METHYLUMBELLIFERYL-N-ALPHA-D-GLUCOSAMINIDE;4-METHYLUMBELLIFERYL-N-ACETYL-ALPHA-D-GLUCOSAMINIDE;4-METHYLUMBELLIFERYL 2-ACETAMIDO-2-DEOXY-A-D-GLUCOPYRANOSIDE;4-METHYLUMBELLIFERYL-2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE;4-methylumbelliferyl N-acetyl-A-D-*glucosaminide;4-Methylumbelliferyl-N-Acetyl-B-D-
• CAS NO: 80265-04-9
• Molecular Formula: C₁₈H₂₁NO₈
• Molecular Weight: 379.36
• Product Categories: Carbohydrates & Derivatives;Enzyme substrates;Fluorescent Labels & Indicators;Labeling and Diagnostics Reagents
• Mol File: 80265-04-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 224-225°C
• Boiling Point: 732.169 °C at 760 mmHg
• Flash Point: 396.601 °C
• Appearance: Off White Solid
• Density: 1.48 g/cm³
• Storage Temp.: −20°C
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Heated)
• PKA: 12.87±0.70(Predicted)
• CAS DataBase Reference: 4-METHYLUMBELLIFERYL-2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLUMBELLIFERYL-2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE(80265-04-9)
• EPA Substance Registry System: 4-METHYLUMBELLIFERYL-2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE(80265-04-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36
• Hazardous Substances Data: 80265-04-9(Hazardous Substances Data)

Usage

Chemical Properties

Off White Solid

Uses

Different sources of media describe the Uses of 80265-04-9 differently. You can refer to the following data:
1. 4-MethyluMbelliferyl 2-AcetaMido-2-deoxy-α-D-glucopyranoside is used as a fluorogenic substrate for assays of N-Acetyl-a-D-glucosaminidase. Can be used for Sanfilippo B Syndrome
2. A fluorogenic substrate for assays of N-Acetyl-a-D-glucosaminidase. Can be used for Sanfilippo B Syndrome.

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 48192-76-3 dimeric 3,4,6-tri-O-acetyl-2-deoxy-2-nitroso-α-D-glucopyranosyl chloride 
• 80265-03-8 4-methylumbelliferyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside 
• 80265-01-6 C₂₄H₂₅NO₁₂ 
• 80265-00-5 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-deoxy-2-oximino-α-D-arabinohexopyranoside 
• 80265-02-7 Acetic acid (2R,3S,4R,5R,6R)-4-acetoxy-2-acetoxymethyl-5-amino-6-(4-methyl-2-oxo-2H-chromen-7-yloxy)-tetrahydro-pyran-3-yl ester 

Downstream Products

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 7512-17-6 N-Acetyl-D-glucosamine 

Relevant articles and documents

4-METHYLUMBELLIFERYL 2-ACETAMIDO-2-DEOXY-α-D-GLUCOPYRANOSIDE, A FLUOROGENIC SUBSTRATE FOR N-ACETYL-α-D-GLUCOSAMINIDASE

Condensation of dimeric 3,4,6-tri-O-acetyl-2-deoxy-2-nitroso-α-D-glucopyranosyl chloride with 4-methylumbelliferone gave crystalline 4-methylumbelliferyl 3,4,6-tri-O-acetyl-2-deoxy-2-oximino-α-D-arabino-hexopyranoside.Acetylation of this adduct, reduction of the resulting crude O-acetyloxime with borane in oxolane, and acetylation gave the 3,4,6-tri-O-acetyl derivative of 4-methylumbelliferyl 2-acetamido-2-deoxy-α-D-glucopyranoside (1).A new sensitive assay of N-acetyl-α-D-glucosaminidase (EC 3.2.1.50) is made possible by fluorometric measurement of 4-methylumbelliferone liberated by enzymic hydrolysis of glycoside 1.Such assays are illustrated by results obtained with enzyme preparations from pig liver and human-blood serum.