Pathway engineered enzymatic de novo purine nucleotide synthesis

ACS Chem Biol. 2008 Aug 15;3(8):499-511. doi: 10.1021/cb800066p.

Abstract

A general method for isotopic labeling of the purine base moiety of nucleotides and RNA has been developed through biochemical pathway engineering in vitro. A synthetic scheme was designed and implemented utilizing recombinant enzymes from the pentose phosphate and de novo purine synthesis pathways, with regeneration of folate, aspartate, glutamine, ATP, and NADPH cofactors, in a single-pot reaction. Syntheses proceeded quickly and efficiently in comparison to chemical methods with isolated yields up to 66% for 13C-, 15N-enriched ATP and GTP. The scheme is robust and flexible, requiring only serine, NH4+, glucose, and CO2 as stoichiometric precursors in labeled form. Using this approach, U-13C- GTP, U-13C, 15N- GTP, 13C 2,8- ATP, and U-15N- GTP were synthesized on a millimole scale, and the utility of the isotope labeling is illustrated in NMR spectra of HIV-2 transactivation region RNA containing 13C 2,8-adenosine and 15N 1,3,7,9,2-guanosine. Pathway engineering in vitro permits complex synthetic cascades to be effected, expanding the applicability of enzymatic synthesis.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Adenosine Triphosphate / chemical synthesis
  • Adenosine Triphosphate / chemistry
  • Carbon Isotopes
  • Chromatography, High Pressure Liquid
  • Cloning, Molecular
  • Enzymes / chemistry*
  • Enzymes / genetics
  • Escherichia coli / enzymology
  • Escherichia coli / genetics
  • Guanosine Triphosphate / chemical synthesis
  • Guanosine Triphosphate / chemistry
  • Molecular Structure
  • Nitrogen Isotopes
  • Plasmids
  • Protein Engineering
  • Purine Nucleotides / chemical synthesis*
  • Purine Nucleotides / chemistry
  • RNA / chemistry
  • Substrate Specificity

Substances

  • Carbon Isotopes
  • Enzymes
  • Nitrogen Isotopes
  • Purine Nucleotides
  • RNA
  • Guanosine Triphosphate
  • Adenosine Triphosphate