期刊
ACS CATALYSIS
卷 12, 期 1, 页码 648-654出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.1c04609
关键词
biosynthesis; cyclodipeptide oxidase; cyclodipeptide synthase; cytochrome P450 enzyme as guaninyl transferase; Fe-II/2-oxoglutarate-dependent oxygenase; natural products
资金
- DFG [INST 160/620-1, Li844/141, 201608310118]
- China Scholarship Council
The study involved heterologous expression of a silent gene cluster from Streptomyces cinnamoneus which led to the identification of guatrypmethine C, a guaninylated cyclo-L-Trp-L-Met derivative with two exo double bonds at the diketopiperazine ring. Structural elucidation was achieved using MS, H-1, C-13, and N-15 NMR analyses including H-1-C-13 and H-1-N-15 HMBC. Gene combination and biochemical investigation confirmed that the formation of the two C=C bonds are catalyzed by two distinct enzyme families (i.e., cyclodipeptide oxidase and Fe-II/2OG-dependent oxygenase).
Heterologous expression of a silent gene cluster from Streptomyces cinnamoneus led to identification of guatrypmethine C, a guaninylated cyclo-L-Trp-L-Met derivative with two exo double bonds at the diketopiperazine ring. Structural elucidation was achieved using MS, H-1, C-13, and N-15 NMR analyses including H-1-C-13 and H-1-N-15 HMBC. Gene combination and biochemical investigation proved that the formation of the two C=C bonds are catalyzed by two distinct enzyme families (i.e., cyclodipeptide oxidase and Fe-II/2OG-dependent oxygenase).
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