What Is the True Structure of D609, a Widely Used Lipid Related Enzyme Inhibitor?
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- 作者：Mikako Kato ; Mostafa A. S. Hammam ; Tohru Taniguchi ; Yoshiko Suga ; Kenji Monde
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：February 19, 2016
- 年：2016
- 卷：18
- 期：4
- 页码：768-771
- 全文大小：271K
- ISSN：1523-7052
文摘
D609 (1) has been used as a lipid-related enzyme inhibitor during the past three decades. Although it has eight possible stereoisomers, no systematic research considering its chirality has been performed. In this paper, eight possible chiral alcohols as direct precursors of D609 were synthesized, and their stereochemistries were elucidated by a vibrational circular dichroism (VCD) technique. Phosphatidylcholine-specific phospholipase C and sphingomyelin synthase inhibition assays of these isomers showed considerable differences in their activities.