Reference - Detail
| RRC ID | 82462 |
|---|---|
| Author | Phan CS, Ling Z, Mehjabin JJ, Matsuda K, Prakoso NI, Umezawa T, Wakimoto T, Okino T. |
| Title | Doubly Homologated Tyrosine-Containing Peptides from the Cyanobacterium Microcystis aeruginosa NIES-4285 and Their Biosynthesis. |
| Journal | J Nat Prod |
| Abstract |
Chemical investigation of the cyanobacterium Microcystis aeruginosa NIES-4285 led to the isolation of six new natural products, microginins 705 (1), 719 (2), 733A (3), 733B (4), and 733C (5), and anabaenopeptin 885 (7), and three known compounds, anabaenopeptins 871 (6), B (8), and F (9). Planar structures and absolute configurations for 1-7 were determined by 2D NMR, HRMS, and Marfey's analyses. Microginin 733C (5), and anabaenopeptins 871 (6) and 885 (7) contained a unique residue of 2-amino-5-(4-hydroxyphenyl)pentanoic acid (Ahppa): doubly homologated tyrosine (di-hTyr). The biosynthetic origin of this nonproteinogenic amino acid di-hTyr was investigated, and it was found that MaHphABCDE are involved in the production of di-hTyr. In addition, biochemical characterization of aminotransferase MaHphE showed that it is a promiscuous enzyme. This result expanded the biocatalytic toolbox for amino acid homologation. |
| Volume | 87(11) |
| Pages | 2629-2639 |
| Published | 2024-11-22 |
| DOI | 10.1021/acs.jnatprod.4c00972 |
| PMID | 39475151 |
| MeSH | Microcystis* / chemistry Microcystis* / metabolism Molecular Structure Nuclear Magnetic Resonance, Biomolecular Peptides / chemistry Peptides / metabolism Tyrosine* / chemistry |
| IF | 3.782 |
| Altmetric score |
オルトメトリクス指標項目
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| The most frequently cited source | X(Twitter) |
| Total number of mentions | 7 |
| Altmetric score changes over past 6months | 0.0 |
| Resource | |
| Algae | NIES-4285 |