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Conformational analysis of the tyrosine dipeptide analogue in the gas phase and in aqueous solution by a density functional/continuum solvent model

✍ Scribed by Emma Langella; Nadia Rega; Roberto Improta; Orlando Crescenzi; Vincenzo Barone


Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
173 KB
Volume
23
Category
Article
ISSN
0192-8651

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✦ Synopsis


Abstract

The conformational behavior of a dipeptide analogue of tyrosine (TDA) has been investigated by density functional methods using the polarizable continuum model (PCM) for the description of solvent effects. Our study points out the interplay of backbone and side chain contributions in determining the relative stabilities of energy minima. In particular, stabilizing interactions between the NH bond and the aromatic ring have a significant effect. The topology of the potential energy surface is significantly modified in aqueous solution due to a general widening of low energy regions and to a stabilization of helical structures. © 2002 Wiley Periodicals, Inc. J Comput Chem 23: 650–661, 2002