Files in this item
Identification of a fluorometabolite from Streptomyces sp. MA37 : (2R3S4S)-5-fluoro-2,3,4-trihydroxypentanoic acid
Item metadata
dc.contributor.author | Ma, Long | |
dc.contributor.author | Bartholome, Axel Jacques Guy | |
dc.contributor.author | Tong, Ming Him | |
dc.contributor.author | Qin, Zhiwei | |
dc.contributor.author | Yu, Yi | |
dc.contributor.author | Shepherd, Thomas | |
dc.contributor.author | Kyeremeh, Kwaku | |
dc.contributor.author | Deng, Hai | |
dc.contributor.author | O'Hagan, David | |
dc.date.accessioned | 2015-02-04T09:31:20Z | |
dc.date.available | 2015-02-04T09:31:20Z | |
dc.date.issued | 2015-02-01 | |
dc.identifier.citation | Ma , L , Bartholome , A J G , Tong , M H , Qin , Z , Yu , Y , Shepherd , T , Kyeremeh , K , Deng , H & O'Hagan , D 2015 , ' Identification of a fluorometabolite from Streptomyces sp. MA37 : (2R3S4S)-5-fluoro-2,3,4-trihydroxypentanoic acid ' , Chemical Science , vol. 6 , no. 2 , pp. 1414-1419 . https://doi.org/10.1039/C4SC03540B | en |
dc.identifier.issn | 2041-6520 | |
dc.identifier.other | PURE: 164419524 | |
dc.identifier.other | PURE UUID: 6b15db5d-3ef4-46d9-9df5-26bd399198c1 | |
dc.identifier.other | WOS: 000348147100071 | |
dc.identifier.other | Scopus: 84961291207 | |
dc.identifier.other | ORCID: /0000-0002-0510-5552/work/68281249 | |
dc.identifier.uri | https://hdl.handle.net/10023/6069 | |
dc.description | DOH thanks EPSRC and the ERC for financial support. He also acknowledges the Royal Society for a Wolfson Merit Award. KK and HD thank the Leverhulme Trust; Royal Society Africa Award (AA090088). Date of Acceptance: 26/11/2014 | en |
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. | |
dc.format.extent | 6 | |
dc.language.iso | eng | |
dc.relation.ispartof | Chemical Science | en |
dc.rights | Copyright 2015, The Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/) | en |
dc.subject | QD Chemistry | en |
dc.subject | NDAS | en |
dc.subject.lcc | QD | en |
dc.title | Identification of a fluorometabolite from Streptomyces sp. MA37 : (2R3S4S)-5-fluoro-2,3,4-trihydroxypentanoic acid | en |
dc.type | Journal article | en |
dc.contributor.sponsor | EPSRC | en |
dc.contributor.sponsor | EPSRC | en |
dc.description.version | Publisher PDF | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Biomedical Sciences Research Complex | en |
dc.identifier.doi | https://doi.org/10.1039/C4SC03540B | |
dc.description.status | Peer reviewed | en |
dc.identifier.url | http://www.rsc.org/suppdata/sc/c4/c4sc03540b/c4sc03540b1.pdf | en |
dc.identifier.grantnumber | EP/I034734/1 | en |
dc.identifier.grantnumber | EP/M01262X/1 | en |
This item appears in the following Collection(s)
Items in the St Andrews Research Repository are protected by copyright, with all rights reserved, unless otherwise indicated.