Title

A semiempirical transition state structure for the first step in the alkaline hydrolysis of cocaine. Comparison between the transition state structure, the phosphonate monoester transition state analog, and a newly designed thiophosphonate transition stat

ACS Citation

Sherer, E. C.; Turner, G. M.; Lively, T. N.; Landry, D. W.; Shields, G. C. A Semiempirical Transition State Structure for the First Step in the Alkaline Hydrolysis of Cocaine. Comparison between the Transition State Structure, the Phosphonate Monoester Transition State Analog, and a Newly Designed Thiophosphonate Transition Stat. J. Mol. Model. 1996, 2 (4), 62-€“69.

Abstract

Semiempirical molecular orbital calculations have been performed for the first step in the alkaline hydrolysis of the neutral benzoylester of cocaine. Successes, failures, and limitations of these calculations are reviewed. A PM3 calculated transition state structure is compared with the PM3 calculated structure for the hapten used to induce catalytic antibodies for the hydrolysis of cocaine. Implications of these calculations for the computer-aided design of transition state analogs for the induction of catalytic antibodies are discussed.

Source Name

Journal of Molecular Modeling

Publication Date

1996

Volume

2

Issue

4

Page(s)

62-69

Document Type

Citation

Citation Type

Article