| Fluorinase (adenosyl-fluoride synthase) | |||||||||
|---|---|---|---|---|---|---|---|---|---|
 | |||||||||
| Identifiers | |||||||||
| EC no. | 2.5.1.63 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| |||||||||
The fluorinase enzyme (EC 2.5.1.63, also known as adenosyl-fluoride synthase) catalyzes the reaction between fluoride ion and the co-factor S-adenosyl-L-methionine to generate L-methionine and 5'-fluoro-5'-deoxyadenosine, the first committed product of the fluorometabolite biosynthesis pathway.[1] The fluorinase was originally isolated from the soil bacterium Streptomyces cattleya, but homologues have since been identified in a number of other bacterial species, including Streptomyces sp. MA37, Nocardia brasiliensis and Actinoplanes sp. N902-109.[2] This is the only known enzyme capable of catalysing the formation of a carbon-fluorine bond, the strongest single bond in organic chemistry.[3]
A homologous chlorinase enzyme, which catalyses the same reaction with chloride rather than fluoride ion, has been isolated from Salinospora tropica, from the biosynthetic pathway of salinosporamide A.[4]
- ^ a b O'Hagan D, Schaffrath C, Cobb SL, Hamilton JT, Murphy CD (March 2002). "Biochemistry: biosynthesis of an organofluorine molecule". Nature. 416 (6878): 279. doi:10.1038/416279a. PMID 11907567.
- ^ Deng H, Ma L, Bandaranayaka N, Qin Z, Mann G, Kyeremeh K, Yu Y, Shepherd T, Naismith JH, O'Hagan D (February 2014). "Identification of fluorinases from Streptomyces sp MA37, Norcardia brasiliensis, and Actinoplanes sp N902-109 by genome mining". ChemBioChem. 15 (3): 364–8. doi:10.1002/cbic.201300732. PMID 24449539.
- ^ O'Hagan D (February 2008). "Understanding organofluorine chemistry. An introduction to the C-F bond". Chemical Society Reviews. 37 (2): 308–19. doi:10.1039/b711844a. PMID 18197347.
- ^ Eustáquio AS, Pojer F, Noel JP, Moore BS (January 2008). "Discovery and characterization of a marine bacterial SAM-dependent chlorinase". Nature Chemical Biology. 4 (1): 69–74. doi:10.1038/nchembio.2007.56. PMC 2762381. PMID 18059261.