Cooperative Effect of Hydrogen Bonds Between Side Chains on Self-assembly of D,L-α Cyclic Peptide Nanotube

Chem. J. Chinese Universities

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Cooperative Effect of Hydrogen Bonds Between Side Chains on Self-assembly of D,L-α Cyclic Peptide Nanotube

QU Wen-Wen, TAN Hong-Wei, LIU Ruo-Zhuang, CHEN Guang-Ju

College of Chemistry, Beijing Normal University, Beijing 100875, China

Received:2006-03-31 Revised:1900-01-01 Online:2007-02-10 Published:2007-02-10
Contact: CHEN Guang-Ju

Abstract

Abstract: A series of parallel and antiparallel oligomers of cyclo[-(L-Asn-Ala)₄-], cyclo[-(L-Asp-Ala)₄-], cyclo[-(L-Gln-Ala)₄-] and [-(L-Glu-Ala)₄-] were investigated by using density functional me-thods B3LYP and semiempirical molecular orbital method AM1. The results of this study indicate that when these cyclic peptides self-assemble as either parallel or antiparallel stacking modes, hydrogen bonds could be formed between side chains of Asn, Asp, Gln and Glu. Significantly, the interactions between side-chain hydrogen bonds result in the cooperative effect of the assembly energetics, which facilitates the cyclic peptides to form stable nanotubes and have the most dominant effect on determining the preference for parallel vs. antiparallel stacking.

Key words: Self-assembly, Cyclic peptide nanotube, Cooperative effect, Parallel and antiparallel, DFT, AM1

CLC Number:

O641

TrendMD:

QU Wen-Wen, TAN Hong-Wei, LIU Ruo-Zhuang, CHEN Guang-Ju. Cooperative Effect of Hydrogen Bonds Between Side Chains on Self-assembly of D,L-α Cyclic Peptide Nanotube[J]. Chem. J. Chinese Universities, doi: .

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Cooperative Effect of Hydrogen Bonds Between Side Chains on Self-assembly of D,L-α Cyclic Peptide Nanotube

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