Site-specific functionalization of proteins by organopalladium reactions.
A new carbon-carbon bond has been regioselectively introduced into a target position (position 32 or 174) of the Ras protein by two types of organopalladium reactions (Mizoroki-Heck and Sonogashira reactions). Reaction conditions were screened by using a model peptide, and the stability of the Ras protein under the reaction conditions was examined by using the wild-type Ras protein. Finally, the iF-Ras proteins containing a 4-iodo-L-phenylalanine residue were subjected to organopalladium reactions with vinylated or propargylated biotin. Site-specific biotinylations of the Ras protein were confirmed by Western blot and LC-MS/MS.
Kodama
Koichiro
K
Department of Biophysics and Biochemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Fukuzawa
Seketsu
S
Nakayama
Hiroshi
H
Sakamoto
Kensaku
K
Kigawa
Takanori
T
Yabuki
Takashi
T
Matsuda
Natsuko
N
Shirouzu
Mikako
M
Takio
Koji
K
Yokoyama
Shigeyuki
S
Tachibana
Kazuo
K
D013058:Mass Spectrometry; D008958:Models, Molecular; D010165:Palladium / Q000737:chemistry* / Q000378:metabolism*; D017434:Protein Structure, Tertiary; D011506:Proteins / Q000737:chemistry* / Q000235:genetics / Q000378:metabolism*; D013379:Substrate Specificity
D011506:Proteins; D010165:Palladium