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Chemical Compound Review

Niphen     4-nitrophenol

Synonyms: HONP, Paranitrofenol, p-Nitrofenol, p-nitrophenol, SureCN1839, ...
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Disease relevance of Paranitrophenol

  • The xenobiotic p-nitrophenol was glucuronidated with a comparable rate in microsomes from human hepatoma, human liver and host liver [1].
  • The interaction of the monooxygenating type-3 copper enzyme Tyrosinase (Ty) from Streptomyces antibioticus with its inhibitor p-nitrophenol (pnp) was studied by paramagnetic NMR methods [2].
  • Other inhibitors of binding included p-nitrophenol (10(-4) M), heating at 60 degrees C (to remove pili), an antibody to type 1 pili, and purified type 1 pili of E. coli CL-49 used as hapten inhibitors [3].
  • The compound inactivated the class C beta-lactamase of Enterobacter cloacae P99 with stoichiometric release of p-nitrophenol, presumably, as with other phosphonate inhibitors, by phosphonylation of the active site serine [4].
  • Mean total p-nitrophenol clearance was decreased in cirrhosis (healthy: 18.5+/-0.2 vs. cirrhotic 15.3+/-4.0 ml/min; p<0.05) [5].

Psychiatry related information on Paranitrophenol


High impact information on Paranitrophenol


Chemical compound and disease context of Paranitrophenol


Biological context of Paranitrophenol

  • CYP2E1- (hydroxylation of p-nitrophenol), CYP1A2-(O-demethylation of methoxyresorufin), CYP2A1/2- and CYP2B1/2-(6alpha-hydroxylase), and CYP2B9- (16alpha-hydroxylase) dependent MFOs, as well as 7alpha-, 16beta-, 2alpha-, and 2beta-hydroxylations, were all significantly induced by THDCA [16].
  • An unexpected finding is that the enzyme accommodates not one but two molecules of the xenobiotic model substrate p-nitrophenol in the active site [17].
  • We have demonstrated that the defect of the isoenzyme for 4-nitrophenol (4NP) in Gunn rat liver arises from a -1 frameshift mutation that removes 115 amino acids from the COOH terminus (Iyanagi, T., Watanabe, T., and Uchiyama, Y. (1989) J. Biol. Chem. 264, 21302-21307) [18].
  • The pH dependency of the acylation and deacylation steps were determined from the increases in the maximum rate of appearance of p-nitrophenol on addition of glycylglycine or L-leucylglycine to the reaction [19].
  • A cDNA encoding minoxidil sulfotransferase (Mx-ST), a rat liver cytosolic sulfotransferase that catalyzes the 3'-phosphoadenosine 5'-phosphosulfate-dependent sulfate conjugation of minoxidil and p-nitrophenol, has been isolated from a lambda gt11 cDNA library constructed from poly(A)+ RNA isolated from female Sprague-Dawley rat liver [20].

Anatomical context of Paranitrophenol

  • The kinetic parameters of the p-nitrophenol-metabolizing form of UDP-glucuronyltransferase [-UDPglucuronosyltransferase; UDPglucuronate beta-glucuronosyltransferase (acceptor-unspecific), EC] have been compared in liver microsomes from the Gunn strain of rat and from normal; Wistar rats [21].
  • Glucuronidation of p-nitrophenol in intact microsomes was increased in partial hepatectomy compared with sham-operated controls at 1 and 2 days [22].
  • However, although antibodies to the 3 alpha- and 17 beta-hydroxysteroid UDP-glucuronosyltransferases appeared to stain hepatocytes across the liver lobule quite uniformly, centrilobular hepatocytes were stained much more intensely for p-nitrophenol UDP-glucuronosyltransferase than were midzonal and periportal cells [23].
  • 5. 3'-Phosphoadenosine-5'-phosphosulphate formation is the rate limiting process in the overall sulphation of p-nitrophenol in the gut cytosol preparations from S. littoralis [24].
  • Ouabain-sensitive phosphatase activity, however, was present in membranes containing either the wild-type (1105 +/- 100 micromol of p-nitrophenol phosphate hydrolyzed min(-1) mg of protein(-1)) or the Asp714Glu mutant (575 +/- 75 micromol min(-1) mg(-1)) sodium pump [25].

Associations of Paranitrophenol with other chemical compounds


Gene context of Paranitrophenol


Analytical, diagnostic and therapeutic context of Paranitrophenol

  • The hepatic level of P-450DM/j mRNA, determined by the use of a 23-mer oligonucleotide probe, was also changed by hypophysectomy and/or hGH-treatment, largely in parallel with the changes in the content of P-450DM/j protein and microsomal p-nitrophenol and aniline hydroxylations [33].
  • A molecularly imprinted polymer (MIP) able to bind 4-nitrophenol (4-NP) was prepared using noncovalent molecular imprinting methods and evaluated as a selective sorbent in molecularly imprinted solid-phase extraction (MISPE) on-line coupled to a reversed-phase HPLC [34].
  • N-acetyl-beta-D-glucosaminidase assay by the p-nitrophenol technique: inhibitory effects of urine as decreased by gel filtration and by simple dilution [35].
  • The major difference between FDE and NPGB is the detectability of the product in an active-site titration. p-Nitrophenol can be detected at concentrations no lower than 10(-6) M whereas fluorescein can be detected at concentrations as low as 10(-12) M [36].
  • In microsomal samples prepared from pools of brain tissues, immunoreactive protein was detected by Western blot analysis using enhanced chemiluminescence, whereas functional protein was estimated with an enzymatic assay using p-nitrophenol and an electrochemical detection system [37].


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