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CAS 10344-94-2

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p-Nitrophenyl β-D-glucuronide

Description:
p-Nitrophenyl β-D-glucuronide is a synthetic compound commonly used as a substrate in enzymatic assays, particularly for the detection of β-glucuronidase activity. It is characterized by its structure, which includes a p-nitrophenyl group linked to a glucuronic acid moiety through a β-glycosidic bond. This compound is typically a yellow crystalline solid, and its solubility in water makes it suitable for various biochemical applications. Upon hydrolysis by β-glucuronidase, it releases p-nitrophenol, which can be quantified spectrophotometrically, allowing for the assessment of enzyme activity. The compound is stable under standard laboratory conditions but should be handled with care due to the potential toxicity of p-nitrophenol. Its use in research and clinical diagnostics highlights its importance in understanding metabolic processes and enzyme functions in biological systems.
Formula:C12H13NO9
InChI:InChI=1/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-3-1-5(2-4-6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)/p-1/t7-,8-,9+,10-,12+/m0/s1
InChI key:InChIKey=QSUILVWOWLUOEU-GOVZDWNOSA-N
SMILES:O([C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O)C2=CC=C(N(=O)=O)C=C2
Synonyms:
  • (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-nitrophenoxy)tetrahydro-2H-pyran-2-carboxylate (non-preferred name)
  • 4-Nitrophenol glucuronide
  • 4-Nitrophenyl beta-D-glucopyranosiduronic acid
  • 4-Nitrophenyl glucuronide
  • 4-Nitrophenyl β-<span class="text-smallcaps">D</span>-glucopyranosiduronate
  • 4-Nitrophenyl β-<span class="text-smallcaps">D</span>-glucopyranosiduronic acid
  • 4-Nitrophenyl β-<span class="text-smallcaps">D</span>-glucosiduronic acid
  • 4-Nitrophenyl β-<span class="text-smallcaps">D</span>-glucuronide
  • 4-Nitrophenyl-Beta-D-Glucuronide
  • 4-Nitrophenylglucuronide
  • See more synonyms
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