2-Chloro-4-nitrophenyla-D-maltotrioside

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Catalog No: A10GD-4555
Cas No: 118291-90-0
Properties: Mol Formula: C24H34ClNO18, Mol Weight: 660
IUPAC Name: (3R,4S,5S,6R)-2-[(2R,3S,5R)-6-[(2R,3S,5R)-6-(2-chloro-4-nitrophenoxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonym: CNPG3, G3-CNP, MFCD11045274

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2-Chloro-4-nitrophenyl a-D-maltotrioside,CNPG3; G3CNP

2-Chloro-4-nitrophenyl ?-D-maltotrioside is a colorimetric substrate for ?-amylases. Upon hydrolysis by ?-amylases, 2-chloro-4-nitrophenol is released which can be quantified by colorimetric detection at 405 nm as a measure of enzyme activity. 2-Chloro-4-nitrophenyl ?-D-maltotrioside has been used to characterize the activity of human pancreatic or salivary amylase.

2-Chloro-4-nitrophenyl a-D-maltotrioside (2CNP) is a potent hypoglycemic agent that has been shown to decrease postprandial blood glucose levels in humans. 2CNP is a white crystalline solid that is soluble in water and ethanol. The transfer reactions of 2CNP are enhanced by benzalkonium chloride, which forms an organic complex with the drug. The optimum concentration for the hypoglycemic effect of 2CNP is determined to be 10 ?M, which can be detected using an optical sensor. This compound also inhibits ?-amylase and other enzymes involved in carbohydrate metabolism, leading to the accumulation of glycogen and lowering the blood glucose level.

CAS Number 118291-90-0
Product Name (2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-(2-chloro-4-nitrophenyl)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-(2-chloro-4-nitrophenyl)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Formula C24H34ClNO18
Molecular Weight 660 g/mol
InChI InChI=1S/C24H34ClNO18/c25-9-3-7(26(38)39)1-2-8(9)24(44-23-20(37)17(34)14(31)11(5-28)41-23)21(18(35)15(32)12(6-29)43-24)42-22-19(36)16(33)13(30)10(4-27)40-22/h1-3,10-23,27-37H,4-6H2/t10-,11-,12-,13-,14-,15-,16+,17+,18+,19-,20-,21-,22-,23-,24-/m1/s1
InChI Key KMYYNUOXSFGLNX-XFNLHOCBSA-N
SMILES C1=CC(=C(C=C1[N+](=O)[O-])Cl)C2(C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
Synonyms 2-chloro-4-nitrophenyl-alpha-maltotrioside, 2-chloro-4-nitrophenylmaltotrioside, CNP-G3, CNP-maltotrioside
Canonical SMILES C1=CC(=C(C=C1[N+](=O)[O-])Cl)C2(C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
Isomeric SMILES C1=CC(=C(C=C1[N+](=O)[O-])Cl)[C@]2([C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

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Size

1 G, 100 MG, 5 G, Other

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