Plantazolicin
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| Other names
plantazolicin A, PZN
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3D model (JSmol)
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| Properties | |
| C63H69N17O13S2 | |
| Molar mass | 1336.45813 g/mol |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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 (what is   ?) |
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Plantazolicin (PZN) is a natural antibiotic produced by the gram-positive soil bacterium Bacillus amyloliquefaciens FZB42. PZN has specifically been identified as a selective bactericidal agent active against Bacillus anthracis, the causative agent of anthrax. This natural product is a ribosomally synthesized and post-translationally modified peptide (RiPP); it can be classified further as a thiazole/oxazole-modified microcin (TOMM) or a linear azole-containing peptide (LAP).
The significance of PZN stems from its narrow-spectrum antibiotic activity. Most antibiotics in clinical use are broad-spectrum, acting against a wide variety of bacteria, and antibiotic resistance to these drugs is common. In contrast, PZN is antibacterial against only a small number of species, including Bacillus anthracis.
The genes for the biosynthesis of PZN were first reported in 2008. The natural product was then isolated in 2011 from Bacillus amyloliquefaciens. The structure of PZN was solved later that year by two independent research groups, primarily through high-resolution mass spectrometry and NMR spectroscopy. In 2013, various biomimetic chemical synthesis studies of PZN were reported, including a total synthesis.
In bacteria, plantazolicin (PZN) is synthesized first as an unmodified peptide via translation at the ribosome. A series of enzymes then chemically alter the peptide to install its post-translational modifications, including several azole heterocycles and an N-terminal amine dimethylation.
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