FMOC-BASED SOLID-PHASE PEPTIDE-SYNTHESIS USING DPR(PHOC) LINKER - SYNTHESIS OF A C-TERMINAL PROLINE PEPTIDE

Authors
SOLA R MERY J PASCAL R
Citation
R. Sola et al., FMOC-BASED SOLID-PHASE PEPTIDE-SYNTHESIS USING DPR(PHOC) LINKER - SYNTHESIS OF A C-TERMINAL PROLINE PEPTIDE, Tetrahedron letters, 37(51), 1996, pp. 9195-9198
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
51
Year of publication
1996
Pages
9195 - 9198
Database
ISI
SICI code
0040-4039(1996)37:51<9195:FSPUDL>2.0.ZU;2-7
Abstract
Cyclic acylurea readily formed from Dpr(Phoc) linker was shown to prov ide linkage that is fully compatible with standard Fmoc-based solid-ph ase peptide synthesis protocols. The utility of this linkage was check ed during Tyr-Asp-Pro-Ala-(Pro)(6)-OH synthesis which is very prone to diketopiperazine formation at the dipeptide stage. This side-reaction was avoided by maintaining the Dpr(Phoc) linker until the tripeptide stage, while piperidine had to be temporary replaced with morpholine a s reagent for Fmoc group removal. Copyright (C) 1996 Published by Else vier Science Ltd