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http://hdl.handle.net/2445/121062
Title: | Bromotryptophans and their incorporation in cyclic and bicyclic privileged peptides |
Author: | García Pindado, Júlia Willemse, Tom Goss, Rebecca Maes, Bert U. W. Giralt Lledó, Ernest Ballet, Steven Teixidó Turà, Meritxell |
Keywords: | Pèptids Triptòfan Peptides Tryptophan |
Issue Date: | 12-Mar-2018 |
Publisher: | John Wiley & Sons |
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. |
Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1002/bip.23112 |
It is part of: | Biopolymers, 2018 |
URI: | http://hdl.handle.net/2445/121062 |
Related resource: | http://dx.doi.org/10.1002/bip.23112 |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) Articles publicats en revistes (Institut de Recerca Biomèdica (IRB Barcelona)) |
Files in This Item:
File | Description | Size | Format | |
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679729.pdf | 1.85 MB | Adobe PDF | View/Open |
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