A Simple and Efficient Method to Prepare Thioesters in Aqueous Solutions

Document Type

Article

Publication Date

6-20-2005

Department

Chemistry and Biochemistry

School

Mathematics and Natural Sciences

Abstract

A simple method is described for the efficient synthesis of biologic,ally-active thioesters in aqueous solutions. The method utilizes imidazole as a catalyst and easily synthesized acyl or aminoacyl adenylates to synthesize a variety of thioesters, from small molecules to macromolecules. Yields in excess of 90% can be achieved in less than 10 min at room temperature. Specifically, functional derivatization of RNA with biotin via thioester linkage is demonstrated. (c) 2005 Elsevier Ltd. All rights reserved.

Publication Title

Tetrahedron Letters

Volume

46

Issue

25

First Page

4307

Last Page

4310

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