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Chemical Compound Review:

p-Propylphenol 4-propylphenol

Synonyms: CHEMBL35297, SureCN52058, P53802_ALDRICH, AG-C-92173, ACMC-209nn2, ...

Fraaije, M.W. et al., van den Heuvel, R.H. et al., Hopper, D.J. et al., Rompelberg, C.J. et al., Duffel, M.W. et al.

Duffel, Chen, Sharma,

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High impact information on p-Hydroxypropylbenzene

The alcohols 1-(4'-hydroxyphenyl)propanol and 1-(4'-hydroxyphenyl)-2-propen-1-ol, produced by the biotransformation of 4-n-propylphenol and chavicol, respectively, were shown to be R(+) enantiomers [1].
A similar shift in alcohol/cis-alkene product ratio was observed when the VAO-mediated conversion of 4-propylphenol was performed in the presence of monovalent anions that bind specifically near the enzyme active site [2].
It is concluded that vanillyl-alcohol oxidase catalysis with 4-ethylphenol and 4-propylphenol favors an ordered sequential binding mechanism in which the rate of flavin reduction determines the turnover rate while the reduced enzyme-p-quinone methide binary complex rapidly reacts with dioxygen [3].
Control incubations of AST IV with the affinity label in the presence of 4-propylphenol and PAP were utilized to ascertain the specificity of the interaction [4].
The reversible inhibition of human and rat GST by eugenol, eugenol methyl ether, isoeugenol methyl ether, 2-allylphenol and 4-propylphenol was also studied using purified isoenzymes [5].

References

Alkylphenol biotransformations catalyzed by 4-ethylphenol methylenehydroxylase. Hopper, D.J., Cottrell, L. Appl. Environ. Microbiol. (2003) [Pubmed]
Tuning of the product spectrum of vanillyl-alcohol oxidase by medium engineering. van den Heuvel, R.H., Partridge, J., Laane, C., Halling, P.J., van Berkel, W.J. FEBS Lett. (2001) [Pubmed]
Kinetic mechanism of vanillyl-alcohol oxidase with short-chain 4-alkylphenols. Fraaije, M.W., van den Heuvel, R.H., Roelofs, J.C., van Berkel, W.J. Eur. J. Biochem. (1998) [Pubmed]
Studies on an affinity label for the sulfuryl acceptor binding site in an aryl sulfotransferase. Duffel, M.W., Chen, G., Sharma, V. Chem. Biol. Interact. (1998) [Pubmed]
Inhibition of rat, mouse, and human glutathione S-transferase by eugenol and its oxidation products. Rompelberg, C.J., Ploemen, J.H., Jespersen, S., van der Greef, J., Verhagen, H., van Bladeren, P.J. Chem. Biol. Interact. (1996) [Pubmed]

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