Synthesis of pdCpAs and transfer RNAs activated with thiothreonine and derivatives

Shengxi Chen, Nour Eddine Fahmi, Ryan C Nangreave, Youcef Mehellou, Sidney M Hecht

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)


N,S-diprotected L-thiothreonine and L-allo-thiothreonine derivatives were synthesized using a novel chemical strategy, and used for esterification of the dinucleotide pdCpA. The aminoacylated dinucleotides were then employed for the preparation of activated suppressor tRNA(CUA) transcripts. Thiothreonine and allo-thiothreonine were incorporated into a predetermined position of a catalytically competent dihydrofolate reductase (DHFR) analogue lacking cysteine, and the elaborated proteins were derivatized site-specifically at the thiothreonine residue with a fluorophore.
Original languageEnglish
Pages (from-to)2679-89
Number of pages11
JournalBioorganic & Medicinal Chemistry
Issue number8
Publication statusPublished - 15 Apr 2012

Bibliographical note

Copyright © 2012. Published by Elsevier Ltd.


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