ArticleAngewandte Chemie (International ed. in English)2016
Enzymatic Macrocyclization of 1,2,3-Triazole Peptide Mimetics.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed.
- Profiling Cysteine Proteases Activities in Neuroinflammatory Cells.ChemMedChem · 2025Article
- Proteases Involved in Leader Peptide Removal during RiPP Biosynthesis.ACS bio & med chem Au · 2024Review
- Emulating nonribosomal peptides with ribosomal biosynthetic strategies.RSC chemical biology · 2023Review
- Possible Functional Roles of Patellamides in the Ascidian-Marine drugs · 2022Review
- Macrocylases as synthetic tools for ligand synthesis: enzymatic synthesis of cyclic peptides containing metal-binding amino acids.Royal Society open science · 2021Article
- Review
- Synthesis of 4-Arylselanyl-1Molecules (Basel, Switzerland) · 2021Article
- New developments in RiPP discovery, enzymology and engineering.Natural product reports · 2021Review
- 1,4-Disubstituted 1,2,3-Triazoles as Amide Bond Surrogates for the Stabilisation of Linear Peptides with Biological Activity.Molecules (Basel, Switzerland) · 2020Review
- Expanding the chemical space of synthetic cyclic peptides using a promiscuous macrocyclase from prenylagaramide biosynthesis.ACS catalysis · 2020Article
- Mannosylated hemagglutinin peptides bind cyanovirin-N independent of disulfide-bonds in complementary binding sites.RSC advances · 2020Article
- On resin click-chemistry-mediated synthesis of novel enkephalin analogues with potent anti-nociceptive activity.Scientific reports · 2019Article
- Roads to Rome: Role of Multiple Cassettes in Cyanobactin RiPP Biosynthesis.Journal of the American Chemical Society · 2018Article
- Characterization of the Fast and Promiscuous Macrocyclase from Plant PCY1 Enables the Use of Simple Substrates.ACS chemical biology · 2018Article
- The Biochemistry and Structural Biology of Cyanobactin Pathways: Enabling Combinatorial Biosynthesis.Methods in enzymology · 2018Review
- Bypassing the proline/thiazoline requirement of the macrocyclase PatG.Chemical communications (Cambridge, England) · 2017Article
- Characterization of a dual function macrocyclase enables design and use of efficient macrocyclization substrates.Nature communications · 2017Article
- The intramolecular click reaction using 'carbocontiguous' precursors.Tetrahedron · 2017Article
- YcaO-Dependent Posttranslational Amide Activation: Biosynthesis, Structure, and Function.Chemical reviews · 2017Review
- Kinetic Landscape of a Peptide Bond-Forming Prolyl Oligopeptidase.Biochemistry · 2017Article
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4 authors.
Funding
Abstract
The macrocyclization of linear peptides is very often accompanied by significant improvements in their stability and biological activity. Many strategies are available for their chemical macrocyclization, however, enzyme-mediated methods remain of great interest in terms of synthetic utility. To date, known macrocyclization enzymes have been shown to be active on both peptide and protein substrates. Here we show that the macrocyclization enzyme of the cyanobactin family, PatGmac, is capable of macrocyclizing substrates with one, two, or three 1,4-substituted 1,2,3-triazole moieties. The introduction of non-peptidic scaffolds into macrocycles is highly desirable in tuning the activity and physical properties of peptidic macrocycles. We have isolated and fully characterized nine non-natural triazole-containing cyclic peptides, a further ten molecules are also synthesized. PatGmac has now been shown to be an effective and versatile tool for the ring closure by peptide bond formation.
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