Conformational analysis of phorbol esters at a simulated membrane/water interface.

Carcinogens; Membranes, Artificial; Phorbol Esters; Phorbols; Water; Models, Biological; Molecular Conformation; Structure-Activity Relationship; Conformational analysis; Phorbol ester; Biophysics; Biochemistry; Organic Chemistry

Abstract :

[en] The conformation at a simulated membrane/water interface of four distinct phorbol esters, selected for their vastly different tumor-promoting potency, was predicted by a modification of the usual computing approach for the conformational analysis of macromolecules. In the modified procedure, the transfer energy of each part of the molecule in either a hydrophobic or hydrophilic domain was taken into account in order to define the orientation of the molecule at the simulated interface. The results of this study are compatible with known tensioactive properties of these phorbol esters, and may help to explain differences in their biological potency by the relative facility of their insertion in lipid bilayers.

Disciplines :

Biochemistry, biophysics & molecular biology

Author, co-author :

Deleers, M; Laboratories of Experimental Medicine Brussels University, Brussels, Belgium

Brasseur, Robert ; Laboratories of Physical Chemistry of Macromolecules at Interfaces, Brussels University, Brussels, Belgium

Ruysschaert, J M; Laboratories of Physical Chemistry of Macromolecules at Interfaces, Brussels University, Brussels, Belgium

Malaisse, W J; Laboratories of Experimental Medicine Brussels University, Brussels, Belgium

Language :

English

Title :

Conformational analysis of phorbol esters at a simulated membrane/water interface.

Publication date :

June 1983

Journal title :

Biophysical Chemistry

ISSN :

0301-4622

Publisher :

Elsevier BV, Netherlands

Volume :

Issue :

Pages :

313 - 319

Peer reviewed :

Peer Reviewed verified by ORBi

Additional URL :

https://api.elsevier.com/content/article/PII:0301462283800167?httpAccept=text/xml

Funding text :

The authors are grateful to Mrs. C. Demesmaeker for secretarial help. This work was supported in part by a grant from the Belgian Ministry of Scientific Policy.

Available on ORBi :

since 08 February 2024

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