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Bioconjugation of Peptides by Palladium‐Catalyzed C−C Cross‐Coupling in Water
Author(s) -
Dibowski Harald,
Schmidtchen Franz P.
Publication year - 1998
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19980302)37:4<476::aid-anie476>3.0.co;2-2
Subject(s) - bioconjugation , palladium , catalysis , coupling (piping) , chemistry , combinatorial chemistry , materials science , biochemistry , metallurgy
The abiotic, regioselective conjugation of peptides and proteins with non‐proteinogenic structural elements requires mild and fast coupling reactions which are compatible with an aqueous reaction medium and orthogonal in their reactivity with all other functional groups in the protein. Sonogashira coupling with a palladium–guanidinophosphane catalyst that is prepared in situ (see reaction on the right) complies with these demands.