Acid-labile Cys-protecting groups for the Fmoc/tBu strategy: filling the gap.
To address the existing gap in the current set of acid-labile Cys-protecting groups for the Fmoc/tBu strategy, diverse Fmoc-Cys(PG)-OH derivatives were prepared and incorporated into a model tripeptide to study their stability against TFA. S-Dpm proved to be compatible with the commonly used S-Trt group and was applied for the regioselecive construction of disulfide bonds.
Institute for Research in Biomedicine, 08028-Barcelona, Spain.
Miriam
M
Góngora-Benítez
Lorena
L
Mendive-Tapia
Iván
I
Ramos-Tomillero
Arjen C
AC
Breman
Judit
J
Tulla-Puche
Fernando
F
Albericio
D000596:Amino Acids / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D003545:Cysteine / Q000031:analogs & derivatives / Q000737:chemistry*; D005449:Fluorenes / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry
D000596:Amino Acids; D005449:Fluorenes; D010455:Peptides; D003545:Cysteine