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Postsynthetic Modification of Peptides: Chemoselective C‐Arylation of Tryptophan Residues
Author(s) -
RuizRodríguez Javier,
Albericio Fernando,
Lavilla Rodolfo
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200902676
Subject(s) - tryptophan , aryl , peptide , chemistry , palladium , microwave irradiation , combinatorial chemistry , function (biology) , computer science , computational biology , stereochemistry , biochemistry , organic chemistry , biology , catalysis , amino acid , genetics , alkyl
Born to be mild : The general, direct and selective C2 arylation of native Trp‐containing peptides can be achieved by palladium‐catalyzed CH activation with aryl iodides in water, under microwave irradiation for a short time (see scheme). Under these mild conditions, the structural and stereochemical integrity of peptides is preserved.