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CAS 20838-44-2

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3-Nitrophenyl β-D-glucopyranoside

Description:
3-Nitrophenyl β-D-glucopyranoside is a chemical compound that serves as a substrate for various glycosidases, particularly in biochemical assays. It features a phenolic group substituted with a nitro group at the 3-position, which enhances its solubility and reactivity. The β-D-glucopyranoside moiety indicates that it is a glycoside derived from glucose, where the anomeric carbon is in the beta configuration. This compound is typically used in enzymatic studies to assess the activity of glycosidases, as the cleavage of the glycosidic bond releases the nitrophenol, which can be quantitatively measured. Its molecular structure contributes to its stability and reactivity under physiological conditions. Additionally, 3-Nitrophenyl β-D-glucopyranoside is often utilized in research and industrial applications, particularly in the fields of biochemistry and molecular biology, due to its role in understanding enzyme kinetics and mechanisms. Safety data should be consulted before handling, as with all chemical substances, to ensure proper precautions are taken.
Formula:C12H15NO8
InChI:InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-2-6(4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12-/m1/s1
InChI key:InChIKey=VCCMGHVCRFMITI-RMPHRYRLSA-N
SMILES:O([C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)C2=CC(N(=O)=O)=CC=C2
Synonyms:
  • 3-Nitrophenyl beta-D-glucopyranoside
  • 3-Nitrophenyl β-<span class="text-smallcaps">D</span>-glucopyranoside
  • 3-Nitrophenyl β-<span class="text-smallcaps">D</span>-glucoside
  • Glucopyranoside, m-nitrophenyl, β-<span class="text-smallcaps">D</span>-
  • m-Nitrophenyl β-<span class="text-smallcaps">D</span>-glucopyranoside
  • β-<span class="text-smallcaps">D</span>-Glucopyranoside, 3-nitrophenyl
  • β-[m-Nitrophenyl]-<span class="text-smallcaps">D</span>-glucopyranoside
  • β-D-Glucopyranoside, 3-nitrophenyl
  • Glucopyranoside, m-nitrophenyl, β-D-
  • β-[m-Nitrophenyl]-D-glucopyranoside
  • See more synonyms
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