C-Terminal Acetylene Derivatized Peptides via Silyl-Based Alkyne Immobilization
Martin Strack , Nils Metzler-Nolte , and H. Bauke Albada
Org. Lett., Article ASAP
DOI: 10.1021/ol401332r
Publication Date (Web): June 4, 2013
Copyright © 2013 American Chemical Society

A new Silyl-based Alkyne Modifying (SAM)-linker for the synthesis of C-terminal acetylene-derivatized peptides is reported. The broad scope of this SAM2-linker is illustrated by manual synthesis of peptides that are side-chain protected, fully deprotected, and disulfide-bridged. Synthesis of a 14-meric (KLAKLAK)2 derivative by microwave-assisted automated SPPS and a one-pot cleavage click procedure yielding protected 1,2,3-triazole peptide conjugates are also described.