113311-35-6Relevant articles and documents
Oxidative phenol coupling - Tyrosine dimers and libraries containing tyrosyl peptide dimers
Eickhoff, Holger,Jung, Günther,Rieker, Anton
, p. 353 - 364 (2007/10/03)
The principles of phenol oxidation are outlined and summarized. Various procedures were used to dimerize tyrosine derivatives, especially linear tripeptides and cyclohexapeptides, via cross-linking of their phenolic side-chains. The coupling was performed by potassium hexacyanoferrate(III), phenyliodine(III)-bis(trifluoroacetate), vanadium(V)-oxyfluoride or horseradish peroxidase. The individual dityrosine and isodityrosine derivatives obtained in preparative scale, as well as the peptide-dimer libraries generated, were characterized by HPLC and electrospray ionization mass spectrometry. Further analyses were carried out by NMR spectroscopy, fluorescence spectroscopy and gas chromatography.
FACILE CHEMICAL SYTHESIS OF S,S-ISODITYROSINE, A NATURALLY-OCCURRING CROSS-LINKING AMINO ACID
Jung, Michael E.,Jachiet, Denis,Rohloff, John C.
, p. 4211 - 4214 (2007/10/02)
Ullmann coupling of the two protected S-tyrosine derivatives 6 and 9 afforded the protected isodityrosine 10 which was converted into the natural bis-amino acid S,S-isodityrosine 1 in good yield.