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The Stability of Cα Peptide Radicals: Why Glycyl Radical Enzymes?

✍ Scribed by Johnny Hioe; Gökcen Savasci; Dr. Harald Brand; Prof. Dr. Hendrik Zipse

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
372 KB
Volume
17
Category
Article
ISSN
0947-6539

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✦ Synopsis

Abstract

The conformational space of dipeptide models derived from glycine, alanine, phenylalanine, proline, tyrosine, and cysteine has been searched extensively and compared with the corresponding C~α~ dipeptide radicals at the G3(MP2)‐RAD level of theory. The results indicate that the (least‐substituted) glycine dipeptide radical is the thermochemically most stable of these species. Analysis of the structural parameters indicates that this is due to repulsive interactions between the C~α~ substituents and peptide units in the radical. A comparison of the conformational preferences of dipeptide radicals and their closed‐shell parents also indicates that radical stability is a strongly conformation‐dependent property.

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