Facile enzymatic synthesis of base J-containing oligodeoxyribonucleotides and an analysis of the impact of base J on DNA replication in cells

PLoS One. 2014 Jul 25;9(7):e103335. doi: 10.1371/journal.pone.0103335. eCollection 2014.

Abstract

We reported here the use of T4 bacteriophage β-glucosyltransferase (T4 β-GT) for the facile synthesis of base J-containing oligodeoxyribonucleotides (ODNs). We found that the enzyme could catalyze the glucosylation of 5-hydroxymethyl-2-deoxyuridine (5hmU) in both single- and double-stranded ODNs, though the latter reaction occurred only when 5hmU was mispaired with a guanine. In addition, base J blocked moderately DNA replication, but it did not induce mutations during replication in human cells.

Publication types

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

MeSH terms

  • Bacteriophage T4 / enzymology
  • Biocatalysis
  • DNA Replication / drug effects*
  • Glucosides / chemistry*
  • Glucosides / pharmacology
  • Glucosyltransferases / chemistry*
  • HEK293 Cells
  • Humans
  • Oligodeoxyribonucleotides / chemical synthesis*
  • Oligodeoxyribonucleotides / chemistry
  • Uracil / analogs & derivatives*
  • Uracil / chemistry
  • Uracil / pharmacology
  • Viral Proteins / chemistry

Substances

  • Glucosides
  • Oligodeoxyribonucleotides
  • Viral Proteins
  • 5-((glucopyranosyloxy)methyl)uracil
  • Uracil
  • Glucosyltransferases