Crystal structure of a phosphonotripeptide K-26 in complex with angiotensin converting enzyme homologue (AnCE) from Drosophila melanogaster

Biochem Biophys Res Commun. 2010 Jul 30;398(3):532-6. doi: 10.1016/j.bbrc.2010.06.113. Epub 2010 Jul 1.

Abstract

Angiotensin-I converting enzyme (ACE, a zinc dependent dipeptidyl carboxypeptidase) is a major target of drugs due to its role in the modulation of blood pressure and cardiovascular disorders. Here we present a crystal structure of AnCE (an ACE homologue from Drosophila melanogaster with a single enzymatic domain) in complex with a natural product-phosphonotripeptide, K-26 at 1.96A resolution. The inhibitor binds exclusively in the S(1) and S(2) binding pockets of AnCE (coordinating the zinc ion) through ionic and hydrogen bond interactions. A detailed structural comparison of AnCE.K-26 complex with individual domains of human somatic ACE provides useful information for further exploration of ACE inhibitor pharmacophores involving phosphonic acids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Angiotensin-Converting Enzyme Inhibitors / chemistry*
  • Angiotensin-Converting Enzyme Inhibitors / pharmacology
  • Animals
  • Crystallography, X-Ray
  • Drosophila Proteins / antagonists & inhibitors
  • Drosophila Proteins / chemistry*
  • Drosophila melanogaster
  • Humans
  • Metalloendopeptidases / antagonists & inhibitors
  • Metalloendopeptidases / chemistry*
  • Oligopeptides / chemistry*
  • Oligopeptides / pharmacology
  • Peptidyl-Dipeptidase A / chemistry
  • Protein Structure, Tertiary

Substances

  • Angiotensin-Converting Enzyme Inhibitors
  • Drosophila Proteins
  • Oligopeptides
  • tripeptide K-26
  • Ance protein, Drosophila
  • ACE protein, human
  • Peptidyl-Dipeptidase A
  • Metalloendopeptidases