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Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity
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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7317862/ https://www.ncbi.nlm.nih.gov/pubmed/31814269 http://dx.doi.org/10.1002/cbic.201900665 |
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author | Zhao, Lei Vo, Tien Duy Kaiser, Marcel Bode, Helge B. |
author_facet | Zhao, Lei Vo, Tien Duy Kaiser, Marcel Bode, Helge B. |
author_sort | Zhao, Lei |
collection | PubMed |
description | 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 IC(50) value of 9.8 μm. The biosynthesis of phototemtides A–D (1–4) was also proposed. |
format | Online Article Text |
id | pubmed-7317862 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-73178622020-06-29 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. Chembiochem Communications 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 IC(50) value of 9.8 μm. The biosynthesis of phototemtides A–D (1–4) was also proposed. John Wiley and Sons Inc. 2020-02-04 2020-05-04 /pmc/articles/PMC7317862/ /pubmed/31814269 http://dx.doi.org/10.1002/cbic.201900665 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Zhao, Lei Vo, Tien Duy Kaiser, Marcel Bode, Helge B. Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity |
title | Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity |
title_full | Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity |
title_fullStr | Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity |
title_full_unstemmed | Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity |
title_short | Phototemtide A, a Cyclic Lipopeptide Heterologously Expressed from Photorhabdus temperata Meg1, Shows Selective Antiprotozoal Activity |
title_sort | phototemtide a, a cyclic lipopeptide heterologously expressed from photorhabdus temperata meg1, shows selective antiprotozoal activity |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7317862/ https://www.ncbi.nlm.nih.gov/pubmed/31814269 http://dx.doi.org/10.1002/cbic.201900665 |
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