Reversal of H-bonding direction by N-sulfonation in a synthetic reverse-turn peptide motif

TitleReversal of H-bonding direction by N-sulfonation in a synthetic reverse-turn peptide motif
Publication TypeJournal Article
Year of Publication2015
AuthorsVijayadas, KN, Kotmale, AS, Thorat, SH, Gonnade, RG, Nair, RV, Rajamohanan, PR, Sanjayan, GJ
JournalOrganic & Biomolecular Chemistry
Volume13
Issue10
Pagination3064-3069
Date PublishedMAR
ISSN1477-0520
Abstract

This communication depicts an intriguing example of hydrogen-bonding reversal upon introduction of a sulfonamide linkage at the N-terminus of a synthetic reverse-turn peptide motif. The ready availability of two sulfonyl oxygen atoms, as hydrogen-bonding acceptors, combined with the inherent twisted conformation of sulfonamides are seen to act as switches that engage/disengage the hydrogen-bond at the sticky ends/termini.

DOI10.1039/c4ob02438a
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.559

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