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Synthesis of pdCpAs and transfer RNAs activated with thiothreonine and derivatives

Chen, Shengxi, Fahmi, Nour Eddine, Nangreave, Ryan C., Mehellou, Youcef and Hecht, Sidney M. 2012. Synthesis of pdCpAs and transfer RNAs activated with thiothreonine and derivatives. Bioorganic & Medicinal Chemistry 20 (8) , pp. 2679-2689. 10.1016/j.bmc.2012.02.024

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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 tRNACUA 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.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Pharmacy
Subjects: R Medicine > RM Therapeutics. Pharmacology
Uncontrolled Keywords: Sulfur-containing amino acids; Aminoacylation; Protein synthesis; Fluorescence labeling
Publisher: Elsevier
ISSN: 0968-0896
Last Modified: 04 Jun 2017 09:35

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