Self-assembly of fluorinated sugar amino acid derived alpha,gamma-cyclic peptides into transmembrane anion transport

TitleSelf-assembly of fluorinated sugar amino acid derived alpha,gamma-cyclic peptides into transmembrane anion transport
Publication TypeJournal Article
Year of Publication2017
AuthorsBurade, SS, Saha, T, Bhuma, N, Kumbhar, N, Kotmale, A, Rajamohanan, PR, Gonnade, RG, Talukdar, P, Dhavale, DD
JournalOrganic Letters
Volume19
Issue21
Pagination5948-5951
Date PublishedNOV
Abstract

Syntheses of fluorinated sugar amino acid derived alpha,gamma-cyclic tetra- and hexapeptides are reported. The IR, NMR, ESI-MS, CD, and molecular modeling studies of cyclic tetra- and hexapeptides showed C-2 and C-3 symmetric flat oval- and triangular-ring shaped, beta-strand conformations, respectively, which appear to self assemble into nanotubes. The alpha,gamma-cyclic hexapeptide (EC50 = 2.14 mu M) is found to be a more efficient ion transporter than alpha,gamma-cyclic tetrapeptide (EC50 = 14.75 mu M). The anion selectivity and recognition of alpha,gamma-cyclic hexapeptide with NO3- ion is investigated.

DOI10.1021/acs.orglett.7b02942
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

6.579

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