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Please use this identifier to cite or link to this item: http://hdl.handle.net/1807/18143

Title: Biomimetic Aminoacylation: Investigating Detection of Acylation and the Effect of α-Amino Protection
Authors: Andrusiak, Tara
Advisor: Kluger, Ronald
Department: Chemistry
Keywords: aminoacylation
Issue Date: 15-Dec-2009
Abstract: Direct synthesis of aminoacyl-tRNA occurs using α-N-tBoc-protected aminoacyl phosphates and lanthanum salts. Deprotection of aminoacyl tRNA is essential prior to translation; however, the conditions of tBoc deprotection causes tRNA degradation. It was found that α-N-pentenoyl-protected aminoacyl phosphates, deprotected under mild conditions, are effectively used in lanthanum-mediated acylation of tRNA analogs. This provides an alternative route for aminoacyl-tRNA synthesis that maintains tRNA structure. Also, it was determined that α-N-deprotection of aminoacyl phosphates prior to aminoacylation still produces aminoacylated tRNA analogs. This establishes that acyl phosphates activate amino acids without inducing self-condensation, presumably due to electrostatic repulsion. Direct quantification of lanthanum-mediated tRNA aminoacylation was additionally undertaken utilizing a radiolabelled tRNA assay. From this, it was shown that lanthanum-mediated acylation does not promote deacylation and degradation of tRNA. These results have provided insight into lanthanum-mediated acylation of tRNA, ultimately allowing for use of the reagent in ribosomal translation.
URI: http://hdl.handle.net/1807/18143
Appears in Collections:Master
Department of Chemistry - Master theses

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