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93834

Sigma-Aldrich

2-Chloro-4-nitrophenyl-α-D-maltotrioside

chromogenic, ≥95% (HPLC), powder or crystals

Synonym(s):

2-chloro-4-nitrophenyl O-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-α-D-glucopyranoside, CNP-G3

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About This Item

Empirical Formula (Hill Notation):
C24H34ClNO18
CAS Number:
Molecular Weight:
659.98
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

2-Chloro-4-nitrophenyl-α-D-maltotrioside, ≥95% (HPLC)

Quality Level

assay

≥95% (HPLC)

form

powder or crystals

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@@H]3CO)Oc4ccc(cc4Cl)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C24H34ClNO18/c25-8-3-7(26(37)38)1-2-9(8)39-22-18(35)15(32)20(11(5-28)41-22)44-24-19(36)16(33)21(12(6-29)42-24)43-23-17(34)14(31)13(30)10(4-27)40-23/h1-3,10-24,27-36H,4-6H2/t10-,11-,12-,13-,14+,15-,16-,17-,18-,19-,20-,21-,22+,23-,24-/m1/s1

InChI key

KMYYNUOXSFGLNX-XFNLHOCBSA-N

Application

2-Chloro-4-nitrophenyl-α-D-maltotrioside has been used as a substrate in assays to determine the enzymatic activity of α-amylase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Sergio Alcalá-Alcalá et al.
International journal of pharmaceutics, 489(1-2), 139-147 (2015-05-06)
This work presents an evaluation of the adsorption/infiltration process in relation to the loading of a model protein, α-amylase, into an assembled biodegradable polymeric system, free of organic solvents and made up of poly(D,L-lactide-co-glycolide) acid (PLGA). Systems were assembled in
T Suganuma et al.
Carbohydrate research, 303(2), 219-227 (1997-11-14)
The degradation mechanism of a synthetic substrate, 2-chloro-4-nitrophenyl alpha-maltotrioside (CNP-G3), by human salivary alpha-amylase (HSA) was investigated by kinetic and product analyses. It was observed that the enzyme attacked the various CNP-maltooligosaccharides (CNP-G3 to CNP-G6) releasing free CNP. Addition of
Reference values for alpha-amylase in human serum and urine using 2-chloro-4-nitrophenyl-alpha-D-maltotrioside as substrate.
D Balsells et al.
Clinica chimica acta; international journal of clinical chemistry, 274(2), 213-217 (1998-08-07)
Klaus Lorentz
Clinical chemistry and laboratory medicine, 40(8), 781-785 (2002-10-24)
The advanced knowledge on substrate cleavage by human alpha-amylases promotes the development of chromogenic maltotriosides exclusively cleaved at the aglycone bond. Three essentials are required for this type of binding at the active site of the enzyme: (i) A minimal
K Lorentz et al.
Clinical chemistry and laboratory medicine, 37(11-12), 1053-1062 (2000-03-22)
We present the adaptation of an IFCC method for alpha-amylase using 2-chloro-4-nitro-phenyl-alpha-D-maltotrio-side as substrate (1) suited for routine work at 37 degrees C. In the assay, a constant proportion of substrate, i. e. 92%, is directly converted to 2-chloro-4-nitrophenol and

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