Phase change during peptide synthesis. Application of Fmoc-Rink Amide Linker on 2-Chlorotrityl Resin

Athanassopoulos, Panagiotis; Barlos, Kleomenis; Hatzi, Olga; Gatos, Dimitrios; Tzavara, Chryssoula.

Editor(s): Epton, Roger. Innovation and Perspectives in Solid Phase Synthesis & Combinatorial Libraries: Peptides, Proteins and Nucleic Acids - Small Molecule Organic Chemical Diversity,Collected Papers, International Symposium, 4th, Edinburgh, Sept. 12-16, 1995 (1996), Meeting Date 1995, 243-246. Publisher: Mayflower Scientific, Birmingham, UK CODEN: 64ONA9 Conference written in English. CAN 127:66159 AN 1997:412383 CAPLUS (Copyright 2003 ACS)

Abstract: A symposium report. Protected peptides were synthesized using 9-fluorenylmethoxycarbonyl (Fmoc) amino acids and the acid labile 2-chlorotrityl and the multidetachable 2-chlorotrityl-Rink-linker resins. After their cleavage from the resins, the obtained peptides were esterified in solution with 2-chlorotrityl chloride and DIEA. The obtained esters, were deprotected at the N-terminal function, condensed to larger peptides and reesterified on the resin after the selective removal of the chlorotrityl function. In cases where mixtures of protected peptides were used for the esterification with the trityl-resin, a competition was observed among them for the occupation of the most favourable positions of the resin. Mixtures of protected peptides were also used in fragment condensations in order to evaluate the best possible conditions for the preparation of long-chain peptide libraries.