Amino acid side chain descriptors for quantitative structure-activity relationship studies of peptide analogues.
This report describes a new set of amino acid side chain descriptors, the isotropic surface area (ISA), and the electronic charge index (ECI) relevant to peptide quantitative structure--activity relationship (QSAR) studies. These features are derived from optimized three-dimensional structures of the natural and unnatural amino acids. Since the descriptors are derived considering side chain three-dimensional structure, 3D-QSARs result. Using the method of partial least squares, 3D-QSARs of peptide sets were developed. A comparison of the results to those obtained with the principal properties or z-scales shows that the ISA and ECI are comparable for parameterizing the structural variability of the peptide series and represent an interesting alternative.
Collantes
E R
ER
Department of Medicinal Chemistry & Pharmacognosy, University of Illinois at Chicago 60612, USA.
Dunn
W J
WJ
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry*; D001920:Bradykinin / Q000494:pharmacology; D004563:Electrochemistry; D008969:Molecular Sequence Data; D010455:Peptides / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013649:Taste / Q000187:drug effects
D000596:Amino Acids; D010455:Peptides; D001920:Bradykinin