Assignment of the absolute configuration of P-chiral 5' mRNA cap analogues containing phosphorothioate moiety

Nucleosides Nucleotides Nucleic Acids. 2007;26(10-12):1301-5. doi: 10.1080/15257770701530632.

Abstract

Enzymatic cleavage of the P-chiral diastereoisomers of the 5' mRNA cap analogue bearing phosphorothioate moiety in alfa position of 5',5'-triphosphate bridge (m(7)Gppp(S)G D1 and D2) was performed by human Decapping Scavenger (DcpS) enzyme. Analysis of the degradation products allowed to estimate the absolute configuration at the asymmetric phosphorus atoms in examined compounds via correlation with the R(P) and S(P) diastereoisomers of guanosine 5'-O-(1-thiodiphosphate) (GDPalphaS).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Endoribonucleases / chemistry*
  • Guanosine Diphosphate / analogs & derivatives
  • Guanosine Diphosphate / analysis
  • Humans
  • Hydrolysis
  • Nucleic Acid Conformation*
  • RNA Cap Analogs / chemistry*
  • RNA Caps / chemistry*
  • Thionucleotides / analysis

Substances

  • RNA Cap Analogs
  • RNA Caps
  • Thionucleotides
  • m(7)GpppsG nucleotide
  • Guanosine Diphosphate
  • guanosine 5'-O-(1-thiodiphosphate)
  • Endoribonucleases
  • DcpS protein, human