RACEMIZATION-FREE SYNTHESIS OF C-TERMINAL CYSTEINE-PEPTIDE USING 2-CHLOROTRITYL RESIN

Authors
FUJIWARA Y AKAJI K KISO Y
Citation
Y. Fujiwara et al., RACEMIZATION-FREE SYNTHESIS OF C-TERMINAL CYSTEINE-PEPTIDE USING 2-CHLOROTRITYL RESIN, Chemical and Pharmaceutical Bulletin, 42(3), 1994, pp. 724-726
Citations number
13
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
42
Issue
3
Year of publication
1994
Pages
724 - 726
Database
ISI
SICI code
0009-2363(1994)42:3<724:RSOCCU>2.0.ZU;2-M
Abstract
We investigated the effects of bases, resins, and S-protecting groups on the extent of racemization at the C-terminal cysteine during Fmoc-b ased(Fmoc=fluoren-9-yl-methoxy-carbonyl) solid phase peptide synthesis . The use of 2-chlorotrityl resin was most effective in suppressing th e racemization caused by the base treatment for Fmoc-cleavage. Somatos tatin was successfully synthesized with practically no racemization us ing 2-chlorotrityl resin by Fmoc-chemistry.