An enzymatic Finkelstein reaction : fluorinase catalyses direct halogen exchange
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The fluorinase enzyme from Streptomyces cattleya is shown to catalyse a direct displacement of bromide and iodide by fluoride ion from 5′-bromodeoxyadenosine (5′-BrDA) and 5′-iododeoxyadenosine (5′-IDA) respectively to form 5′-fluorodeoxyadenosine (5′-FDA) in the absence of L-methionine (L-Met) or S-adenosyl-L-methionine (SAM). 5′-BrDA is the most efficient substrate for this enzyme catalysed Finkelstein reaction.
Lowe , P T , Cobb , S L & O'Hagan , D 2019 , ' An enzymatic Finkelstein reaction : fluorinase catalyses direct halogen exchange ' , Organic & Biomolecular Chemistry , vol. 17 , no. 32 , pp. 7493-7496 . https://doi.org/10.1039/C9OB01625B
Organic & Biomolecular Chemistry
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DescriptionWe thank the Engineering and Physical Sciences Research Council, UK, for a research grant.
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