The development of the 2-(4-trifluoromethylphenylsulfonyl)ethoxycarbonyl (Tsc) function, a novel base-sensitive amino-protecting group, and its application to the preparation of DNA-binding polyamides are described. Pyrrole-imidazole polyamides were synthesized by an efficient solid-phase method under conditions compatible with Fmoc chemistry using two Tsc-protected amino acids, Tsc-Py-OH 1a and Tsc-Im-OH 1b.
Bibliographical noteFunding Information:
This work was financially supported by the Basic Research (Grant No. 981-0302-009-2) and CRM programs from KOSEF. Fellowship support from the BK21 program (J.S.C., Y.L., E.K.) is gratefully acknowledged.
Copyright 2008 Elsevier B.V., All rights reserved.
- Amino acid
- Amino protecting group
- Tsc group
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry