Beyond Triphosphates: Reagents and Methods for Chemical Oligophosphorylation
Name
nihms-1822270.pdf
Description
Accepted version
Size
2.49 MB
Format
Adobe PDF
Checksum (MD5)
67cb806c145626e272daa42115f1e00e
Author(s)
Shepard, Scott M
Jessen, Henning J
Cummins, Christopher C
Date Issued
April 26, 2022
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Citation
Beyond Triphosphates: Reagents and Methods for Chemical Oligophosphorylation. Scott M. Shepard, Henning J. Jessen, and Christopher C. Cummins. Journal of the American Chemical Society 2022 144 (17), 7517-7530.
Version
Author's final manuscript
Abstract
Oligophosphates play essential roles in biochemistry, and considerable research has been directed toward the synthesis of both naturally occurring oligophosphates and their synthetic analogues. Greater attention has been given to mono-, di-, and triphosphates, as these are present in higher concentrations biologically and easier to synthesize. However, extended oligophosphates have potent biochemical roles, ranging from blood coagulation to HIV drug resistance. Sporadic reports have slowly built a niche body of literature related to the synthesis and study of extended oligophosphates, but newfound interests and developments have the potential to rapidly expand this field. Here we report on current methods to synthesize oligophosphates longer than triphosphates and comment on the most important future directions for this area of research. The state of the art has provided fairly robust methods for synthesizing nucleoside 5'-tetra- and pentaphosphates as well as dinucleoside 5',5'-oligophosphates. Future research should endeavor to push such syntheses to longer oligophosphates while developing synthetic methodologies for rarer morphologies such as 3'-nucleoside oligophosphates, polyphosphates, and phosphonate/thiophosphate analogues of these species.
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Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
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DOI of Published Version
https://doi.org/10.1021/jacs.1c07990
