Peptide QSAR on substance P analogues, enkephalins and bradykinins containing L- and D-amino acids.
Peptide QSARs are constructed for substance P analogues, enkephalins (two examples) and bradykinins containing both L- and D-amino acids. As descriptors in the QSARs, the previously developed descriptors z1 (hydrophobicity), z2 (bulk) and z3 (electronic effect) are used together with a qualitative variable coding for variation in chirality. Two parametrizations of the peptide sequences are tested. In the first no chiral description is used at all, and in the second chirality is described by the qualitative variable. It is concluded that for the current series of peptides, the biological response to variation in amino acid sequence and chirality can be modelled.
Department of Organic Chemistry, University of Umeå, Sweden.
L
L
Eriksson
J
J
Jonsson
S
S
Hellberg
F
F
Lindgren
B
B
Skagerberg
M
M
Sjöström
S
S
Wold
D000595:Amino Acid Sequence; D000818:Animals; D001920:Bradykinin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D004745:Enkephalins / Q000494:pharmacology*; D005260:Female; D006168:Guinea Pigs; D007082:Ileum / Q000187:drug effects; D008297:Male; D051379:Mice; D008969:Molecular Sequence Data; D051381:Rats; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013373:Substance P / Q000037:antagonists & inhibitors* / Q000494:pharmacology; D014599:Uterus / Q000187:drug effects; D014649:Vas Deferens / Q000187:drug effects
D004745:Enkephalins; D013373:Substance P; D001920:Bradykinin