165522-16-7

Basic information

• Product Name: 2-CHLORO-4-NITROPHENYL-BETA-D-MALTOTRIOSIDE
• Synonyms: 2-CHLORO-4-NITROPHENYL-BETA-D-MALTOTRIOSIDE;2-chloro-4-nitrophenyl-β-d-maltotrioside;2-Chloro-4-nitrophenyl-b-D-maltotriose;2-Chloro-4-Nitrophenyl β-D –Maltotriose;2-Chloro-4-nitrophenyl-β-D-maltotrioside ,97%;2-Chloro-4-nitrophenyl b-D-maltotrioside;2-Chloro-4-nitrophenyl O-alpha-D-glucopyranosyl-(1→4)-beta-D-glucopyranoside
• CAS NO: 165522-16-7
• Molecular Formula: C24H34ClNO18
• Molecular Weight: 659.98
• EINECS: 1592732-453-0
• Product Categories: Amylase, beta-;Enzyme Substrates;Substrates by Enzyme
• Mol File: 165522-16-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 160-166 °C (dec.)
• Boiling Point: 976.0±65.0 °C(Predicted)
• Appearance: /
• Density: 1.79±0.1 g/cm3(Predicted)
• Storage Temp.: −20°C
• PKA: 12.44±0.70(Predicted)
• BRN: 7899186
• CAS DataBase Reference: 2-CHLORO-4-NITROPHENYL-BETA-D-MALTOTRIOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-4-NITROPHENYL-BETA-D-MALTOTRIOSIDE(165522-16-7)
• EPA Substance Registry System: 2-CHLORO-4-NITROPHENYL-BETA-D-MALTOTRIOSIDE(165522-16-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 165522-16-7(Hazardous Substances Data)

Usage

Chemical Properties

Powder

Upstream product

• 90826-64-5 2-chloro-4-nitrophenyl β-maltoheptoside 
• 99304-80-0 2-chloro-4-nitrophenyl-β-maltopentoside 
• 145072-72-6 o-chloro-p-nitrophenyl β-maltotetraoside 
• 198561-63-6 2-chloro-4-nitrophenyl O-(α-D-glucopyranosyl)-(1->4)-tetrakis-[O-α-D-glucopyranosyl-(1->4)]-β-D-glucopyranoside 
• 619-08-9 2-chloro-4-nitrophenol 
• 1512800-77-9 C₄₈H₇₄ClNO₃₈ 
• 61139-07-9 1,2,3,6-tetra-O-acetyl-4-O-(2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl)-D-glucopyranose 
• 76821-27-7 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl-bromide 

Downstream Products

• 1554036-64-4 4,6-O-benzylidene-2-chloro-4-nitrophenyl cellotrioside 
• 492-61-5 β-D-glucose 
• 619-08-9 2-chloro-4-nitrophenol 
• 6401-81-6 maltotriose 

Relevant articles and documents

A chromogenic assay for limit dextrinase and pullulanase activity

A new chromogenic substrate to assay the starch debranching enzymes limit dextrinase and pullulanase is described. The 2-chloro-4-nitrophenyl glycoside of a commercially available branched heptasaccharide (Glc-maltotriosyl- maltotriose) was found to be a suitable specific substrate for starch debranching enzymes and allows convenient assays of enzymatic activities in a format suited for high-throughput analysis. The kinetic parameters of these enzymes toward the synthesized substrate are determined, and the selectivity of the substrate in a complex cereal-based extract is established.

Chemoenzymatic preparation of 2-chloro-4-nitrophenyl β-maltooligosaccharide glycosides using glycogen phosphorylase b

In the present work, we aimed to develop a new chemoenzymatic procedure for the synthesis of β-maltooligosaccharide glycosides. The primer in the enzymatic reaction was 2-chloro-4-nitrophenyl β-maltoheptaoside (G7-CNP), which was synthesised from β-cyclodextrin (β-CD) using a very convenient chemical method [E. Farkas, L. Janossy, J. Harangi, L. Kandra, A. Liptak, Carbohydr. Res., 303 (1997) 407-415]. Shorter chain length CNP-maltooligosaccharides in the range of dp 3-6 were prepared using rabbit skeletal muscle glycogen phosphorylase b (EC 2.4.1.1). Detailed enzymological investigations revealed that the conversion of G7-CNP was highly dependent on the conditions of phosphorolysis. A 100% conversion of G7-CNP was achieved during 10 min in 1 M phosphate buffer (pH 6.8) at 30°C with the tetramer glycoside (77%) as the main product. Phosphorolysis at 10°C for 10 min resulted in 89% conversion and G4-, G5-, and G6-CNP oligomers were detected in the ratio of 29:26:34%, respectively. The reaction pattern was investigated using an HPLC system. The preparative scale isolation of G(3→6)-CNP glycosides was achieved by size-exclusion column chromatography (SEC) on Toyopearl HW-40 matrix. The productivity of the synthesis was improved by yields of up to 70-75%. Copyright (C) 1999 Elsevier Science Ltd.