IIIT Hyderabad Publications |
|||||||||
|
Stereochemical control in the structures of linear δ,α-hybrid tripeptides containing tetrahydrofuran amino acidsAuthors: Tushar Kanti Chakraborty,N. V. Suresh Kumar,Saumya Roy,Sumit Kumar Dutta,A C Kunwar,B Sridhar,Harjinder Singh Journal: Journal of Physical Organic Chemistry (link) Date: 2010-12-02 Report no: IIIT/TR/2010/104 AbstractStructural and electronic properties of diastereomers of tetrahydrofuran amino acids (TAA) derived tripeptide, Boc-TAA-Leu-Val-OMe, are studied using density functional theory. Predicted secondary folding patterns with hydrogen bonded pseudocycles of different sizes in peptides containing (2R,5S)-cis-TAA and (2S,5R)-cis-TAA are confirmed by detailed NMR studies of both, and single crystal X-ray analysis of the former. A novel unusual folding pattern emanating from three-centered hydrogen bond is found in peptide with (2R,5S)-cis relationship. Stereochemical control on the orientation of interacting sites is substantiated by structural analysis of the peptides. Using natural bonding orbital and atoms in molecules analyses, charge transfer interactions are analyzed. Full article: pdf Centre for Computational Natural Sciences and Bioinformatics |
||||||||
Copyright © 2009 - IIIT Hyderabad. All Rights Reserved. |