Details
| Original language | English |
|---|---|
| Pages (from-to) | 1751-1762 |
| Number of pages | 12 |
| Journal | Journal of Chemical Information and Modeling |
| Volume | 46 |
| Issue number | 4 |
| Early online date | 16 Jun 2006 |
| Publication status | Published - 1 Jul 2006 |
Abstract
Auxins are defined mainly by a set of physiological actions, but the structure-effect relationship still is based on chemical intuition. Currently a well-defined auxin molecular structure is not available. The existence of different auxin binding proteins and mechanisms of auxin action, the wide diversity of the auxin molecules, and the pleiotropic effects of auxin imply a completely different mechanism as described for the animal hormone concept. Here, we present a computational approach dealing with semiempirical optimizations of the auxin molecules themselves, which represent a number of about 250 different chemical structures. Our approach uses molecular quantum similarity measures and additional quantum variables for the analysis of auxin-like molecules. The finding of similarities in molecules by focusing basically on their electron structure results in new insights in the relationship of the different auxin groups. Additional statistical analysis allows the identification of relationships between similarity groups and their biological activity, respectively. It is postulated that the auxin-like molecular recognition depends more on specific molecular assembling states than on a specific ring system or side chain.
ASJC Scopus subject areas
- Chemistry(all)
- General Chemistry
- Chemical Engineering(all)
- General Chemical Engineering
- Computer Science(all)
- Computer Science Applications
- Social Sciences(all)
- Library and Information Sciences
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In: Journal of Chemical Information and Modeling, Vol. 46, No. 4, 01.07.2006, p. 1751-1762.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Coulomb and Overlap Self-Similarities
T2 - A Comparative Selectivity Analysis of Structure-Function Relationships for Auxin-like Molecules
AU - Ferro, Noel
AU - Gallegos, Ana
AU - Bultinck, Patrick
AU - Jacobsen, Hans Jörg
AU - Carbó-Dorca, Ramón
AU - Reinard, Thomas
N1 - Funding Information: This work was supported by a grant from the DeutscheAkademischer Austauschdienst (DAAD) to Noel Ferro andalso by continuous support from the National Fund forScientific Research in Flanders, Belgium (FWO-Vlaanderen).
PY - 2006/7/1
Y1 - 2006/7/1
N2 - Auxins are defined mainly by a set of physiological actions, but the structure-effect relationship still is based on chemical intuition. Currently a well-defined auxin molecular structure is not available. The existence of different auxin binding proteins and mechanisms of auxin action, the wide diversity of the auxin molecules, and the pleiotropic effects of auxin imply a completely different mechanism as described for the animal hormone concept. Here, we present a computational approach dealing with semiempirical optimizations of the auxin molecules themselves, which represent a number of about 250 different chemical structures. Our approach uses molecular quantum similarity measures and additional quantum variables for the analysis of auxin-like molecules. The finding of similarities in molecules by focusing basically on their electron structure results in new insights in the relationship of the different auxin groups. Additional statistical analysis allows the identification of relationships between similarity groups and their biological activity, respectively. It is postulated that the auxin-like molecular recognition depends more on specific molecular assembling states than on a specific ring system or side chain.
AB - Auxins are defined mainly by a set of physiological actions, but the structure-effect relationship still is based on chemical intuition. Currently a well-defined auxin molecular structure is not available. The existence of different auxin binding proteins and mechanisms of auxin action, the wide diversity of the auxin molecules, and the pleiotropic effects of auxin imply a completely different mechanism as described for the animal hormone concept. Here, we present a computational approach dealing with semiempirical optimizations of the auxin molecules themselves, which represent a number of about 250 different chemical structures. Our approach uses molecular quantum similarity measures and additional quantum variables for the analysis of auxin-like molecules. The finding of similarities in molecules by focusing basically on their electron structure results in new insights in the relationship of the different auxin groups. Additional statistical analysis allows the identification of relationships between similarity groups and their biological activity, respectively. It is postulated that the auxin-like molecular recognition depends more on specific molecular assembling states than on a specific ring system or side chain.
UR - http://www.scopus.com/inward/record.url?scp=33746867520&partnerID=8YFLogxK
U2 - 10.1021/ci050491c
DO - 10.1021/ci050491c
M3 - Article
C2 - 16859307
AN - SCOPUS:33746867520
VL - 46
SP - 1751
EP - 1762
JO - Journal of Chemical Information and Modeling
JF - Journal of Chemical Information and Modeling
SN - 1549-9596
IS - 4
ER -