| 8500203 |
Yagami T, Shiwa S, Futaki S, Kitagawa K: Evaluation of the final deprotection system for the solid-phase synthesis of Tyr (SO3H)-containing peptides with 9-fluorenylmethyloxycarbonyl (Fmoc)-strategy and its application to the synthesis of cholecystokinin (CCK)-12. Chem Pharm Bull. 1993 Feb;41(2):376-80.
Acidolytic deprotection and cleavage conditions for an acid-labile Tyr (SO3H)-containing peptide were systematically examined with respect to acid, temperature, and scavenger. The 90% aqueous trifluoroacetic acid (TFA)-based reagent systems (90% aqueous TFA/m-cresol and 90% aqueous TFA/m-cresol/2-methylindole) at 4 degrees C were found to minimize the deterioration of Tyr (SO3Na) in the peptide. The latter deprotection/cleavage system was applied to the 9-fluorenylmethyloxycarbonyl (Fmoc)-based solid-phase synthesis of cholecystokinin (CCK)-12 on an acid-labile PAL-linked support (PAL = peptide amide linker), with Fmoc-Tyr (SO3Na)-OH as a building block. |
2(0,0,0,2) |