ArticleJournal of the American Chemical Society2018
X-ray Crystallographic Structure of a Teixobactin Derivative Reveals Amyloid-like Assembly.
Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed, 38 citations in OpenAlex.
- Understanding the Role of Macrocycle Size and Amide Linkage in Teixobactin Analogues.Biomolecules · 2026Article
- Sustainable liquisolid compact system using fish viscera oil for enhanced dissolution and antioxidant activity of Baicalein.PloS one · 2026Article
- Systematic Determination of the Impact of Structural Edits on Peptide Accumulation into Mycobacteria.ACS chemical biology · 2025Article
- Teixobactin "Swapmers" with l Tail Stereochemistry Retain Antibiotic Activity.The Journal of organic chemistry · 2024Article
- Structure-Activity Relationship Studies of the Peptide Antibiotic Clovibactin.The Journal of organic chemistry · 2024Article
- Investigation of Isobactin Analogues of Teixobactin.ACS medicinal chemistry letters · 2024Article
- Supramolecular Interactions of Teixobactin Analogues in the Crystal State.The Journal of organic chemistry · 2024Article
- Synthesis and Stereochemical Determination of the Peptide Antibiotic Novo29.The Journal of organic chemistry · 2023Article
- Isobactins:Chemical science · 2022Article
- Article
- Visualizing the mode of action and supramolecular assembly of teixobactin analogues inChemical science · 2022Article
- Emerging peptide antibiotics with therapeutic potential.Medicine in drug discovery · 2021Review
- Mode of action of teixobactins in cellular membranes.Nature communications · 2020Article
- A Fluorescent Teixobactin Analogue.ACS chemical biology · 2020Article
- Design, Synthesis, and Study of Lactam and Ring-Expanded Analogues of Teixobactin.The Journal of organic chemistry · 2020Article
- Peptides, Antibodies, Peptide Antibodies and More.International journal of molecular sciences · 2019Review
- Hierarchically oriented organization in supramolecular peptide crystals.Protein and peptide letters · 2019Article
- Gram-scale total synthesis of teixobactin promoting binding mode study and discovery of more potent antibiotics.Nature communications · 2019Article
- Towards the Native Binding Modes of Antibiotics that Target Lipid II.Chembiochem : a European journal of chemical biology · 2019Review
Corrections and comments
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
Abstract
This paper describes the X-ray crystallographic structure of a derivative of the antibiotic teixobactin and shows that its supramolecular assembly through the formation of antiparallel β-sheets creates binding sites for oxyanions. An active derivative of teixobactin containing lysine in place of allo-enduracididine assembles to form amyloid-like fibrils, which are observed through a thioflavin T fluorescence assay and by transmission electron microscopy. A homologue, bearing an N-methyl substituent, to attenuate fibril formation, and an iodine atom, to facilitate X-ray crystallographic phase determination, crystallizes as double helices of β-sheets that bind sulfate anions. β-Sheet dimers are key subunits of these assemblies, with the N-terminal methylammonium group of one monomer and the C-terminal macrocycle of the other monomer binding each anion. These observations suggest a working model for the mechanism of action of teixobactin, in which the antibiotic assembles and the assemblies bind lipid II and related bacterial cell wall precursors on the surface of Gram-positive bacteria.
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