Structure-selective modification of aromatic side chains with dirhodium metallopeptide catalysts.
The combination of peptide molecular recognition and residue-selective dirhodium catalysis allows modification of aromatic side chains that is selective for coil structures. A rate enhancement of >10(3) relative to nonselective dirhodium modification was observed. The increased reactivity of this approach creates the first selective chemical modification of the phenylalanine residue.
Popp
Brian V
BV
Department of Chemistry, Rice University, MS 60, 6100 Main Street, Houston, Texas 77251, USA.
Ball
Zachary T
ZT
D000595:Amino Acid Sequence; D055162:Biocatalysis; D008958:Models, Molecular; D008969:Molecular Sequence Data; D010455:Peptides / Q000737:chemistry* / Q000378:metabolism*; D010649:Phenylalanine; D011487:Protein Conformation; D012238:Rhodium / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D014443:Tyrosine
D010455:Peptides; D014443:Tyrosine; D010649:Phenylalanine; D012238:Rhodium