Synthesis and crystal structure of the bis-calcimycin anion–Ni2+ complex

Akkurt, Mehmet; Melhaoui, Ahmed; Hadda, Taïbi Ben; Mimouni, Mourad; Yıldırım, Sema Öztürk; McKee, Vickie

doi:10.3998/ark.5550190.0009.b15

Cited by 4 publications

(1 citation statement)

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“…On the contrary, these lipopeptides hold a conserved binding motif with four amino acid residues, DXDG (Asp‐X‐Asp‐Gly, a specific EF‐hand motif initially found in calmodulin), [22] to passively attract calcium ions in a 1 : 1 stoichiometry to assist daptomycin to aggregate into an ∼15‐membered micelle and enter a cell by leaving calcium ions outside the envelope; [23] this mechanism contributes to their classification as atypical metallophores. For the acidic polyethers, although these compounds have the ability to chelate and carry calcium ions into the host cells, they are unselective, and coordinate other metals, for example, nickel [24] and magnesium ions, [25] implying a low metal selectivity. Therefore, the two main classes of calcium‐binding natural products represent noncanonical calciphore.…”

Section: Introductionmentioning

confidence: 99%

Crystallographic Deciphering of Spontaneous Self‐Assembly of Achiral Calciphores to Chiral Complexes

Jiao

Huang

Wang

et al. 2023

Chemistry A European J

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Thiapyricins (TPC-A/B, 1 and 2), which are new metallophore scaffolds exhibiting selective divalent cation binding property, were produced in response to metaldeprived conditions by Saccharothrix sp. TRM_47004 isolated from the Lop Nor Salt Lake. TPCs represent a thiazolylpyridine skeleton of a calcium-binding natural product, calciphore, owing to the selectivity to calcium ions among diverse metal ions. The thiapyricins exhibited notable cocrystalline characteristics of the apo-and holo-forms with racemic enantiomers comprising a pair of space isomers in a Δ/Λ-form. Therefore, we postulated a mechanism for the four-hierarchical self-assembly of achiral natural products into chiral complexes. Furthermore, their metal-chelating trait aided the adaptation of the host during metal starvation by increasing the production of TPCs. This study presents a structural paradigm of a new calciphore, provides insight into the mechanism of natural product assembly, and highlights the causality between the production of the metallophore and metallic habitats.

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