Publication
Title
Bromotryptophans and their incorporation in cyclic and bicyclic privileged peptides
Author
Abstract
While revisiting biologically active natural peptides, the importance of the tryptophan residue became clear. In this article, the incorporation of this amino acid, brominated at different positions of the indole ring, into cyclic peptides was successfully achieved. These products demonstrated improved properties in terms of passive diffusion, permeability across membranes, biostability in human serum and cytotoxicity. Moreover, these brominated tryptophans at positions 5, 6, or 7 proved to be compatible as building blocks to prepare bicyclic stapled peptides by performing on-resin Suzuki-Miyaura cross-coupling reactions.
Language
English
Source (journal)
Biopolymers. - New York
Publication
New York : 2018
ISSN
0006-3525
Volume/pages
109 :10 (2018) , 10 p.
Article Reference
e23112
ISI
000449145100008
Pubmed ID
29528113
Medium
E-only publicatie
Full text (Publisher's DOI)
Full text (publisher's version - intranet only)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 10.12.2018
Last edited 19.09.2021
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