4.5 Article

Synthesis of nucleoside phosphosulfates

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 22, Issue 11, Pages 3661-3664

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2012.04.039

Keywords

Nucleoside 5 '-phosphosulfate; APS; PAPS; Chemical synthesis; Active sulfate

Funding

  1. Polish Ministry of Science and Higher Education [N N204 089438, IP 2010 020170, N N301096339]

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We describe an efficient and scalable procedure for the chemical synthesis of nucleoside 5'-phosphosulfates (NPS) from nucleoside 5'-phosphorimidazolides and sulfate bis(tributylammonium) salt. Using this method we obtained various NPS with yields ranging from 70-90%, including adenosine 5'-phosphosulfate (APS) and 2',3'-cyclic precursor of 3'-phosphoadenosine 5'-phosphosulfate (PAPS), which are the key intermediates in the assimilation and metabolism of sulfur in all living organisms. (C) 2012 Elsevier Ltd. All rights reserved.

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