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CAS 1158-17-4

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o-Nitrophenyl β-D-thiogalactoside

Description:
o-Nitrophenyl β-D-thiogalactoside (commonly abbreviated as ONPG) is a synthetic compound widely used as a substrate in biochemical assays, particularly in the study of enzyme activity, such as β-galactosidase. It is a colorless, crystalline solid that is soluble in water and organic solvents. ONPG is characterized by its ability to release o-nitrophenol upon hydrolysis, which can be quantitatively measured due to its yellow color, making it a useful indicator in enzyme assays. The compound features a thiogalactoside linkage, which is susceptible to enzymatic cleavage, allowing researchers to study the kinetics and mechanisms of glycosidase enzymes. Its molecular structure includes a nitrophenyl group, which contributes to its spectroscopic properties. ONPG is often utilized in microbiology for the detection of lactose fermentation and in molecular biology for the assessment of gene expression. Safety precautions should be observed when handling ONPG, as with many chemical substances, due to potential toxicity and environmental impact.
Formula:C12H15NO7S
InChI:InChI=1/C12H15NO7S/c14-5-7-9(15)10(16)11(17)12(20-7)21-8-4-2-1-3-6(8)13(18)19/h1-4,7,9-12,14-17H,5H2
InChI key:InChIKey=SZAOZNVCHHBUDZ-RUXWNWLUSA-N
SMILES:S([C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)C2=C(N(=O)=O)C=CC=C2
Synonyms:
  • 2-Nitrophenyl 1-Thiohexopyranoside
  • 2-Nitrophenyl 1-thio-β-<span class="text-smallcaps">D</span>-galactopyranoside
  • 2-Nitrophenyl-β-<span class="text-smallcaps">D</span>-thiogalactopyranoside
  • 2-nitrophenyl 1-thio-beta-D-galactopyranoside
  • Galactopyranoside, o-nitrophenyl 1-thio-
  • Galactopyranoside, o-nitrophenyl 1-thio-, β-<span class="text-smallcaps">D</span>-
  • Thio-o-nitrophenyl-β-<span class="text-smallcaps">D</span>-galactopyranoside
  • beta-D-Galactopyranoside, 2-nitrophenyl 1-thio-
  • o-Nitrophenol beta-thiogalactoside
  • o-Nitrophenyl 1-thio-beta-D-galactopyranoside
  • See more synonyms
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