Issue 16, 2003
From the journal:

Organic & Biomolecular Chemistry

Synthesis and functional studies of THF–gramicidin hybrid ion channels†

Andrea Vescovi,b   Andrea Knollb  and  Ulrich Koert*a  

* Corresponding authors

a Fachbereich Chemie, Philipps Universität, D-35032 Marburg, Germany
E-mail: koert@chemie.uni-marburg.de
Fax: +49 6421282 5677
Tel: +49 6421 282 6970

b Institut für Chemie, Humboldt-Universität Berlin, Brook-Taylor-Str. 2, D-12489 Berlin, Germany

Abstract

THF–gramicidin hybrids 2–4 with the L-THF amino acid 1 in positions 11 and 12 and compounds 5–8 with the D-THF amino acid ent-1 in positions 10 and 11 were synthesized and their ion channel properties were studied by single-channel-current analysis. The replacement of positions 11 and 12 by the L-THF amino acid 1 gave a strongly reduced channel performance. In contrast, replacement of positions 10 and 11 by the D-THF amino acid ent-1 gave rise to new and interesting channel properties. For the permeability ratios, the ion selectivity shifts from Eisenman I towards Eisenman III selectivity and the channels display ms-dynamics. Most remarkable is the asymmetric compound 8, which inserts selectively into a DPhPC membrane and displays voltage-directed gating dynamics.

Graphical abstract: Synthesis and functional studies of THF–gramicidin hybrid ion channels

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B303249N
Article type
Paper
Submitted
21 Mar 2003
Accepted
23 Jun 2003
First published
11 Jul 2003

Org. Biomol. Chem., 2003,1, 2983-2997

Permissions

Request permissions

Synthesis and functional studies of THF–gramicidin hybrid ion channels

A. Vescovi, A. Knoll and U. Koert, Org. Biomol. Chem., 2003, 1, 2983 DOI: 10.1039/B303249N

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements