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Chemical Compound Review:

crotonol (E)-but-2-en-1-ol

Synonyms: Krotylalkohol, PubChem21075, CHEMBL118459, C86006_ALDRICH, Crotyl alcohol, ...

Fontaine, F.R. et al., Vaz, A.D. et al., Kerton, O.J. et al.

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Disease relevance of trans-Crotonyl Alcohol

To facilitate study of the mechanisms underlying CA toxicity, we explored the possibility that it can be formed enzymatically from an unsaturated precursor, crotyl alcohol [1].

High impact information on trans-Crotonyl Alcohol

Styrene epoxidation, cyclohexene epoxidation and hydroxylation to give 1-cyclohexene-3-ol, and cis- or trans-butene epoxidation (without isomerization) and hydroxylation to give 2-butene-1-ol were all significantly decreased by the 2B4 T302A mutation [2].
Moreover, in mouse hepatocytes, crotyl alcohol produced marked time- and concentration-dependent cell killing as well as pronounced glutathione depletion [1].
Effect of structure of the redox molecular sieve TS-1 on the oxidation of phenol, crotyl alcohol and norbornylene [3].

References

Oxidative bioactivation of crotyl alcohol to the toxic endogenous aldehyde crotonaldehyde: association of protein carbonylation with toxicity in mouse hepatocytes. Fontaine, F.R., Dunlop, R.A., Petersen, D.R., Burcham, P.C. Chem. Res. Toxicol. (2002) [Pubmed]
Epoxidation of olefins by cytochrome P450: evidence from site-specific mutagenesis for hydroperoxo-iron as an electrophilic oxidant. Vaz, A.D., McGinnity, D.F., Coon, M.J. Proc. Natl. Acad. Sci. U.S.A. (1998) [Pubmed]
Effect of structure of the redox molecular sieve TS-1 on the oxidation of phenol, crotyl alcohol and norbornylene. Kerton, O.J., McMorn, P., Bethell, D., King, F., Hancock, F., Burrows, A., Kiely, C.J., Ellwood, S., Hutchings, G. Physical chemistry chemical physics : PCCP. (2005) [Pubmed]

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