Reference - Detail
| RRC ID | 17459 |
|---|---|
| Author | Sato T, Takizawa K, Orito Y, Kudo H, Hoshino T. |
| Title | Insight into C35 terpene biosyntheses by nonpathogenic Mycobacterium Species: functional analyses of three Z-prenyltransferases and identification of dehydroheptaprenylcyclines. |
| Journal | Chembiochem |
| Abstract |
Nonpathogenic Mycobacterium species produce rare cyclic C(35) terpenes that are biosynthesized by cyclization of Z-type C(35) polyprenyl diphosphate. To provide deeper insight into the biosynthesis of C(35) terpenes, we carried out functional analyses of three Z-prenyltransferase homologues in M. vanbaalenii identified by genomic analysis. Mvan_3822, a novel bifunctional Z-prenyltransferase, biosynthesizes C(35)-heptaprenyl diphosphate as a main product from (E,E)-farnesyl diphosphate (E,E-FPP) and (E,E,E)-geranylgeranyl diphosphate (E,E,E-GGPP), but produces a C(50)-decaprenyl diphosphate from geranyl diphosphate. Mvan_1705 is a novel Z,E,E-GGPP synthase. In addition, novel cyclic C(35) terpenes, (14E)- and (14Z)-dehydroheptaprenylcycline, were identified as minor metabolites in nonpathogenic Mycobacterium cells. C(35) terpenes could be biosynthesized by two routes, in which E and Z geometric isomers of heptaprenyl diphosphate are produced from E,E-FPP and E,E,E-GGPP, and the prenylreductase responsible for the biosynthesis of C(35) terpenes could reduce both E and Z prenyl residues. |
| Volume | 11(13) |
| Pages | 1874-81 |
| Published | 2010-9-3 |
| DOI | 10.1002/cbic.201000328 |
| PMID | 20672281 |
| MeSH | Cyclization Dimethylallyltranstransferase / classification Dimethylallyltranstransferase / genetics Dimethylallyltranstransferase / metabolism* Mycobacterium / enzymology* Recombinant Proteins / classification Recombinant Proteins / isolation & purification Recombinant Proteins / metabolism Stereoisomerism Substrate Specificity Terpenes / chemistry* Terpenes / isolation & purification Terpenes / metabolism* |
| IF | 2.576 |
| Times Cited | 9 |
| WOS Category | CHEMISTRY, MEDICINAL BIOCHEMISTRY & MOLECULAR BIOLOGY |
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オルトメトリクス指標項目
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| Total number of mentions | 0 |
| Resource | |
| General Microbes | JCM 7439 JCM 13017 |