53643-13-3

Basic information

• Product Name: 4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-BETA-CHITOTRIOSIDE
• Synonyms: 4-METHYL-7-COUMARINYL-TRI-N-ACETYL-BETA-CHITOTRIOSIDE;4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-BETA-CHITOTRIOSIDE;4-METHYLUMBELLIFERYL BETA-D-N,N',N''-TRIACETYLCHITOTRIOSE;4-METHYLUMBELLIFERYL BETA-D-N,N',N'-TRIACETYLCHITOTRIOSIDE;GLCNAC1-B-4GLCNAC1-B-4GLCNAC1-B-4MU;4-methylumbelliferyl B-D-N,N,N-*triacetylchito;4-Methylumbelliferyl b-D-N,N,N?Triacetylchitotrioside;4-MEU-TRIAC-CHITOTRIOSIDE
• CAS NO: 53643-13-3
• Molecular Formula: C₃₄H₄₇N₃O₁₈
• Molecular Weight: 785.75
• EINECS: 1533716-785-6
• Product Categories: Fluorescent Labels & Indicators;Oligosaccharides
• Mol File: 53643-13-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 256-257°C dec.
• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: DMSO (Very Slightly, Heated, Sonicated), Methanol (Very Slightly)
• Stability: Hygroscopic
• BRN: 5710839
• CAS DataBase Reference: 4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-BETA-CHITOTRIOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-BETA-CHITOTRIOSIDE(53643-13-3)
• EPA Substance Registry System: 4-METHYLUMBELLIFERYL-N,N',N''-TRIACETYL-BETA-CHITOTRIOSIDE(53643-13-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 3-8-10-21
• Hazardous Substances Data: 53643-13-3(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

Uses

Different sources of media describe the Uses of 53643-13-3 differently. You can refer to the following data:
1. 4-Methylumbelliferyl β-D-N,N’,N”-Triacetylchitotrioside is a fluorogenic substrate of uniform, characterized structure for assays of lysozyme.
2. A fluorogenic substrate of uniform, characterized structure for assays of lysozyme

Upstream product

• 5980-33-6 sodium 4-methylumbelliferonate 
• 53942-45-3 (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-α-D-glucopyranose 
• 15503-93-2 2-acetamido-4-O-(2-acetamido-4-O-<2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranosylchloride 
• 55900-35-1 4-methylcoumarin-7-yloxy decaacetyl-β-chitotrioside 

Downstream Products

• 13319-32-9 chitotriose 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 14200-67-0 N,N'-diacetylchitobiose 
• 37067-30-4 N-[(2S,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)-tetrahydro-pyran-3-yl]-acetamide 

Relevant articles and documents

Synthesis of 4-Methylcoumarin-7-yloxy Tetra-N-acetyl-β-chitotetraoside, a Novel Synthetic Substrate for the Fluorometric Assay of Lysozyme

4-Methylcoumarin-7-yloxy tetra-N-acetyl-β-chitotetraoside (10) was synthesized from chitin in pure form by a novel procedure.After acetolysis of chitin, chitotetraose tetradecaacetate (4) was isolated by Sephadex LH-20 column chromatography.Compound 4 was chlorinated with dry hydrogen chloride to produce tridecaacetyl chitotetraosyl chloride (6). 7-Hydroxy-4-methylcoumarin sodium salt was condensed with 6 under Koenigs-Knorr reaction conditions, and the final product (10) was obtained by de-O-acetylation of condensation product (8) with sodium methoxide. 4-Methylcoumarin-7-yloxy tri-N-acetyl-β-chitotrioside (9) was also synthesized through chitotriose undecaacetate (3) isolated together with 4 in the same chromatography.Compound 10 was used in a fluorometric assay of lysozyme in comparison with 9.The high sensitivity of fluorometric determination of 7-hydroxy-4-methylcoumarin (12) made it possible to determine lysozyme concentration in the microgram range by using this substrate (10).Unlike the assay using Micrococcus lysodeikticus cell powder, lysozyme assay with this synthetic substrate (10) could be performed directly in biological materials.Keywords - synthesis; lysozyme; enzyme assay; fluorometry; substrate; Sephadex LH-20; 7-hydroxy-4-methylcoumarin; 4-methylcoumarin-7-yloxy tetra-N-acetyl-β-chitotetraoside; 4-methylcoumarin-7-yloxy tri-N-acetyl-β-chitotrioside