Precursor-directed biosynthesis of catechol compounds in Acinetobacter bouvetii DSM 14964
Precursor-directed biosynthesis of catechol compounds in Acinetobacter bouvetii DSM 14964
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布韦不动杆菌中儿茶酚化合物的前体定向生物合成 DSM 14964
DOI：
10.1039/d0cc04171h
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发表时间：
2020
影响因子：
4.9
通讯作者：
Butler, Alison
中科院分区：
文献类型：
--
作者：
Reitz, Zachary L.;Butler, Alison
对VibH同源物的基因组挖掘揭示了几种不动杆菌的基因簇，推测该基因簇编码了具有胺核心的儿茶酚铁载体的生物合成。布氏曲霉DSM 14964产生三种新的双儿茶酚类铁载体：丙内酯(1)、丁内酯(2)和五内酯(3)。该菌株对胺底物具有松弛的专一性，允许通过前体定向生物合成来生物合成各种非天然铁载体类似物。在潜在的合成用途方面，A.bouvetii DSM 14964将2，3-二羟基苯甲酸(2，3-DHB)缩合为烯丙胺和丙叉胺，产生与铁(III)结合的儿茶酚化合物，并可能通过硫醇-烯或叠氮-炔点击化学对其进行进一步修饰。
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.