35023-71-3 , 2-Chloro-4-nitrophenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside, CAS:35023-71-3

35023-71-3 , 2-Chloro-4-nitrophenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside,
CAS:35023-71-3
C20H22ClNO12 / 503.84
MFCD04039479

2-Chloro-4-nitrophenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside

2-Chloro-4-nitrophenyl 2,3,4,6-tetra-O-acetyl-b-D-glucopyranoside is a chromogenic enzyme substrate used in the biochemical characterization of various enzymes. It produces a yellow color when cleaved by enzymes and is commonly used in assays to study enzyme kinetics and activity. It is commonly used is used to study the biochemical and physiological effects of glycosylation and acts as a substrate for glycosylation-dependent enzymes involved in carbohydrate metabolism. Glycosidases hydrolyse 2-Chloro-4-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside, releasing 2-chloro-4-nitrophenyl moiety, and the substrate can then be further metabolized by other enzymes. It is also used in the investigate the effects and activity on glycoproteins and glycolipids.

CAS Number	35023-71-3
Product Name	2-Chloro-4-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside
IUPAC Name	[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(2-chloro-4-nitrophenoxy)oxan-2-yl]methyl acetate
Molecular Formula	C20H22ClNO12
Molecular Weight	503.84 g/mol
InChI	InChI=1S/C20H22ClNO12/c1-9(23)29-8-16-17(30-10(2)24)18(31-11(3)25)19(32-12(4)26)20(34-16)33-15-6-5-13(22(27)28)7-14(15)21/h5-7,16-20H,8H2,1-4H3/t16-,17-,18+,19-,20-/m1/s1
InChI Key	QRNIUQCWYQOPLO-OUUBHVDSSA-N
SMILES	CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)[N+](=O)[O-])Cl)OC(=O)C)OC(=O)C)OC(=O)C
Synonyms	2-Chloro-4-nitrophenyl β-D-Glucopyranoside 2,3,4,6-Tetraacetate;
Canonical SMILES	CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)[N+](=O)[O-])Cl)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILES	CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)[N+](=O)[O-])Cl)OC(=O)C)OC(=O)C)OC(=O)C

CAS No: 35023-71-3 MDL No: MFCD04039479 Chemical Formula: C20H22ClNO12 Molecular Weight: 503.84
References: 1. Montgomery EM, et al., JACS 1942, 64, p690

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