Porphyrinmaleimides: towards thiol probes for cysteine residues in proteins.
Porphyrinmaleimides were synthesized and characterized. The thiol-containing amino acid L-cysteine reacted with 58% yield with these porphyrins to form bioconjugate adducts. The new thiol-active reagents were labeled cytoplasmic cysteine 140 and 316 in rhodopsin (Rh), a G protein coupled receptor (GPCR).
Chen
Yihui
Y
Columbia University, Department of Chemistry, New York, New York 10027, USA.
Parr
Timothy
T
Holmes
Andrea E
AE
Nakanishi
Koji
K
D003545:Cysteine / Q000032:analysis* / Q000737:chemistry*; D004591:Electrophoresis, Polyacrylamide Gel; D008027:Light; D008301:Maleimides / Q000138:chemical synthesis* / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*; D012243:Rhodopsin / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D014466:Ultraviolet Rays
D008301:Maleimides; D011166:Porphyrins; D013438:Sulfhydryl Compounds; C043592:maleimide; D012243:Rhodopsin; D003545:Cysteine