1217265-48-9Relevant articles and documents
Unified mild reaction conditions for C2-selective Pd-catalysed tryptophan arylation, including tryptophan-containing peptides
Reay, Alan J.,Williams, Thomas J.,Fairlamb, Ian J. S.
, p. 8298 - 8309 (2015)
Pd-mediated C-H bond functionalisation protocols have been designed and developed on tryptophan derivatives and tryptophan-containing peptides. The examination of different arylation reactions (three sets of different conditions A-C), all of which are notable for their low temperatures (≤40°C), allowed identification of unified and complementary synthetic approaches toward a series of functionalised tryptophan-containing products. Tryptophan-containing peptides demonstrated to be susceptible to aromatic oxidation were successfully and selectively modified through the application of diaryliodonium salts in good yields.
Site-selective modification of tryptophan and protein tryptophan residues through PdNP bionanohybrid-catalysed C-H activation in aqueous media
Perez-Rizquez, Carlos,Abian, Olga,Palomo, Jose M.
, p. 12928 - 12931 (2019)
Herein we report for the first time the site-selective C-H bond arylation of tryptophan and tryptophan residues in proteins in aqueous media at room temperature by using a PdNP bionanohybrid as a heterogeneous catalyst. The reaction proceeds using a stable aryldiazonium salt without a base.
A mild and selective Pd-mediated methodology for the synthesis of highly fluorescent 2-arylated tryptophans and tryptophan-containing peptides: A catalytic role for Pd0 nanoparticles?
Williams, Thomas J.,Reay, Alan J.,Whitwood, Adrian C.,Fairlamb, Ian J. S.
supporting information, p. 3052 - 3054 (2014/03/21)
A Pd-mediated direct C-H bond functionalisation of tryptophan has been developed, both as a single amino acid residue and within peptides. Important mechanistic insight into this process has been gained by characterising a Pd catalytically competent nanoparticle phase which evolves during the early stages of reaction. The Royal Society of Chemistry.
