Energetics of an n --> pi interaction that impacts protein structure |
| |
Authors: | Hodges Jonathan A Raines Ronald T |
| |
Institution: | Departments of Chemistry and Biochemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA. |
| |
Abstract: | structure: see text] The trans/cis ratio of the amide bond in N-formylproline phenylesters correlates with electron withdrawal by a para substituent. The slope of the Hammett plot (rho = 0.26) is indicative of a substantial effect. This effect arises from a favorable n --> pi interaction between the amide oxygen and ester carbonyl. In a polypeptide chain, an analogous interaction can stabilize the conformation of trans peptide bonds, alpha-helices, and polyproline type-II helices. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|