Efficient conversion to Cypridina luciferin from Cypridina luciferyl sulfate, coupled with enzymatic sulfation of acetic acid

Biochem Biophys Res Commun. 2020 Aug 27;529(3):678-684. doi: 10.1016/j.bbrc.2020.05.167. Epub 2020 Jul 18.

Abstract

In Cypridina (Vargula) hilgendorfii, Cypridina luciferin is converted from Cypridina luciferyl sulfate by a sulfotransferase with adenosine 3', 5'-diphosphate (PAP), and is used for the luminescence reaction of Cypridina luciferase. We found that the luminescence activity of crude extracts of C. hilgendorfii was significantly stimulated by the addition of acetic acid. This stimulation may be explained by an efficient supply of PAP from 3'-phosphoadenosine 5'-phosphosulfate (PAPS) catalyzed by a sulfotransferase. Thus, acetic acid acts as a sulfate acceptor from PAPS, followed by forming acetyl sulfate and PAP. The structure of acetyl sulfate was identified using mass spectrometry and it spontaneously decomposed to acetic acid and free sulfate ion in aqueous solutions. This enzymatic conversion from Cypridina luciferyl sulfate to Cypridina luciferin could be coupled with acetic acid and PAPS by a sulfotransferase.

Keywords: Acetyl sulfate; PAPS; Phosphoric acid; Sulfate ion; Sulfate mass ion; Sulfotransferase.

MeSH terms

  • Acetic Acid / chemistry
  • Animals
  • Crustacea / chemistry
  • Crustacea / enzymology*
  • Imidazoles / chemistry*
  • Luciferases / chemistry*
  • Luminescence
  • Luminescent Agents / chemistry*
  • Luminescent Measurements
  • Pyrazines / chemistry*
  • Sulfates / chemistry*
  • Sulfotransferases / chemistry

Substances

  • Imidazoles
  • Luminescent Agents
  • Pyrazines
  • Sulfates
  • luciferase, cypridina
  • luciferyl sulfate
  • Luciferases
  • Sulfotransferases
  • Acetic Acid