Projects per year
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.
Original language | English |
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Pages (from-to) | 2646-2650 |
Journal | ChemBioChem |
Volume | 16 |
Issue number | 18 |
Early online date | 10 Nov 2015 |
DOIs | |
Publication status | Published - 14 Dec 2015 |
Keywords
- Click chemistry
- Cyclic peptides
- Enzymatic reaction
- Macrocyclisation
- Patellamides
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Dive into the research topics of 'Derivatisable cyanobactin analogues: a semisynthetic approach'. Together they form a unique fingerprint.Projects
- 3 Finished
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Exploring the mechanism: Exploring the mechanism and scope of the enzymatic formation of five membered ring
Naismith, J. (PI), Botting, C. H. (CoI), Koehnke, J. A. J. G. (CoI) & Schwarz-Linek, U. (CoI)
1/10/13 → 30/09/17
Project: Standard
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Institutional Strategic Support Fund: Insitutional Stratigic Support Fund (ISSF)
Naismith, J. (PI)
1/03/12 → 28/02/15
Project: Standard
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MaXis ESI QTOF mass spectrometer: Equipment only grant-Mass spectrometers for Proteomics, Lipidomics and focused Metabolomics research
Botting, C. H. (PI), Elliott, R. M. (CoI), Randall, R. E. (CoI), Smith, T. K. (CoI) & White, M. (CoI)
1/08/11 → 31/07/14
Project: Standard