Synthesis of pdCpAs and transfer RNAs activated with derivatives of aspartic acid and cysteine

Bioorg Med Chem. 2008 Oct 1;16(19):9023-31. doi: 10.1016/j.bmc.2008.08.036. Epub 2008 Aug 22.

Abstract

Described herein is the preparation of new aminoacylated derivatives of the dinucleotide pdCpA, and of transfer RNAs. The focus of the present work is the synthesis of amino acid analogs related to aspartic acid and cysteine species that have important functional roles in many proteins. The activated aminoacyl-tRNAs prepared can be utilized for the elaboration of proteins containing modified aspartic acid and cysteine derivatives at predetermined sites. Of particular interest is definition of functional group protection strategies that can be used for the preparation of the aminoacylated pdCpAs and tRNAs.

Publication types

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

MeSH terms

  • Aspartic Acid / chemistry*
  • Aspartic Acid / metabolism
  • Cysteine / chemistry*
  • Cysteine / metabolism
  • Dinucleoside Phosphates / chemical synthesis*
  • Dinucleoside Phosphates / metabolism
  • RNA, Transfer / chemical synthesis*
  • RNA, Transfer / metabolism
  • Structure-Activity Relationship
  • Transfer RNA Aminoacylation*

Substances

  • Dinucleoside Phosphates
  • 5'-phospho-2'-deoxyribocytidylylriboadenosine
  • Aspartic Acid
  • RNA, Transfer
  • Cysteine