ArticleChembiochem : a European journal of chemical biology2015
Derivatisable Cyanobactin Analogues: A Semisynthetic Approach.
Article in Chembiochem : a European journal of chemical biology, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- A practical one-pot synthesis of dehydroalanine esters.RSC advances · 2025Article
- Engineering lanthipeptides by introducing a large variety of RiPP modifications to obtain new-to-nature bioactive peptides.FEMS microbiology reviews · 2023Review
- Redirecting RiPP Biosynthetic Enzymes to Proteins and Backbone-Modified Substrates.ACS central science · 2022Article
- Review
- 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
- YcaO-Dependent Posttranslational Amide Activation: Biosynthesis, Structure, and Function.Chemical reviews · 2017Review
- Synthesis of Hybrid Cyclopeptides through Enzymatic Macrocyclization.ChemistryOpen · 2017Article
- Mechanisms of cyanobactin biosynthesis.Current opinion in chemical biology · 2016Review
- Enzymatic Macrocyclization of 1,2,3-Triazole Peptide Mimetics.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2016Article
- Enzymatic Macrocyclization of 1,2,3-Triazole Peptide Mimetics.Angewandte Chemie (International ed. in English) · 2016Article
- Directing Biosynthesis: Practical Supply of Natural and Unnatural Cyanobactins.Methods in enzymology · 2016Article
- Derivatisable Cyanobactin Analogues: A Semisynthetic Approach.Chembiochem : a European journal of chemical biology · 2015Article
Corrections and comments
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Authors and funding
8 authors.
Funding
Abstract
Many natural cyclic peptides have potent and potentially useful biological activities. Their use as therapeutic starting points is often limited by the quantities available, the lack of known biological targets and the practical limits on diversification to fine-tune their properties. We report the use of enzymes from the cyanobactin family to heterocyclise and macrocyclise chemically synthesised substrates so as to allow larger-scale syntheses and better control over derivatisation. We have made cyclic peptides containing orthogonal reactive groups, azide or dehydroalanine, that allow chemical diversification, including the use of fluorescent labels that can help in target identification. We show that the enzymes are compatible and efficient with such unnatural substrates. The combination of chemical synthesis and enzymatic transformation could help renew interest in investigating natural cyclic peptides with biological activity, as well as their unnatural analogues, as therapeutics.
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