The crystal structure of monoacylglycerol lipase from M. tuberculosis reveals the basis for specific inhibition

Sci Rep. 2018 Jun 12;8(1):8948. doi: 10.1038/s41598-018-27051-7.

Abstract

Monoacylglycerol lipases (MGLs) are enzymes that hydrolyze monoacylglycerol into a free fatty acid and glycerol. Fatty acids can be used for triacylglycerol synthesis, as energy source, as building blocks for energy storage, and as precursor for membrane phospholipids. In Mycobacterium tuberculosis, fatty acids also serve as precursor for polyketide lipids like mycolic acids, major components of the cellular envelope associated to resistance for drug. We present the crystal structure of the MGL Rv0183 from Mycobacterium tuberculosis (mtbMGL) in open conformation. The structure reveals remarkable similarities with MGL from humans (hMGL) in both, the cap region and the α/β core. Nevertheless, mtbMGL could not be inhibited with JZL-184, a known inhibitor of hMGL. Docking studies provide an explanation why the activity of mtbMGL was not affected by the inhibitor. Our findings suggest that specific inhibition of mtbMGL from Mycobacterium tuberculosis, one of the oldest recognized pathogens, is possible without influencing hMGL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacterial Proteins / antagonists & inhibitors
  • Bacterial Proteins / chemistry
  • Bacterial Proteins / metabolism*
  • Benzodioxoles / chemistry
  • Benzodioxoles / metabolism*
  • Benzodioxoles / pharmacology
  • Crystallography, X-Ray
  • Kinetics
  • Molecular Dynamics Simulation
  • Monoacylglycerol Lipases / antagonists & inhibitors
  • Monoacylglycerol Lipases / chemistry
  • Monoacylglycerol Lipases / metabolism*
  • Monoglycerides / metabolism
  • Mycobacterium tuberculosis / enzymology*
  • Piperidines / chemistry
  • Piperidines / metabolism*
  • Piperidines / pharmacology
  • Protein Binding
  • Protein Conformation
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • Bacterial Proteins
  • Benzodioxoles
  • JZL 184
  • Monoglycerides
  • Piperidines
  • Monoacylglycerol Lipases