A novel oligodeoxynucleotide inhibitor of thrombin. I. In vitro metabolic stability in plasma and serum

Pharm Res. 1995 Dec;12(12):1937-42. doi: 10.1023/a:1016243923195.

Abstract

Purpose: To determine the degradation rates and pathways of GS-522, a potent oligodeoxynucleotide (GGTTGGTGTGGTTGG) inhibitor of thrombin, in serum and plasma.

Methods: A stability-indicating, anion-exchange HPLC method was developed and used to determine concentrations of GS-522 and metabolites.

Results: In monkey plasma at 2 microM or below, the degradation of GS-522 can be fit to a first-order exponential with a kpobs approximately 0.01 min-1. At 3 microM and above the degradation process deviates from a monoexponential decay profile. An initial fast degradation process is followed by a slower phase with an observed rate constant equal to that observed at 2 microM and below. In monkey serum, the KM and Vmax are 8.4 microM and 0.87 microM min-1, respectively.

Conclusions: The kinetics are consistent with an equilibrium binding of GS-522 to prothrombin in plasma (Kd = 50 nM) which saturates at GS-522 concentrations > 2 microM. Compared to a scrambled sequence (GGTGGTGGTTGTGGT), with no defined tertiary structure, GS-522 is 4-fold more stable in serum. The metabolic profile in plasma is consistent with a 3'-exonuclease catalyzed hydrolysis of GS-522.

MeSH terms

  • Aptamers, Nucleotide
  • Base Sequence
  • Dose-Response Relationship, Drug
  • Drug Stability*
  • Humans
  • In Vitro Techniques
  • Molecular Sequence Data
  • Oligonucleotides / metabolism*
  • Oligonucleotides / pharmacology*
  • Pharmaceutical Preparations / metabolism*
  • Thrombin / drug effects*

Substances

  • Aptamers, Nucleotide
  • Oligonucleotides
  • Pharmaceutical Preparations
  • thrombin aptamer
  • Thrombin