RACEMIZATION STUDIES OF FMOC-CYS-(TRT)-OH DURING STEPWISE FMOC-SOLID PHASE PEPTIDE-SYNTHESIS

Authors
KAISER T NICHOLSON GJ KOHLBAU HJ VOELTER W
Citation
T. Kaiser et al., RACEMIZATION STUDIES OF FMOC-CYS-(TRT)-OH DURING STEPWISE FMOC-SOLID PHASE PEPTIDE-SYNTHESIS, Tetrahedron letters, 37(8), 1996, pp. 1187-1190
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
8
Year of publication
1996
Pages
1187 - 1190
Database
ISI
SICI code
0040-4039(1996)37:8<1187:RSOFDS>2.0.ZU;2-J
Abstract
In conventional stepwise Fmoc solid phase peptide synthesis, diisoprop ylethylamine (DIEA) base-catalyzed acylation methods lead to considera ble amounts of racemization of Fmoc-Cys(Trt) residues during the activ ation/coupling process. The epimerization can be reduced to a negligib le degree, via. a base-free activation step.