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bioRxiv · 10.1101/071043

CH···O Interactions Are Not the Cause of Trends in Reactivity and Secondary Kinetic Isotope Effects for Enzymatic SN2 Methyl Transfer Reactions

Jianyu Zhang·Judith P. Klinman
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Abstract

Compaction mattersSN2 substitution represents an important class of reaction for both chemical and biological systems. The ability to assess enzymatic transition state structure within this class of reaction remains a major experimental challenge. Here, we comment on and compare the relative impact of compaction along the axis of reaction to the impact of an orthogonal CH{middle dot}{middle dot}{middle dot}O hydrogen bonding interaction. The latter is concluded to play a limited role in determining relative reaction rates and secondary KIEs derived from experimental structure-activity correlations.

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Jianyu Zhang, Judith P. Klinman. 2016-09-01. CH···O Interactions Are Not the Cause of Trends in Reactivity and Secondary Kinetic Isotope Effects for Enzymatic SN2 Methyl Transfer Reactions. https://doi.org/10.1101/071043

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