Synthesis of pdCpAs and transfer RNAs activated with thiothreonine and derivatives

Chen, Shengxi, Fahmi, Nour Eddine, Nangreave, Ryan C., Mehellou, Youcef ORCID: https://orcid.org/0000-0001-5720-8513 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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Abstract

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:	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:	02 Nov 2022 10:03
URI:	https://orca.cardiff.ac.uk/id/eprint/97276

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