Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10582706 | Bioorganic Chemistry | 2005 | 9 Pages |
Abstract
5â²-Fluoro-5â²-deoxyinosine (5â²-FDI) is identified as an adventitious side product that accumulates in cell free incubations of SAM and fluoride ion in Streptomyces cattleya. 5â²-FDI was identified by a combination of isotopic labelling studies and co-synthesis studies as well as enzymatic degradation. Although it is an efficiently generated end product of the cell free incubations, 5â²-FDI is not a biosynthetic intermediate and it does not accumulate as a fluorometabolite with fluoroacetate and 4-fluorothreonine in whole cell incubations of S. cattleya. Clearly the purine deaminase which converts 5â²-fluoro-5â²-deoxyadenosine (5â²-FDA) to 5â²-FDI in the cell free extract does not come into contact with 5â²-FDA in whole cells, suggesting some level of compartmentalisation in cells of S. cattleya. The biotransformation of 5â²-FDI from fluoride ion extends the range of organofluorine products, beyond biosynthetic intermediates, that can be generated by this system, for applications such as enzymatic labelling with fluorine-18 for positron emission tomography applications.
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Authors
Steven L. Cobb, Hai Deng, John T.G. Hamilton, Ryan P. McGlinchey, David O'Hagan, Christoph Schaffrath,