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thiostrepton : ウィキペディア英語版
thiostrepton

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Thiostrepton is a natural cyclic oligopeptide antibiotic, derived from several strains of streptomycetes, such as ''Streptomyces azureus'' and ''Streptomyces laurentii''. Thiostrepton is a natural product of the ribosomally synthesized and post-translationally modified peptide (RiPP) class.
== History ==

Thiostrepton was discovered by Donovick ''et al.'' who described its antibacterial properties in 1955. Dorothy Crowfoot Hodgkin solved the structure of thiostrepton in 1970.
Early in 1978, Bycroft and Gowland〔B. W. Bycroft, M. S. Gowland, J. Chem. Soc. Chem. Commun. 1978, 256-258〕 proposed the biosynthesis of thiostrepton, which was still unclear until 2009. Several studies of thiopeptide biosynthesis〔L.C Wieland Brown, M. G. Acker, J. Clardy, C. T. Walsh, M. A. Fischbach, Proc. Natl. Acad. Sci. USA 2009, 106, 2549-2553〕〔R. P. Morris, J. A. Leeds, H.-U. Nageli, L. Oberer, K. Memmert, E. Weber, M. J. LaMarche, C. N. Parker, N. Burrer, S. Esterow, A. E. Hein, E. K. Schmitt, P. Krastel, J. Am. Chem. Soc. 2009, 131, 5946-5955.〕〔R. Liao, L. Duan, C. Lei, H. Pan, Y. Ding, Q. Zhang, D. Chen, B. Shen, Y. Yu, W. Liu_, Chem. Biol_. 2009, 16, 141-147.〕〔W. L. Kelly, L. Pan, C. Li, J. Am. Chem. Soc. 2009, 131, 4327-4334〕 have been contemporarily published in 2009 and two of them (Liao ''et al.'' and Kelly ''et al.'') included the similar biosynthesis of thiostrepton: it's ribosomally synthesized from thiostrepton biosynthetic genes (tsr genes) and posttranslational modification is needed.
A total synthesis of Thiostrepton was completed by K.C. Nicolaou, ''et al.'' in 2005.〔K. C. Nicolaou, B. S. Safina, M. Zak, S. H. Lee, M. Nevalainen, M. Bella, A. A. Estrada, C. Funke, F. J. Zecri, S. Bulat, J. Am. Chem. Soc. 2005, 127, 11176-11183〕〔K. C. Nicolaou, M. Zak, B. S. Safina, A. A. Estrada, S. H. Lee, M. Nevalainen, J. Am. Chem. Soc. 2005, 127, 11159-11175〕

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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