title: Fluorometabolite biosynthesis: isotopically labelled glycerol incorporations into the antibiotic nucleocidin in Streptomyces calvus.
abstract: Deuterium and carbon-13 labelled glycerols have been fed to Streptomyces calvus fermentations and isotope incorporation into the fluorine containing antibiotic nucleocidin have been evaluated by19F-NMR. A single deuterium atom was incorporated from [2H5]- and (R)-[2H2]-glycerol into C-5' of the antibiotic, suggesting that an oxidation occurs at this carbon after ribose ring assembly from glycerol (pentose phosphate pathway), during nucleocidin biosynthesis.
authors.affiliation: University of St Andrews, School of Chemistry and Centre for Biomolecular Sciences, North Haugh, St Andrews, Fife KY16 9ST, UK. do1@st-andrews.ac.uk.
authors.forename: Axel
authors.initials: A
authors.lastname: Bartholomé
authors.affiliation: Worldwide Research and Development, Medicinal Sciences, Pfizer, 445 Eastern Point Rd, Groton, CT 06340, USA.
authors.forename: Jeffrey E
authors.initials: JE
authors.lastname: Janso
authors.affiliation: Worldwide Research and Development, Medicinal Sciences, Pfizer, 445 Eastern Point Rd, Groton, CT 06340, USA.
authors.forename: Usa
authors.initials: U
authors.lastname: Reilly
authors.affiliation: University of St Andrews, School of Chemistry and Centre for Biomolecular Sciences, North Haugh, St Andrews, Fife KY16 9ST, UK. do1@st-andrews.ac.uk.
authors.forename: David
authors.initials: D
authors.lastname: O'Hagan
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000378:metabolism; D000900:Anti-Bacterial Agents / Q000378:metabolism*; D053898:Biosynthetic Pathways; D002247:Carbon Isotopes / Q000378:metabolism; D003903:Deuterium / Q000378:metabolism; D005285:Fermentation; D005461:Fluorine / Q000378:metabolism; D005990:Glycerol / Q000378:metabolism*; D007553:Isotope Labeling; D009682:Magnetic Resonance Spectroscopy; D013302:Streptomyces / Q000378:metabolism*
chemical_list: D000900:Anti-Bacterial Agents; D002247:Carbon Isotopes; D005461:Fluorine; D003903:Deuterium; C005318:nucleocidin; C000615229:Carbon-13; D000241:Adenosine; D005990:Glycerol