A Mushroom P450-Monooxygenase Enables Regioand Stereoselective Biocatalytic Synthesis of Epoxycyclohexenones
文献类型：期刊论文
| 作者 | Yang,Yan-Long; Zhou,Man; Yang,Lin; Gressler,Markus; Rassbach,Johannes; Wurlitzer,Jacob M.; Zeng,Ying; Gao,Kun; Hoffmeister,Dirk |
| 刊名 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
 |
| 出版日期 | 2023 |
| 卷号 | 62期号:49 |
| 关键词 | Biocatalysis Biosynthesis Cytochrome P450 Epoxycyclohexenone Natural Products OPPOSITE FACIAL SPECIFICITY NATURAL-PRODUCTS STREPTOMYCES LL-C10037 BIOSYNTHESIS EPOXYQUINONE CYTOCHROME-P450 FERMENTATION PANEPOXYDONE EPOXIDATION INHIBITION |
| ISSN号 | 1521-3773 |
| DOI | 10.1002/anie.202313817 |
| 英文摘要 | An epoxycyclohexenone (ECH) moiety occurs in natural products of both bacteria and ascomycete and basidiomycete fungi. While the enzymes for ECH formation in bacteria and ascomycetes have been identified and characterized, it remained obscure how this structure is biosynthesized in basidiomycetes. In this study, we i) identified a genetic locus responsible for panepoxydone biosynthesis in the basidiomycete mushroom Panus rudis and ii) biochemically characterized PanH, the cytochrome P450 enzyme catalyzing epoxide formation in this pathway. Using a PanH-producing yeast as a biocatalyst, we synthesized a small library of bioactive ECH compounds as a proof of concept. Furthermore, homology modeling, molecular dynamics simulation, and site directed mutation revealed the substrate specificity of PanH. Remarkably, PanH is unrelated to ECH-forming enzymes in bacteria and ascomycetes, suggesting that mushrooms evolved this biosynthetic capacity convergently and independently of other organisms. PanH, a cytochrome P450 monooxygenase, was identified and verified as the enzyme responsible for epoxycyclohexenone formation in panepoxydone biosynthesis in the basidiomycete mushroom Panus rudis. A PanH-producing yeast as a biocatalyst enabled an enzymatic approach to synthesize a library of bioactive epoxycyclohexenone compounds.+image |
| WOS记录号 | WOS:001095653800001 |
| 源URL | [http://ir.kib.ac.cn/handle/151853/75332]  |
| 专题 | 中国科学院昆明植物研究所 |
| 推荐引用方式 GB/T 7714 | Yang,Yan-Long,Zhou,Man,Yang,Lin,et al. A Mushroom P450-Monooxygenase Enables Regioand Stereoselective Biocatalytic Synthesis of Epoxycyclohexenones[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2023,62(49). |
| APA | Yang,Yan-Long.,Zhou,Man.,Yang,Lin.,Gressler,Markus.,Rassbach,Johannes.,...&Hoffmeister,Dirk.(2023).A Mushroom P450-Monooxygenase Enables Regioand Stereoselective Biocatalytic Synthesis of Epoxycyclohexenones.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,62(49). |
| MLA | Yang,Yan-Long,et al."A Mushroom P450-Monooxygenase Enables Regioand Stereoselective Biocatalytic Synthesis of Epoxycyclohexenones".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 62.49(2023). |
入库方式： OAI收割
来源：昆明植物研究所
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