Shaping the Polypropionate Biosynthesis in the Solar-Powered Mollusc Elysia viridis
Shaping the Polypropionate Biosynthesis in the Solar-Powered Mollusc Elysia viridis
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DOI：
10.1002/cbic.200800531
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发表时间：
2009-01-26
期刊：
影响因子：
3.2
通讯作者：
Fontanaa, Angelo
中科院分区：
文献类型：
--
作者：
Cutignano, Adele;Cimino, Guido;Fontanaa, Angelo
含有吡喃酮的聚丙酸酯是一类聚酮类化合物，具有一些海洋软体动物的化学特征，由于它们体内储存有活力的共生叶绿体，能够光养二氧化碳固定。这些分子的作用和起源研究得很少，尽管这些天然产物的不寻常的生物活性和化学性质最近重新引起了人们的兴趣。在这里，我们报告了在地中海软体动物绿Elysia viridis体内生产含γ -吡咯酮的聚丙酸酯的研究结果。糖聚糖中代谢物的生物合成是通过聚酮合酶组装8个完整的C-3单元的缩合进行的。LC-MS和NMR波谱研究表明，该过程涉及吡酮四烯（10）作为关键中间体，而最终聚丙酸酯（6、7和9）的水平彼此相关，并显示出对光照条件的显著依赖。
Polypropionates that incorporate pyrones are a family of polyketides featuring the chemistry of a few marine molluscs capable of phototrophic CO2 fixation as a result of storing viable symbiotic chloroplasts in their bodies, The role and origin of these molecules is poorly investigated, although the unusual biological activities and chemistry of these natural products have recently received renewed interest. Here, we report the results of in vivo studies on production of gamma-pyrone-containing polypropionates in the Mediterranean mollusc Elysia viridis. Biosynthesis of the metabolites in the sacoglossan is shown to proceed through condensation of eight intact C-3 units by polyketide synthase assembly. LC-MS and NMR spectroscopic studies demonstrate that the process involves a pyrone tetraene (10) as key intermediate, whereas the levels of the final polypropionates (6, 7 and 9) ore related to each other and show a significant dependence upon light conditions.