Studies toward the site specific incorporation of sugars into proteins: Synthesis of glycosylated aminoacyl-tRNAs

Nour Eddine Fahmi, Serguei Golovine, Bixun Wang, Sidney M. Hecht

Research output: Contribution to journalArticle

17 Scopus citations

Abstract

A series of glycosylated serine derivatives was synthesized from peracetylated sugars and Fmoc-protected serine; these were chemically esterified with the tris-(tetrabutylammonium) salt of pdCpA. The fully protected and deprotected glycosylated aminoacyl pdCpAs were ligated enzymatically to an abbreviated tRNA (tRNA-COH) to provide the title compounds that are key intermediates in the elaboration of glycoproteins using readthrough of a nonsense codon.

Original languageEnglish (US)
Pages (from-to)149-164
Number of pages16
JournalCarbohydrate Research
Volume330
Issue number2
DOIs
StatePublished - Jan 30 2001
Externally publishedYes

Keywords

  • Glycoprotein
  • Monosaccharide
  • S-serine
  • Site-specific glycosylation
  • Transfer RNA

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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