Biosynthesis of 2-methylisoborneol in cyanobacteria.

Biosynthesis of 2-methylisoborneol in cyanobacteria.
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DOI:
10.1021/es102992p
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发表时间:
2011-02-01
影响因子:
11.4
通讯作者:
Monis, P. T.
Monis, P. T.
中科院分区:
环境科学与生态学1区
文献类型:
--
作者:
Giglio, S.;Chou, W. K. W.;Ikeda, H.;Cane, D. E.;Monis, P. T.

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2-甲基异龙脑(MIB)等富含脂肪的代谢物的产生是世界范围内供水设施的主要问题。尽管MIB没有已知的生物功能,但这种化合物产生的泥土/霉味和气味导致消费者报告大量投诉,这破坏了水的公用事业性能和安全和足够的饮用水供应。蓝藻是天然水域中MIB的主要生产者,其机制迄今仍未得到很大程度的研究。为了研究蓝藻MIB生物合成的基本生物学机制,利用下一代测序技术对一株产MIB的淡水假单胞菌的基因组进行了测序,并对可能的MIB生物合成基因衍生的重组蛋白进行了生化特征分析。我们证明蓝藻中MIB的生物合成是两个关键反应的结果:1)依赖S腺苷蛋氨酸的单萜前体香叶基二磷酸甲基化反应(GPPMT);2)作为MIB操纵子的MIB合成酶(MIB)催化2-甲基GPP进一步环化为MIB。根据放线菌和蓝藻生物合成MIB组分基因的比较,我们推测该操纵子中存在多个基因重排。
The production of odiferous metabolites, such as 2-methlyisoborneol (MIB), is a major concern for water utilities worldwide. Although MIB has no known biological function, the presence of the earthy/musty taste and odor attributed to this compound result in the reporting of numerous complaints by consumers, which undermines water utility performance and the safe and adequate provision of potable waters. Cyanobacteria are the major producers of MIB in natural waters, by mechanisms that have heretofore remained largely unstudied. To investigate the fundamental biological mechanism of MIB biosynthesis in cyanobacteria, the genome of a MIB-producing Pseudanabaena limnetica was sequenced using Next Generation Sequencing and the recombinant proteins derived from the putative MIB biosynthetic genes were biochemically characterized. We demonstrate that the biosynthesis of MIB in cyanobacteria is a result of 2 key reactions: 1) a S-adenosylmethionine -dependent methylation of the monoterpene precursor geranyl diphosphate (GPP) to 2-methyl-GPP catalyzed by geranyl diphosphate 2-methyltransferase (GPPMT), and 2) further cyclization of 2-methyl-GPP to MIB catalyzed by MIB synthase (MIBS) as part of a MIB operon. Based on a comparison of the component MIB biosynthetic genes in actinomycetes and cyanobacterial organisms, we hypothesize that there have been multiple rearrangements of the genes in this operon.
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影响因子: 11.4
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