Paper Info
Title
Chemoinformatic Analysis of a Supertargeted Combinatorial Library of Styryl Molecules.
Abstract
Styryl dyes are fluorescent, lipophilic cations that have been used as specific labeling probes of mitochondria in living cells. For specific applications such as epifluorescence microscopy or flow cytometry, it is often desirable to synthesize fluorescent derivatives with optimized excitation, emission, and localization properties. Here, we present a chemoinformatic strategy suitable for multiparameter analysis of a combinatorial library of styryl molecules supertargeted to mitochondria. The strategy is based on a simple additive model relating the spectral and subcellular localization characteristics of styryl compounds to the two chemical building blocks that are used to synthesize the molecules. Using a cross-validation approach, the additive model predicts with a high degree of confidence the subcellular localization and spectral properties of the styryl product, from numerical scores that are independently associated with the individual building blocks of the molecule. The fit of the data indicates that more complex, nonadditive interactions between the two building blocks play a minor role in determining the molecule's optical or biological properties. Moreover, the observed additive relationship allows mechanistic inferences to be made regarding the structure-property relationship observed for this particular class of molecules. It points to testable, mechanistic hypotheses about bow chemical structure, fluorescence, and localization properties are related.
Year
DOI
Venue
2003
10.1021/ci0341215
JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES
DocType
Volume
Issue
Journal
43
6
ISSN
Citations 
PageRank 
0095-2338
3
0.88
References 
Authors
0
4
Name
Order
Citations
PageRank
Kerby Shedden113417.42
Julie Brumer230.88
Young Tae Chang330.88
Gustavo R. Rosania4102.58