Total Synthesis of (－)-Thallusin; Utilization of Enzymatic Hydrolysis Resolution.
Total Synthesis of (－)-Thallusin; Utilization of Enzymatic Hydrolysis Resolution.
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(－)-海菌素的全合成；酶水解拆分的利用。
DOI：
10.1021/jo501720b
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
H. Imagawa.
中科院分区：
文献类型：
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作者：
H. Yamamoto;Y. Takagi;T. Oshiro;T. Mitsuyama;I. Sasaki;N. Yamasaki;A. Yamada;H. Kenmoku;Y. Matsuo;Y. Kasai;H. Imagawa.
(−)-从海洋细菌中分离出的藻毒素是唯一已知的作为藻类形态发生诱导剂的天然产品。由于(−)-海藻素只能从微生物培养中获得极其有限的量，因此合成供应这种化合物是非常可取的。在这里，我们描述了一条合成(±)-海萝卜素的新途径，并首次利用脂肪酶PS-30和脂肪酶M-AMAMO-10的组合进行了(−)-海藻氨酸的不对称合成。
(−)-Thallusin, isolated from a marine bacterium, is the only known natural product to act as an algal morphogenesis inducer. Because (−)-thallusin can only be obtained in exceedingly limited amounts from microbial cultivation, a synthetic supply of this compound is highly desirable. Here, we describe a novel synthetic pathway to (±)-thallusin and the first asymmetric synthesis of (−)-thallusin utilizing the enzymatic hydrolysis resolution with the combination of lipase PS-30 and lipase M Amamo-10.