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An enzymatic Finkelstein reaction: fluorinase catalyses direct halogen exchange†
Phillip T. Lowe,Steven L. Cobb,David O'Hagan
Organic & Biomolecular Chemistry Pub Date : 07/25/2019 00:00:00 , DOI:10.1039/C9OB01625B
Abstract

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.

Graphical abstract: An enzymatic Finkelstein reaction: fluorinase catalyses direct halogen exchange
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