Determination of peptide hydrophobicity parameters by reversed-phase high-performance liquid chromatography.
The log kw values of fourteen potential fibrinogen receptor antagonist peptides (RGDX) determined by reversed-phase HPLC were correlated to hydrophobic parameters of the amino acid side-chain log P in position X of the tetrapeptides. Comparing the polymer columns with LiChrosorb RP-8, the correlation coefficient using a polyethylene column is higher (0.94) than that for RP-8 (0.88), which demonstrates the importance of a homogeneous hydrophobic surface and makes this method very suitable for the determination of the overall hydrophobicity of shorter peptides. The hydrophobicity parameters log kw of the RGDX peptides (-1.15 to 2.19) were used to investigate the influence of molecular parameters of X on the potency of RGDX in inhibiting platelet aggregation. The results confirm the importance of hydrophobicity for the contribution of X to the biological activity of RGDX.
Rothemund
S
S
Institute of Molecular Pharmacology, Berlin Germany.
Krause
E
E
Ehrlich
A
A
Bienert
M
M
Glusa
E
E
Verhallen
P
P
D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000737:chemistry*; D013329:Structure-Activity Relationship
D000596:Amino Acids; D009842:Oligopeptides