1. Agrocin 108 is a 5'-cytidine nucleotide bacteriocin containing a carbocyclic phosphoryl-ascorbate group
- Author
-
Scott C Donner, Christopher M Elvin, Graham P. Jones, Maarten H. Ryder, Robert E. Asenstorfer, and Max E. Tate
- Subjects
0301 basic medicine ,Cyclopentenone ,Magnetic Resonance Spectroscopy ,Stereochemistry ,Molecular Conformation ,Cytidine ,Microbial Sensitivity Tests ,Mass Spectrometry ,03 medical and health sciences ,chemistry.chemical_compound ,Bacteriocins ,Bacteriocin ,Formaldehyde ,Drug Discovery ,Electrophoresis, Paper ,Nucleotide ,Pharmacology ,chemistry.chemical_classification ,Xylose ,Bacteria ,biology ,Strain (chemistry) ,Nuclear magnetic resonance spectroscopy ,Rhizobium rhizogenes ,biology.organism_classification ,030104 developmental biology ,chemistry ,Two-dimensional nuclear magnetic resonance spectroscopy ,Rhizobium - Abstract
Agrocin 108 is a 3'-O-β-D-xylopyranosyl-cytidine-5'-O-phosphodiester of an ascorbate-carbocyclic cyclopentenone analogue, with bacteriocin-like properties. This bacteriocin exhibits orders of magnitude greater than the inhibition zone diameter towards the indicator strain than either ampicillin or streptomycin. It has been isolated from cultures of Rhizobium rhizogenes strain K108. The structure of the agrocin 108 without detail, has been previously published. We now report a detailed structure elucidation, including the hitherto undetermined residual 5'-phospho-diester fragment by a combination of 1D and 2D NMR studies at various pH values in H2O/D2O, high resolution MS, pKa determination, and chemical degradation.
- Published
- 2018