| Title | Precursor-directed biosynthesis of catechol compounds in Acinetobacter bouvetii DSM 14964. |
| Publication Type | Journal Article |
| Year of Publication | 2020 |
| Authors | Reitz ZL, Butler A |
| Journal | Chem Commun (Camb) |
| Volume | 56 |
| Issue | 81 |
| Pagination | 12222-12225 |
| Date Published | 2020 Oct 13 |
| ISSN | 1364-548X |
| Keywords | Acinetobacter, Catechols, Molecular Structure, Stereoisomerism |
| Abstract | Genome mining for VibH homologs reveals several species of Acinetobacter with a gene cluster that putatively encodes the biosynthesis of catechol siderophores with an amine core. A. bouvetii DSM 14964 produces three novel biscatechol siderophores: propanochelin (1), butanochelin (2), and pentanochelin (3). This strain has a relaxed specificity for the amine substrate, allowing for the biosynthesis of a variety of non-natural siderophore analogs by precursor directed biosynthesis. Of potential synthetic utility, A. bouvetii DSM 14964 condenses 2,3-dihydroxybenzoic acid (2,3-DHB) to allylamine and propargylamine, producing catecholic compounds which bind iron(iii) and may be further modified via thiol-ene or azide-alkyne click chemistry. |
| DOI | 10.1039/d0cc04171h |
| Alternate Journal | Chem Commun (Camb) |
| PubMed ID | 32926028 |
