Record Details

Induced Conformational Preferences in a Non-chiral β-Ala Residue: X-ray Diffraction, 1H NMR, FT-IR and CD Studies of Boc-β-Ala-D-Ala-NHCH3 and Boc-β-Ala-L-Ala-NHCH3

DIR@IMTECH: CSIR-Institute of Microbial Technology

View Archive Info
 
 
Field Value
 
Title Induced Conformational Preferences in a Non-chiral β-Ala Residue: X-ray Diffraction, 1H NMR, FT-IR and CD Studies of Boc-β-Ala-D-Ala-NHCH3 and Boc-β-Ala-L-Ala-NHCH3
 
Creator Ashish, Baumathi S
Velmurgan, D.
Kishore, Raghuvansh
 
Subject QD Chemistry
 
Description In order to demonstrate the conformational features that can be induced by achiralresidue in a β-Ala moiety, X-raydiffraction structure of Boc-β-Ala-D-Ala-NHCH31 have been determined and compared with Boc-β-Ala-L-Ala-NHCH32. An analysis of the crystal molecular conformations reveals the establishment of non-superimposable stereogeometrical features across β-Ala residues. The supramolecular assembly of the highly ordered L-shaped molecules, generated by the parallel arrangements of the peptide molecules, is stabilised by a network of intermolecular H-bonds between the CO and NH groups. The chiroptical investigations in solvents of varying polarities provide experimental evidence which strongly supports that the stereochemical preferences of the β-Alaresidue can restrict significant conformational averaging
 
Publisher Elsevier Science
 
Date 1999
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://crdd.osdd.net/open/799/1/kishore1999.2.pdf
Ashish, Baumathi S and Velmurgan, D. and Kishore, Raghuvansh (1999) Induced Conformational Preferences in a Non-chiral β-Ala Residue: X-ray Diffraction, 1H NMR, FT-IR and CD Studies of Boc-β-Ala-D-Ala-NHCH3 and Boc-β-Ala-L-Ala-NHCH3. Tetrahedron, 55 (48). pp. 13791-13804. ISSN 00404020
 
Relation http://dx.doi.org/10.1016/S0040-4020(99)00862-5
http://crdd.osdd.net/open/799/