Role of Cys-298 in specific recognition of glutathione by aldose reductase

J Biomol Struct Dyn. 2022 Sep;40(15):6880-6888. doi: 10.1080/07391102.2021.1891138. Epub 2021 Feb 25.

Abstract

Aldose reductase (AR) is an NADPH-dependent oxidoreductase that is well-studied for its role in Diabetes Mellitus. Glutathione conjugated aldehydes are efficiently catalysed by AR. We have employed molecular dynamics simulations to investigate the dynamics of a glutathione analog, γ-glutamyl-S-(1,2-di-carboxyethyl)-cysteinyl-glycine (DCEG), into the binding pocket of AR. Study revealed that backbone nitrogens of Ala-299 and Leu-300 form a tiny pocket gated by thiol group of Cys-298. The glycine moiety of DCEG was able to displace the thiol group of Cys-298 to make hydrogen bond interactions with backbone of Ala-299, Leu-300, and Leu-301. This study provides the details of the dynamic interactions of DCEG in the binding pocket of AR, and shall aid in the design/discovery of differential inhibitors against AR.Communicated by Ramaswamy H. Sarma.

Keywords: Aldose reductase; diabetes; glutathione; molecular dynamics; polyol pathway.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehyde Reductase* / chemistry
  • Aldehydes / chemistry
  • Aldehydes / metabolism
  • Glutathione* / metabolism
  • Models, Molecular
  • Sulfhydryl Compounds

Substances

  • Aldehydes
  • Sulfhydryl Compounds
  • Aldehyde Reductase
  • Glutathione