Lear, S; Munshi, T; Hudson, AS; Hatton, C; Clardy, J; Mosely, JA; Bull, TJ; Sit, CS; Cobb, SL
(2016)
Total Chemical Synthesis of Lassomycin and Lassomycin-amide.
Organic & Biomolecular Chemistry, 14 (19).
pp. 4534-4541.
ISSN 1477-0520
https://doi.org/10.1039/C6OB00631K
SGUL Authors: Munshi, Tulika Kishanlal
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Abstract
Herein we report a practical synthetic route to the lasso peptide lassomycin (1) and C-terminal variant lassomycin-amide (2). The biological evaluation of peptides 1 and 2 against Mycobacterium tuberculosis revealed that neither had any activity against this bacterium. This lack of biological activity has led us to propose that naturally occurring lassomycin may actually exhibit a standard lasso peptide threaded conformation rather than the previously reported unthreaded structure.
| Item Type: | Article | ||||||
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| Additional Information: | © The Royal Society of Chemistry 2016. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. | ||||||
| SGUL Research Institute / Research Centre: | Academic Structure > Infection and Immunity Research Institute (INII) | ||||||
| Journal or Publication Title: | Organic & Biomolecular Chemistry | ||||||
| ISSN: | 1477-0520 | ||||||
| Dates: |
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| Publisher License: | Creative Commons: Attribution 3.0 | ||||||
| URI: | https://openaccess.sgul.ac.uk/id/eprint/107850 | ||||||
| Publisher's version: | https://doi.org/10.1039/C6OB00631K |
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