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Methyl (2E,4R)‐4‐hydroxydec‐2‐enoate, methyl (2E,4S)‐4‐hydroxydec‐2‐enoate, and ethyl (±)‐(2E)‐4‐hydroxy[4‐2H]dec‐2‐enoate were chemically synthesized and incubated in the yeast Saccharomyces cerevisiae. Initial C‐chain elongation of these substrates to C12 and, to a lesser extent, C14 fatty acids was observed, followed by γ‐decanolactone formation. Metabolic conversion of methyl (2E,4R)‐4‐hydroxydec‐2‐enoate and methyl (2E,4S)‐4‐hydroxydec‐2‐enoate both led to (4R)‐γ‐decanolactone with >99% ee and 80% ee, respectively. Biotransformation of ethyl (±)‐(2E)‐4‐hydroxy(4‐2H)dec‐2‐enoate yielded (4R)‐γ‐[2H]decanolactone with 61% of the 2H label maintained and in 90% ee indicating a stereoinversion pathway. Electron‐impact mass spectrometry analysis (Fig. 4) of 4‐hydroxydecanoic acid indicated a partial C(4)→C(2) 2H shift. The formation of erythro‐3,4‐dihydroxydecanoic acid and erythro‐3‐hydroxy‐γ‐decanolactone from methyl (2E,4S)‐4‐hydroxydec‐2‐enoate supports a net inversion to (4R)‐γ‐decanolactone via 4‐oxodecanoic acid. As postulated in a previous work, (2E,4S)‐4‐hydroxydec‐2‐enoic acid was shown to be a key intermediate during (4R)‐γ‐decanolactone formation via degradation of (3S,4S)‐dihydroxy fatty acids and precursors by Saccharomyces cerevisiae. 相似文献
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Recent developments in asymmetric aziridination 总被引:1,自引:0,他引:1
Hélène Pellissier Author Vitae 《Tetrahedron》2010,66(8):1509-94
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本文简单介绍了用于中国2.16米天文望远镜折轴焦点的阶梯光栅分光仪的总体方案,分析了其光学系统的装调要点与步骤,并制订切实可行的装调方案。用最少的辅助工具完成了复杂的光学装调任务。 相似文献
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《光谱学与光谱分析》2020,(2):549-549
来稿英文摘要不符合下列要求者,本刊要求作者重写,这可能要推迟论文发表的时间。1.请用符合语法的英文,要求言简意明、确切地论述文章的主要内容,突出创新之处。2.应拥有与论文同等量的主要信息,包括四个要素,即研究目的、方法、结果、结论。其中后两个要素最重要。 相似文献
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