Enzymatic synthesis of 2'-ara and 2'-deoxy analogues of c-di-GMP

Nucleosides Nucleotides Nucleic Acids. 2015;34(6):416-23. doi: 10.1080/15257770.2015.1006775.

Abstract

The substrate specificity of recombinant full-length diguanylate cyclase (DGC) of Thermotoga maritima with mutant allosteric site was investigated. It has been originally shown that the enzyme could use GTP closest analogues - 2'-deoxyguanosine-5'-triphosphate (dGTP) and 9-β-D-arabinofuranosyl-guanine-5'-triphosphate (araGTP) as the substrates. The first demonstrations of an enzymatic synthesis of bis-(3'-5')-cyclic dimeric deoxyguanosine monophosphate (c-di-dGMP) and the previously unknown bis-(3'-5')-cyclic dimeric araguanosine monophosphate (c-di-araGMP) using DGC of T. maritima in the form of inclusion bodies have been provided.

Keywords: Bis-(3′-5′)-cyclic dimeric araguanosine monophosphate; bis-(3′-5′)-cyclic dimeric deoxyguanosine monophosphate; diguanylate cyclase; enzymatic synthesis; с-di-GMP derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arabinonucleotides / chemistry*
  • Bacterial Proteins / chemistry*
  • Cyclic GMP / analogs & derivatives*
  • Cyclic GMP / chemical synthesis
  • Cyclic GMP / chemistry
  • Deoxyguanine Nucleotides / chemistry*
  • Escherichia coli Proteins / chemistry*
  • Guanosine Triphosphate / analogs & derivatives*
  • Guanosine Triphosphate / chemistry
  • Phosphorus-Oxygen Lyases / chemistry*
  • Thermotoga maritima / enzymology*

Substances

  • Arabinonucleotides
  • Bacterial Proteins
  • Deoxyguanine Nucleotides
  • Escherichia coli Proteins
  • bis(3',5')-cyclic diguanylic acid
  • 9-beta-D-arabinofuranosylguanosine 5'-triphosphate
  • Guanosine Triphosphate
  • deoxyguanosine triphosphate
  • Phosphorus-Oxygen Lyases
  • diguanylate cyclase
  • Cyclic GMP