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 |