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Artikel beschäftigt sich mit der Synthese modifizierter Nukleosid-Oligophosphate

Sep 17, 2019

Prof. Dr. Henning Jessen, Principal Investigator bei livMatS, und Alexander Ripp, Doktorand bei livMatS, haben ein neues Paper zur Synthese modifizierter Nukleosid-Oligophosphate im Journal of the American Chemical Society veröffentlicht.

Der Abstract zum Artikel (nur in Englisch verfügbar):

Phosphoramidite analogues of modified cyclotriphosphates provide a general and step-economical synthesis of nucleoside triphosphates and analogues on scale without the need for protecting groups. These reagents enable rapid access to pure nucleoside oligophosphates and a range of other analogues that were previously difficult to obtain (e.g., NH, CH2, CCl2, and CF2 replacements for O, phosphono- and phosphoimidazolides, -morpholidates, -azidates, and -fluoridates). DFT calculations demonstrate that the selectivity of the cyclotriphosphate opening reactions proceeds via an in-line substitution mechanism that displaces the least charged leaving group.*
Jyoti Singh, Alexander Ripp, Thomas M. Haas, Danye Qiu, Manfred Keller, Paul A. Wender, Jay S. Siegel, Kim K. Baldridge and Henning J. Jessen
J. A. Chem. Soc. 2019, 141, doi: 10.1021/jacs.9b08273