Acyl Histidines: New N-Acyl Amides from Legionella pneumophila
| Autor: | Jason M. Crawford, Stephanie R. Shames, Wooyoung Cho, Craig R. Roy, Thomas Tørring |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
0301 basic medicine
Pyridines Biology 010402 general chemistry 01 natural sciences Biochemistry Legionella pneumophila Article Microbiology 03 medical and health sciences chemistry.chemical_compound Mice Metabolomics Gene cluster Animals Histidine Secondary metabolism Molecular Biology Pathogen Acanthamoeba castellanii Natural product Macrophages Organic Chemistry biology.organism_classification Amides 0104 chemical sciences 030104 developmental biology chemistry Molecular Probes Multigene Family Molecular Medicine Protozoa Intracellular |
| Zdroj: | Tørring, T, Shames, S R, Cho, W, Roy, C R & Crawford, J M 2017, ' Acyl Histidines: New N-Acyl Amides from Legionella pneumophila ', ChemBioChem, vol. 18, no. 7, pp. 638-646 . https://doi.org/10.1002/cbic.201600618 |
| ISSN: | 1439-7633 |
| Popis: | Legionella pneumophila, the causative agent of Legionnaire's disease, is a Gram-negative Gammaproteobacterial pathogen that infects and intracellularly replicates in a variety of protozoa and in human macrophages. L. pneumophila encodes an orphan biosynthetic gene cluster (BGC) that contains isocyanide-associated biosynthetic genes and is upregulated during infection. Because isocyanide-functionalized metabolites are known to harbor invertebrate innate immunosuppressive activities in bacterial pathogen-insect interactions, we used pathway-targeted molecular networking and tetrazine-based chemoseletive ligation chemistry to characterize the metabolites from the orphan pathway in L. pneumophila. We also assessed their intracellular growth contributions in an amoeba and in murine bone marrow derived macrophages. Unexpectedly, two distinct groups of aromatic amino acid-derived metabolites were identified from the pathway, including a known tyrosine-derived isocyanide and a family of new N-acyl-L-histidine metabolites. |
| Databáze: | OpenAIRE |
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