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

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Abstract

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

Item Type:	Article
Additional Information:	Copyright of this article belongs to Elsevier science.
Subjects:	Q Science > QD Chemistry
Depositing User:	Dr. K.P.S.Sengar
Date Deposited:	30 Jan 2012 17:54
Last Modified:	08 Jan 2015 09:42
URI:	http://crdd.osdd.net/open/id/eprint/799

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