Solid-Phase Synthesis of Oligoester Ion Channels

A simple synthesis of oligoesters from TBDMS-protected-β- and THP-protected-ω-hydroxycarboxylic acids using a solid-phase synthesis protocol is reported. Procedures were optimized for the efficient production of ion channel candidates in high purity with minimal purification. The product oligoesters...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2006-10, Vol.71 (22), p.8545-8551
Main Authors: Fyles, Thomas M, Hu, Chi-Wei, Luong, Horace
Format: Article
Language:English
Subjects:
Chemistry
Combinatorial Chemistry Techniques
Esters - chemical synthesis
Esters - chemistry
Exact sciences and technology
Fluorescent Dyes - chemistry
Ion Exchange
Molecular Structure
Organic chemistry
Spectrometry, Fluorescence
Unilamellar Liposomes - chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A simple synthesis of oligoesters from TBDMS-protected-β- and THP-protected-ω-hydroxycarboxylic acids using a solid-phase synthesis protocol is reported. Procedures were optimized for the efficient production of ion channel candidates in high purity with minimal purification. The product oligoesters were evaluated for ion transport activity using a fluorescent dye/vesicle assay. Oligoesters produced by this strategy show structure-dependent activity; the most active compounds are closely comparable to previously known oligoesters, but are available at a fraction of the synthetic effort.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo0615753