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Discovery and structure elucidation of glycosyl and 5-hydroxy migrastatins from dung beetle gut Kitasatospora sp.
DC Field | Value | Language |
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dc.contributor.author | Im, Ji Hyeon | - |
dc.contributor.author | Oh, Seoyoung | - |
dc.contributor.author | Bae, Eun Seo | - |
dc.contributor.author | Um, Soohyun | - |
dc.contributor.author | Lee, Sang Kook | - |
dc.contributor.author | Ban, Yeon Hee | - |
dc.contributor.author | Oh, Dong-Chan | - |
dc.date.accessioned | 2024-08-08T01:21:17Z | - |
dc.date.available | 2024-08-08T01:21:17Z | - |
dc.date.created | 2024-01-16 | - |
dc.date.created | 2024-01-16 | - |
dc.date.issued | 2023-02 | - |
dc.identifier.citation | Journal of Industrial Microbiology and Biotechnology, Vol.50 No.1, p. 046 | - |
dc.identifier.issn | 1367-5435 | - |
dc.identifier.uri | https://hdl.handle.net/10371/205324 | - |
dc.description.abstract | Two new macrocyclic secondary metabolites, glycosyl-migrastatin (1) and 5-hydroxy-migrastatin (2), were isolated from a gut bacterium Kitasatospora sp. JL24 in dung beetle Onthophagus lenzii. Based on a comprehensive analysis of the nuclear magnetic resonance (NMR), MS, and UV spectroscopic data, the planar structures of 1 and 2 were successfully identified as new derivatives of migrastatin. Compound 1 was the first glycosylated member of the migrastatin family. The absolute configuration of the sugar moiety was determined to be d-glucose through the analysis of coupling constants and ROESY correlations, followed by chemical derivatization and chromatographic comparison with authentic d- and l-glucose. Compound 2, identified as 5-hydroxy-migrastatin possessing an additional hydroxy group with a previously unreported chiral center, was assigned using Mosher's method through 19F NMR chemical shifts and confirmed with the modified Mosher's method. Genomic analysis of Kitasatospora sp. strain JL24 revealed a putative biosynthetic pathway involving an acyltransferase-less type I polyketide synthase biosynthetic gene cluster.One-Sentence Summary Two secondary metabolites, glycosyl-migrastatin (1) and 5-hydroxy-migrastatin (2), were discovered from the gut bacterium Kitasatospora sp. JL24 in the dung beetle Onthophagus lenzii. Graphical Abstract | - |
dc.language | 영어 | - |
dc.publisher | Springer Verlag | - |
dc.title | Discovery and structure elucidation of glycosyl and 5-hydroxy migrastatins from dung beetle gut Kitasatospora sp. | - |
dc.type | Article | - |
dc.identifier.doi | 10.1093/jimb/kuad046 | - |
dc.citation.journaltitle | Journal of Industrial Microbiology and Biotechnology | - |
dc.identifier.wosid | 001130135200001 | - |
dc.identifier.scopusid | 2-s2.0-85181178416 | - |
dc.citation.number | 1 | - |
dc.citation.startpage | 046 | - |
dc.citation.volume | 50 | - |
dc.description.isOpenAccess | Y | - |
dc.contributor.affiliatedAuthor | Lee, Sang Kook | - |
dc.contributor.affiliatedAuthor | Oh, Dong-Chan | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.subject.keywordPlus | ABSOLUTE-CONFIGURATION | - |
dc.subject.keywordPlus | CYCLIC-PEPTIDES | - |
dc.subject.keywordPlus | CELL-MIGRATION | - |
dc.subject.keywordPlus | A-D | - |
dc.subject.keywordPlus | BACTERIUM | - |
dc.subject.keywordPlus | COPRISAMIDES | - |
dc.subject.keywordPlus | ASSIGNMENT | - |
dc.subject.keywordAuthor | Insect gut bacteria | - |
dc.subject.keywordAuthor | Secondary metabolites | - |
dc.subject.keywordAuthor | Macrocyclic lactone | - |
dc.subject.keywordAuthor | Migrastatin | - |
dc.subject.keywordAuthor | Kitasatospora sp | - |
dc.subject.keywordAuthor | Biosynthetic pathway | - |
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