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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.