(R-X-R)(4)-Motif peptides containing conformationally constrained cyclohexane-derived spacers: effect on cellular uptake

Title(R-X-R)(4)-Motif peptides containing conformationally constrained cyclohexane-derived spacers: effect on cellular uptake
Publication TypeJournal Article
Year of Publication2017
AuthorsBhosle, GS, Fernandes, M
JournalChemMedChem
Volume12
Issue21
Pagination1743-1747
Date PublishedNOV
Type of ArticleArticle
ISSN1860-7179
Keywords(R-X-R)-motif, cell-penetrating peptides, cellular uptake, protease stability
Abstract

Arginine-rich peptides having the (R-X-R) n motif are among the most effective cell-penetrating peptides (CPPs). Herein we report a several-fold increase in the efficacy of such CPPs if the linear flexible spacer (-X-) in the (R-X-R) motif is replaced by constrained cyclic 1,4-substituted-cyclohexane-derived spacers. Internalization of these oligomers in mammalian cell lines was found to be an energy-dependent process. Incorporation of these constrained, non-proteinogenic amino acid spacers in the CPPs is shown to enhance their proteolytic stability.

DOI10.1002/cmdc.201700498
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.009

Divison category: 
Organic Chemistry