An enzymatic Finkelstein reaction: fluorinase catalyses direct halogen exchange. Issue 32 (31st July 2019)

• Record Type: Journal Article
• Authors: Lowe, Phillip T.; Cobb, Steven L.; O'Hagan, David
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 32(2019)
• Page Start: 7493
• Page End: 7496
• Publication Date: 2019-07-31
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob01625b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The fluorinase enzyme catalyses a direct displacement of bromide and iodide by fluoride ion from 5′-bromodeoxyadenosine and 5′-iododeoxyadenosine respectively to form 5′-fluorodeoxyadenosine in the absence ofl -methionine or S -adenosyl-l -methionine. 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 ofl -methionine (l -Met) or S -adenosyl-l -methionine (SAM). 5′-BrDA is the most efficient substrate for this enzyme catalysed Finkelstein reaction.