Surface plasmon resonance analysis of the binding mechanism of pharmacological and peptidic inhibitors to human somatic angiotensin I-converting enzyme

Biochemistry. 2013 Dec 3;52(48):8722-31. doi: 10.1021/bi4006144. Epub 2013 Nov 19.

Abstract

Somatic angiotensin I-converting enzyme (ACE) possesses two catalytic domains and plays a major role in the regulation of blood pressure, thus representing a therapeutic target for the treatment of hypertension. We present a comprehensive surface plasmon resonance (SPR) study of the interaction of human somatic ACE with the pharmacological inhibitors captopril and lisinopril, the bradykinin potentiating peptide BPP-11b, and the food peptidic inhibitors from bovine αs2-casein, F(174)ALPQYLK(181) and F(174)ALPQY(179). SPR binding curves recorded with the high potency inhibitors captopril, lisinopril, and BPP-11b were evaluated both by regression analysis and by kinetic distribution analysis. The results indicated that captopril and lisinopril bound ACE with two K(D)'s differing by a factor 10-20 and >30, respectively (lowest K(D) = 0.1-0.3 nM for both inhibitors). This shows, for the first time in a direct binding assay with the two-domain enzyme, the existence of two binding modes of the pharmacological inhibitors, presumably with the two ACE domains. The BPP-11b-ACE binding curves were complex but showed a predominant interaction with K(D) in the nanomolar range. The caseinopeptides, known to inhibit ACE with an IC₅₀ of 4.3 μM, bound to ACE with K(D) = 3-4 μM. Mapping of the F(174)ALPQY(179) binding site on ACE by sequential binding studies using captopril or BPP-11b indicated that it bound to (or near) the two active sites of ACE, in agreement with the stoichiometry of 2 determined from data fitting. Our results provide a detailed characterization of ACE-inhibitor binding modes and validate SPR for predicting the inhibitory potential of new compounds.

MeSH terms

  • Angiotensin-Converting Enzyme Inhibitors / chemistry*
  • Animals
  • CHO Cells
  • Captopril / chemistry*
  • Cricetinae
  • Cricetulus
  • Enzymes, Immobilized / chemistry
  • Enzymes, Immobilized / metabolism
  • Humans
  • Lisinopril / chemistry*
  • Oligopeptides / chemistry
  • Peptidyl-Dipeptidase A / chemistry*
  • Protein Binding / drug effects
  • Protein Interaction Mapping
  • Surface Plasmon Resonance

Substances

  • Angiotensin-Converting Enzyme Inhibitors
  • Enzymes, Immobilized
  • Oligopeptides
  • Captopril
  • Lisinopril
  • Peptidyl-Dipeptidase A