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Chemical Compound Review:

PubChem5422 4-nitrobenzenethiol

Synonyms: SureCN1362, CHEMBL120606, ACMC-1BQN5, CCRIS 2340, N27209_ALDRICH, ...

Rothermel, J. et al., Jakubowicz, A. et al., Kobayashi, Y. et al., Bozó, E. et al., Mullet, J.E. et al., et al.

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High impact information on p-Nitrothiophenol

Adsorption kinetics of p-nitrobenzenethiol self-assembled monolayers on a gold surface [1].
1,4-Di-O-acetyl-2,3-dideoxy-5-thio-D-glycero-pentopyranose was obtained starting from 1,2,5,6-di-O-isopropylidene-D-mannitol and used as the donor in the glycosylation reaction with 4-cyano- and 4-nitrobenzenethiol [2].
Except for N-chlorophenanthrene imine, both alkylation of p-nitrothiophenol and apparent decay times in diffusion plates were inversely correlated with mutagenicity [3].
By Zemplen saponification and mild hydrolysis of the methyl-ester group the free Neu5Ac-alpha-thioketosides with thiophenol, 4-nitrothiophenol, 4-aminothiophenol and 2-mercaptopyridin could be prepared [4].
The alpha-thioketosides of methyl 5-acetamido-4,7,8,9-tetra-O-acetylneuraminate with thioacetic acid, thiophenol, 4-nitrothiophenol, 4-aminothiophenol, 2-mercaptopyridin and mercaptobenzothiazol as aglycones were synthesized by phase-transfer catalysis in good yields [4].

Biological context of p-Nitrothiophenol

These effects of p-nitrothiophenol were highly accelerated by blocking the electron transport of the oxidation side of photosystem II by carbonyl-cyanide-m-chlorophenylhydrazone (CCCP) or Tris-HC1 or heat pre-treatment, whereas these were suppressed by blocking the transport on the reduction side by 3-(3,4-dichlorophenyl)-1,1-dimethylurea (DCMU) [5].

Associations of p-Nitrothiophenol with other chemical compounds

The adsorption kinetics of octadecanethiol (ODT) and p-nitrobenzenethiol (NBT) from ethanol solutions has been studied by means of contact angle, optical ellipsometry, angle-resolved X-ray photoelectron spectroscopy (ARXPS), and grazing angle attenuated total reflection Fourier transform infrared (FTIR) measurements [1].
In chloroplasts, inhibition of oxygen evolution accelerated p-nitrothiophenol modification reactions; DCMU or donors to PS II decreased p-nitrothiophenol modification [6].

Analytical, diagnostic and therapeutic context of p-Nitrothiophenol

HPLC determination of N-nitrosomethylurea in biological fluids by reaction with 4-nitrothiophenol [7].

References

Adsorption kinetics of p-nitrobenzenethiol self-assembled monolayers on a gold surface. Jakubowicz, A., Jia, H., Wallace, R.M., Gnade, B.E. Langmuir : the ACS journal of surfaces and colloids. (2005) [Pubmed]
Synthesis of 4-cyanophenyl and 4-nitrophenyl 1,5-dithio-D-ribopyranosides as well as their 2-deoxy and 2,3-dideoxy derivatives possessing antithrombotic activity. Bozó, E., Boros, S., Kuszmann, J. Carbohydr. Res. (1999) [Pubmed]
Structure-activity relationships in the mutagenicity of N-substituted derivatives of phenanthrene-9,10-imine. Stark, A.A., Zeiger, E., Shtelzer, S., Sheradsky, T., Lifshitz, Y., Blum, J. Mutagenesis (1986) [Pubmed]
Phase-transfer-catalysed synthesis of N-acetylneuraminic acid alpha-thioketosides and inhibitor studies with Clostridium perfringens sialidase. Rothermel, J., Faillard, H. Biol. Chem. Hoppe-Seyler (1989) [Pubmed]
Light-dependent inhibitory action of p-nitrothiophenol on photosystem II in relation to the redox state of electron carriers. Kobayashi, Y., Inoue, Y., Shibata, K. Biochim. Biophys. Acta (1976) [Pubmed]
Covalent modification of chloroplast photosystem II polypeptides by p-nitrothiophenol. Mullet, J.E., Arntzen, C.J., Kobayashi, Y., Inoue, Y. Biochim. Biophys. Acta (1981) [Pubmed]
HPLC determination of N-nitrosomethylurea in biological fluids by reaction with 4-nitrothiophenol. Yamamoto, M., Ishiwata, H., Yamada, T., Tanimura, A., Tomita, I. Food Chem. Toxicol. (1986) [Pubmed]

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