Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus 
temperata Meg1, Shows Selective Antiprotozoal Activity

Zhao, Lei; Vo, Tien Duy; Kaiser, Marcel; Bode, Helge B.

doi:10.1002/cbic.201900665

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Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity

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Zhao, Lei
Chemical Genomics Center of the MPS, Max Planck Institute of Molecular Physiology, Max Planck Society;

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Bode, Helge B.
Natural Product Function and Engineering, Department of Natural Products in Organismic Interactions, Max Planck Institute for Terrestrial Microbiology, Max Planck Society;
Goethe-Universität Frankfurt am Main, External Organizations;

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Citation

Zhao, L., Vo, T. D., Kaiser, M., & Bode, H. B. (2020). Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity. CHEMBIOCHEM, 21(9), 1288-1292. doi:10.1002/cbic.201900665.

Cite as: https://hdl.handle.net/21.11116/0000-000A-059C-1

Abstract

A new cyclic lipopeptide, phototemtide A (1), was isolated from Escherichia coli expressing the biosynthetic gene cluster pttABC from Photorhabdus temperata Meg1. The structure of 1 was elucidated by HR-ESI-MS and NMR experiments. The absolute configurations of amino acids and 3-hydroxyoctanoic acid in 1 were determined by using the advanced Marfey's method and comparison after total synthesis of 1, respectively. Additionally, three new minor derivatives, phototemtides B-D (2-4), were identified by detailed HPLC-MS analysis. Phototemtide A (1) showed weak antiprotozoal activity against Plasmodium falciparum, with an IC50 value of 9.8 mu m. The biosynthesis of phototemtides A-D (1-4) was also proposed.