Error message

Notice: Undefined index: webform in custom_search_form_alter() (line 291 of /var/www/library/sites/all/modules/custom_search/custom_search.module).

Hybrid foldamer with unique architecture from conformationally constrained aliphatic-aromatic amino acid conjugate

TitleHybrid foldamer with unique architecture from conformationally constrained aliphatic-aromatic amino acid conjugate
Publication TypeJournal Article
Year of Publication2006
AuthorsSrinivas, D, Gonnade, RG, Ravindranathan, S, Sanjayan, GJ
JournalTetrahedron
Volume62
Issue43
Pagination10141-10146
Date PublishedOCT
Type of ArticleArticle
ISSN0040-4020
KeywordsAmino acids, Conformation, Foldamer, Peptidomimetics
Abstract

In this paper, we describe the design and synthesis of a novel hybrid foldamer, derived from a conformationally constrained aliphatic-aromatic amino acid conjugate that adopts a well-defined, compact, three-dimensional structure, governed by a combined conformational restriction imposed by the individual amino acids from which the foldamer is composed. Conformational investigations confirmed the prevalence of a unique doubly bent conformation for the foldamer, in both solid and solution states, as evidenced from single crystal X-ray and 2D NOESY studies, respectively. The findings suggest that constrained aliphatic-aromatic amino acid conjugates offer new avenues for the de novo design of hybrid foldamers with distinctive structural architectures. Furthermore, the de novo design strategy disclosed herein has the potential for significantly augmenting the `tool-box' of the modern day peptidominetic chemist, as well as providing a novel approach to the field of rational design. (c) 2006 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tet.2006.08.032
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.645

Divison category: 
Center for Material Characterization (CMC)
Central NMR Facility
Organic Chemistry