論文 - 詳細
| RRC ID | 67223 |
|---|---|
| 著者 | Chen M, Rubin GM, Jiang G, Raad Z, Ding Y. |
| タイトル | Biosynthesis and Heterologous Production of Mycosporine-Like Amino Acid Palythines. |
| ジャーナル | J Org Chem |
| Abstract |
Mycosporine-like amino acids (MAAs) are a family of natural products that are produced by a variety of organisms for protection from ultraviolet damage. In this work, we combined different bioinformatic approaches to assess the distribution of the MAA biosynthesis and identified a putative gene cluster from Nostoc linckia NIES-25 that encodes a short-chain dehydrogenase/reductase and a nonheme iron(II)- and 2-oxoglutarate-dependent oxygenase (MysH) as potential new biosynthetic enzymes. Heterologous expression of refactored gene clusters in E. coli produced two known biosynthetic intermediates, 4-deoxygadusol and mycosporine-glycine, and three disubstituted MAA analogues, porphyra-334, shinorine, and mycosporine-glycine-alanine. Importantly, the disubstituted MAAs were converted into palythines by MysH. Furthermore, biochemical characterization revealed the substrate preference of recombinant MysD, a d-Ala-d-Ala ligase-like enzyme for the formation of disubstituted MAAs. Our study advances the biosynthetic understanding of an important family of natural UV photoprotectants and opens new opportunities to the development of next-generation sunscreens. |
| 巻・号 | 86(16) |
| ページ | 11160-11168 |
| 公開日 | 2021-8-20 |
| DOI | 10.1021/acs.joc.1c00368 |
| PMID | 34006097 |
| PMC | PMC8905528 |
| MeSH | Amino Acids* / genetics Cyclohexanols Escherichia coli / genetics Glycine / analogs & derivatives Nostoc* / genetics Ultraviolet Rays |
| IF | 4.335 |
| オルトメトリクス指標 |
オルトメトリクス指標項目
|
| 最多言及媒体 | Patent(IFI CLAIMS) |
| 各媒体での言及数の合計 | 5 |
| 過去6か月間でのオルトメトリクス指標の変動値 | 3.0 |
| リソース情報 | |
| 藻類 | NIES-25 |