Identification of a fluorometabolite from Streptomyces sp. MA37: (2R3S4S)-5-fluoro-2,3,4-trihydroxypentanoic acid†
| dc.contributor.author | Ma, L. | |
| dc.contributor.author | Bartholome, A. | |
| dc.contributor.author | Tong, M.H. | |
| dc.contributor.author | Qin, Z. | |
| dc.contributor.author | Yu, Y. | |
| dc.contributor.author | Shepherd, T. | |
| dc.contributor.author | Kyerematen, K. | |
| dc.contributor.author | Deng, H. | |
| dc.contributor.author | Hagan, D.O. | |
| dc.date.accessioned | 2015-06-25T12:51:27Z | |
| dc.date.accessioned | 2017-10-14T12:12:45Z | |
| dc.date.available | 2015-06-25T12:51:27Z | |
| dc.date.available | 2017-10-14T12:12:45Z | |
| dc.date.issued | 2015 | |
| dc.description.abstract | (2R3S4S)-5-Fluoro-2,3,4-trihydroxypentanoic acid (5-FHPA) has been discovered as a new fluorometabolite in the soil bacterium Streptomyces sp. MA37. Exogenous addition of 5-fluoro-5-deoxy-D-ribose (5-FDR) into the cell free extract of MA37 demonstrated that 5-FDR was an intermediate to a range of unidentified fluorometabolites, distinct from fluoroacetate (FAc) and 4-fluorothreonine (4-FT). Bioinformatics analysis allowed identification of a gene cluster (fdr), encoding a pathway to the biosynthesis of 5-FHPA. Over-expression and in vitro assay of FdrC indicated that FdrC is a NAD+ dependent dehydrogenase responsible for oxidation of 5-FDR into 5-fluoro-5-deoxy-lactone, followed by hydrolysis to 5-FHPA. The identity of 5-FHPA in the fermentation broth was confirmed by synthesis of a reference compound and then co-correlation by 19F-NMR and GC-MS analysis. The occurrence of 5-FHPA proves the existence of a new fluorometabolite pathway. | en_US |
| dc.identifier.uri | http://197.255.68.203/handle/123456789/6334 | |
| dc.publisher | Chemical Science | en_US |
| dc.title | Identification of a fluorometabolite from Streptomyces sp. MA37: (2R3S4S)-5-fluoro-2,3,4-trihydroxypentanoic acid† | en_US |
| dc.type | Article | en_US |