The missing link in COS metabolism: a model study on the reactivation of carbonic anhydrase from its hydrosulfide analogue

Chembiochem. 2007 Mar 26;8(5):530-6. doi: 10.1002/cbic.200600436.

Abstract

Carbonic anhydrase (CA) is known to react with carbonyl sulfide, an atmospheric trace gas, whereby H(2)S is formed. It has been shown that, in the course of this reaction, the active catalyst, the His(3)ZnOH structural motif, is converted to its hydrosulfide form: His(3)ZnOH+COS-->His(3)ZnSH+CO(2). In this study, we elucidate the mechanism of reactivation of carbonic anhydrase (CA) from its hydrosulfide analogue by using density functional calculations, a model reaction and in vivo experimental investigation. The desulfuration occurs according to the overall equation His(3)ZnSH+H(2)O right harpoon over left harpoon His(3)ZnOH+H(2)S. The initial step is a protonation equilibrium at the zinc-bound hydrosulfide. The hydrogen sulfide ligand thus formed is then replaced by a water molecule, which is subsequently deprotonated to yield the reactivated catalytic centre of CA. Such a mechanism is thought to enable a plant cell to expel H(2)S or rapidly metabolise it to cysteine via the cysteine synthase complex. The proposed mechanism of desulfuration of the hydrosulfide analogue of CA can thus be regarded as the missing link between COS consumption of plants and their sulfur metabolism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biochemistry / methods*
  • Carbonic Anhydrases / chemistry*
  • Dose-Response Relationship, Drug
  • Hydrogen Sulfide / chemistry*
  • Hydrogen-Ion Concentration
  • Hydrolysis
  • Models, Chemical
  • Models, Molecular
  • Normal Distribution
  • Software
  • Sulfur Oxides / chemistry
  • Thermodynamics
  • Zinc / chemistry

Substances

  • Sulfur Oxides
  • carbonyl sulfide
  • Carbonic Anhydrases
  • Zinc
  • Hydrogen Sulfide