TY  - JOUR
AB  - Pd-mediated reactions have emerged as a powerful tool for the site-selective and bioorthogonal late-stage diversification of amino acids, peptides and related compounds. Indole moieties of tryptophan derivatives are susceptible to C2 H-activation, whereas halogenated aromatic amino acids such as halophenylalanines or halotryptophans provide a broad spectrum of different functionalisations. The compatibility of transition-metal-catalysed cross-couplings with functional groups in peptides, other biologically active compounds and even proteins has been demonstrated. This Review primarily compiles the application of different cross-coupling reactions to modify halotryptophans, halotryptophan containing peptides or halogenated, biologically active compounds derived from tryptophan. Modern approaches use regio- and stereoselective biocatalytic strategies to generate halotryptophans and derivatives on a preparative scale. The combination of bio- and chemocatalysis in cascade reactions is given by the biocompatibility and bioorthogonality of Pd-mediated reactions. © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
DA  - 2020
DO  - 10.1002/chem.201903756
LA  - eng
IS  - 24
M2  - 5328
PY  - 2020
SN  - 0947-6539
SP  - 5328-5340
T2  - Chemistry - A European Journal
TI  - Late-Stage Diversification of Tryptophan-Derived Biomolecules.
UR  - https://nbn-resolving.org/urn:nbn:de:0070-pub-29417209
Y2  - 2024-11-21T22:14:44
ER  -