{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Miller BW"],"funding":["FIC NIH HHS","Fogarty International Center","National Institutes of Health","NIGMS NIH HHS"],"pagination":["479-484"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8961882"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["85(3)"],"pubmed_abstract":["Bacteria use small molecules to impose strict regulation over the acquisition, uptake, and sequestration of transition metal ions. Low-abundance nutrient metals, such as Fe(III), need to be scavenged from the environment by high-affinity chelating molecules called siderophores. Conversely, metal ions that become toxic at high concentrations need to be sequestered and detoxified. Often, bacteria produce a suite of compounds that bind various metal ions at different affinities in order to maintain homeostasis. Turnerbactin, a triscatecholate siderophore isolated from the intracellular shipworm symbiont <i>Teredinibacter turnerae</i> T7901, is responsible for iron regulation and uptake. Herein, another series of compounds are described that complex with iron, copper, and molybdenum in solution. Teredinibactins belong to a class of metal-binding molecules that utilize a phenolate-thiazoline moiety in the coordination of metal ions. In contrast to other compounds in this class, such as yersiniabactin, the phenyl ring is decorated with a 2,4-dihydroxy-3-halo substitution pattern. UV-vis absorption spectroscopy based titration experiments with CuCl<sub>2</sub> show the formation of an intermediate complex at substoichiometric concentrations and conversion to a copper-bound complex at 1:1 molar equiv."],"journal":["Journal of natural products"],"pubmed_title":["Halogenated Metal-Binding Compounds from Shipworm Symbionts."],"pmcid":["PMC8961882"],"funding_grant_id":["R35 GM122521","U19TW008163","R35GM122521","U19 TW008163"],"pubmed_authors":["Schmidt EW","Haygood MG","Miller BW","Concepcion GP"],"additional_accession":[]},"is_claimable":false,"name":"Halogenated Metal-Binding Compounds from Shipworm Symbionts.","description":"Bacteria use small molecules to impose strict regulation over the acquisition, uptake, and sequestration of transition metal ions. Low-abundance nutrient metals, such as Fe(III), need to be scavenged from the environment by high-affinity chelating molecules called siderophores. Conversely, metal ions that become toxic at high concentrations need to be sequestered and detoxified. Often, bacteria produce a suite of compounds that bind various metal ions at different affinities in order to maintain homeostasis. Turnerbactin, a triscatecholate siderophore isolated from the intracellular shipworm symbiont <i>Teredinibacter turnerae</i> T7901, is responsible for iron regulation and uptake. Herein, another series of compounds are described that complex with iron, copper, and molybdenum in solution. Teredinibactins belong to a class of metal-binding molecules that utilize a phenolate-thiazoline moiety in the coordination of metal ions. In contrast to other compounds in this class, such as yersiniabactin, the phenyl ring is decorated with a 2,4-dihydroxy-3-halo substitution pattern. UV-vis absorption spectroscopy based titration experiments with CuCl<sub>2</sub> show the formation of an intermediate complex at substoichiometric concentrations and conversion to a copper-bound complex at 1:1 molar equiv.","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Mar","modification":"2025-04-19T12:57:26.086Z","creation":"2025-04-19T12:57:26.086Z"},"accession":"S-EPMC8961882","cross_references":{"pubmed":["35196451"],"doi":["10.1021/acs.jnatprod.1c01049"]}}