Phylogeny‐guided Characterization of Bacterial Hydrazine Biosynthesis Mediated by Cupin/methionyl tRNA Synthetase‐like Enzymes
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- Kenichi Matsuda
- Faculty of Pharmaceutical Sciences Hokkaido University Kita 12, Nishi 6, Kita-ku Sapporo 060-0812 Japan
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- Yuto Nakahara
- Faculty of Pharmaceutical Sciences Hokkaido University Kita 12, Nishi 6, Kita-ku Sapporo 060-0812 Japan
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- Atina Rizkiya Choirunnisa
- Faculty of Pharmaceutical Sciences Hokkaido University Kita 12, Nishi 6, Kita-ku Sapporo 060-0812 Japan
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- Kuga Arima
- Faculty of Pharmaceutical Sciences Hokkaido University Kita 12, Nishi 6, Kita-ku Sapporo 060-0812 Japan
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- Toshiyuki Wakimoto
- Faculty of Pharmaceutical Sciences Hokkaido University Kita 12, Nishi 6, Kita-ku Sapporo 060-0812 Japan
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説明
<jats:title>Abstract</jats:title><jats:p>Cupin/methionyl‐tRNA synthetase (MetRS)‐like didomain enzymes catalyze nitrogen‐nitrogen (N−N) bond formation between <jats:italic>N</jats:italic>ω‐hydroxylamines and amino acids to generate hydrazines, key biosynthetic intermediates of various natural products containing N−N bonds. While the combination of these two building blocks leads to the creation of diverse hydrazine products, the full extent of their structural diversity remains largely unknown. To explore this, we herein conducted phylogeny‐guided genome‐mining of related hydrazine biosynthetic pathways consisting of two enzymes: flavin‐dependent <jats:italic>N</jats:italic>ω‐hydroxylating monooxygenases (NMOs) that produce <jats:italic>N</jats:italic>ω‐hydroxylamine precursors and cupin/MetRS‐like enzymes that couple the <jats:italic>N</jats:italic>ω‐hydroxylamines with amino acids via N−N bonds. A phylogenetic analysis identified the largely unexplored sequence spaces of these enzyme families. The biochemical characterization of NMOs demonstrated their capabilities to produce various <jats:italic>N</jats:italic>ω‐hydroxylamines, including those previously not known as precursors of N−N bonds. Furthermore, the characterization of cupin/MetRS‐like enzymes identified five new hydrazine products with novel combinations of building blocks, including one containing non‐amino acid building blocks: 1,3‐diaminopropane and putrescine. This study substantially expanded the variety of N−N bond forming pathways mediated by cupin/MetRS‐like enzymes.</jats:p>
収録刊行物
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- ChemBioChem
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ChemBioChem 25 2024-03-12
Wiley
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詳細情報 詳細情報について
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- CRID
- 1360865815482623744
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- ISSN
- 14397633
- 14394227
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- 資料種別
- journal article
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- データソース種別
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- Crossref
- KAKEN
- OpenAIRE