Derivatives of S-9-fluorenylmethyl-L-cysteine.
The 9-fluorenylmethyl (Fm) group was examined with respect to its potential for blocking the sulfhydryl function. The S-Fm group is resistant to acids and to catalytic hydrogenation but is cleaved by ammonia in methanol or by organic bases, such as a 20% solution of piperidine in dimethylformamide. Synthesis of N-tert.-butyloxycarbonyl-S-9-fluorenylmethyl-L-cysteine p-nitrophenyl ester and of cysteinyl peptides protected with the S-Fm group are described.
D003545:Cysteine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D005449:Fluorenes / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D009904:Optical Rotation; D010455:Peptides / Q000138:chemical synthesis*
D005449:Fluorenes; D007202:Indicators and Reagents; D010455:Peptides; C036783:N-tert-butyloxycarbonyl-S-9-fluorenylmethylcysteine 4-nitrophenyl ester; D003545:Cysteine