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Chemical Compound Review:

Cyclopropanol cyclopropanol

Synonyms: SureCN8611, AG-E-15102, WTI-10462, AC1L3WEX, CTK0I4074, ...

Mutlib, A.E. et al., Youn, J.H. et al., Dijkstra, M. et al.

Mutlib, Chen, Nemeth, Markwalder, Seitz, Gan, Christ,

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High impact information on cyclopropanol

Thus, sequential application of the titanium-mediated cyclopropanation of alpha,beta-unsaturated esters and the electrophilic cyclization of the aldehyde-tethered cyclopropanol products provides the facile formation of carbocyclic rings [1].
These studies indicated the existence of a specific glutathione-S-transferase in rats capable of metabolizing the cyclopropanol metabolite (M11) to the GSH adduct, M9 [2].
In vitro metabolism studies were conducted to show that the GSH adduct was produced from the cyclopropanol intermediate (M11) in the presence of only rat liver and kidney subcellular fractions and was not formed by similar preparations from humans or cynomolgus monkeys [2].
Thus the dimeric and monomeric enzyme become fully inactivated with two and one molecule of cyclopropanol, respectively, indicating that the dimeric enzyme contains two independently acting catalytic sites [3].

References

Electrophilic cyclizations of vinylcyclopropanols to tethered aldehydes. Youn, J.H., Lee, J., Cha, J.K. Org. Lett. (2001) [Pubmed]
Identification and characterization of efavirenz metabolites by liquid chromatography/mass spectrometry and high field NMR: species differences in the metabolism of efavirenz. Mutlib, A.E., Chen, H., Nemeth, G.A., Markwalder, J.A., Seitz, S.P., Gan, L.S., Christ, D.D. Drug Metab. Dispos. (1999) [Pubmed]
Inactivation of quinoprotein alcohol dehydrogenases with cyclopropane-derived suicide substrates. . Dijkstra, M., Frank, J., Jongejan, J.A., Duine, J.A. Eur. J. Biochem. (1984) [Pubmed]

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