論文 - 詳細
| RRC ID | 71039 |
|---|---|
| 著者 | Kudo F, Kitayama Y, Miyanaga A, Numakura M, Eguchi T. |
| タイトル | Stepwise Post-glycosylation Modification of Sugar Moieties in Kanamycin Biosynthesis. |
| ジャーナル | Chembiochem |
| Abstract |
Kanamycin A is the major 2-deoxystreptamine (2DOS)-containing aminoglycoside antibiotic produced by Streptomyces kanamyceticus. The 2DOS moiety is linked with 6-amino-6-deoxy-d-glucose (6ADG) at O-4 and 3-amino-3-deoxy-d-glucose at O-6. Because the 6ADG moiety is derived from d-glucosamine (GlcN), deamination at C-2 and introduction of C-6-NH2 are required in the biosynthesis. A dehydrogenase, KanQ, and an aminotransferase, KanB, are presumed to be responsible for the introduction of C-6-NH2 , although the substrates have not been identified. Here, we examined the substrate specificity of KanQ to better understand the biosynthetic pathway. It was found that KanQ oxidized kanamycin C more efficiently than the 3''-deamino derivative. Furthermore, the substrate specificity of an oxygenase, KanJ, that is responsible for deamination at C-2 of the GlcN moiety was examined, and the crystal structure of KanJ was determined. It was found that C-6-NH2 is important for substrate recognition by KanJ. Thus, the modification of the GlcN moiety occurs after pseudo-trisaccharide formation, followed by the introduction of C-6-NH2 by KanQ/KanB and deamination at C-2 by KanJ. |
| 巻・号 | 22(9) |
| ページ | 1668-1675 |
| 公開日 | 2021-5-4 |
| DOI | 10.1002/cbic.202000839 |
| PMID | 33403742 |
| MeSH | Anti-Bacterial Agents / chemistry Anti-Bacterial Agents / metabolism* Bacterial Proteins / genetics Bacterial Proteins / metabolism Glycosylation Kanamycin / analogs & derivatives Kanamycin / biosynthesis* Kinetics Oxidoreductases / genetics Oxidoreductases / metabolism Polysaccharides / chemistry* Streptomyces / enzymology Substrate Specificity Transaminases / genetics Transaminases / metabolism |
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| リソース情報 | |
| 一般微生物 | JCM4433 |