Fluorinase‐Coupled Base Swaps: Synthesis of [ 18 F]‐5′‐Deoxy‐5′‐fluorouridines | Zendy

Winkler Margit | Zendy; Domarkas Juozas | Zendy; Schweiger Lutz F. | Zendy; O'Hagan David | Zendy

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Fluorinase‐Coupled Base Swaps: Synthesis of [ 18 F]‐5′‐Deoxy‐5′‐fluorouridines

Author(s) -

Winkler Margit,

Domarkas Juozas,

Schweiger Lutz F.,

O'Hagan David

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200804040

Subject(s) - swap (finance) , chemistry , fluoride , catalysis , nucleoside , combinatorial chemistry , base (topology) , stereochemistry , organic chemistry , inorganic chemistry , mathematics , mathematical analysis , finance , economics

Making F‐ases : One‐pot fluorination/base‐swap biotransformations were developed by coupling the fluorinase enzyme to nucleoside phosphorylases to generate 5′‐deoxy‐5′‐fluoronucleosides (FDAs). These biotransformations are amenable to radiolabeling syntheses starting from [ 18 F]fluoride ion, as exemplified by the synthesis of [ 18 F]‐5′‐deoxy‐5′‐fluorouridines (see scheme), and demonstrate a new application of fluorinase as a catalyst for 18 FC bond formation.

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