Formation of monohydroxy-n-nonane-2-ones from tricaprin by Fusarium avenaceum f. sp. fabae IFO 7158 |
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| Affiliation: | 1. Department of Civil and Environmental Engineering, Duke University, Hudson Hall, Durham, NC 27708, USA;2. Nicholas School of the Environment, Duke University, 9 Circuit Drive, Durham, NC 27710, USA;1. School of Environmental Science and Engineering, Sun Yat-sen University, Guangzhou 510275, China;2. Guangdong Provincial Key Laboratory of Environmental Pollution Control and Remediation Technology, Guangzhou 510275, China;3. South China Institute of Environmental Sciences, Guangzhou 510655, China |
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| Abstract: | Fusarium avenaceum f. sp. fabae IFO 7158 metabolized tricaprin with accumulation of n-nonane-2-one and three unknown minor compounds in the medium. The three compounds were identified to be 8-hydroxy-n-nonane-2-one, 7-hydroxy-n-nonane-2-one, and 6-hydroxy-n-nonane-2-one. The accumulation of the monohydroxy-n-nonane-2-ones took place with a decrease in n-nonane-2-one (C9:0-2-one) once formed from capric acid (C10:0). Thus, it is speculated that hydroxylations of n-nonane-2-one at ω2, ω3, and ω4 carbons gave the 8-hydroxy-, 7-hydroxy-, and 6-hydroxy-n-nonane-2-ones, respectively. Even though the microorganism could utilize well for growth all of the synthetic triglycerides, such as tricaproin, tricaprylin, tricaprin, trilaurin, trimyristin, and tripalmitin, the monohydroxy-n-alkane-2-one was formed exclusively from tricaprin. The maximal accumulation of monohydroxy-n-nonane-2-ones, a mixture of 8-hydroxy-, 7-hydroxy- and 6-hydroxy-n-nonane-2-ones in an approximate ratio of 10:7:0.5, was 139 mg from 1.0 g tricaprin. Finally, a novel metabolic pathway for the medium chain fatty acid in the fungus is discussed. |
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