Revised stereochemistry of ceramide-trafficking inhibitor HPA-12 by X-ray crystallography analysis.
Revised stereochemistry of ceramide-trafficking inhibitor HPA-12 by X-ray crystallography analysis.
复制标题
通过 X 射线晶体学分析修正神经酰胺运输抑制剂 HPA-12 的立体化学。
DOI：
10.1021/ol401101u
复制
发表时间：
2013
期刊：
影响因子：
5.2
通讯作者：
S. Kobayashi
中科院分区：
文献类型：
--
作者：
M. Ueno;Yiyong Huang;A. Yamano;S. Kobayashi
为了响应Berkegovic的报告，修改HPA-12的立体化学，HPA-12是一种重要的神经酰胺运输抑制剂，于2001年发现并合成，并测定了其立体化学，重新研究了合成和立体化学。发展了一种基于水相中锌催化不对称Mannich反应的HPA-12的大规模合成方法。从丙酸乙酯/正己烷中获得HPA-12的单晶用于X-射线晶体学分析，并且立体化学明确地确定为1 R，3S，与Berkeville的修正结构一致。
In response to Berkeš's report revising the stereochemistry of HPA-12, an important ceramide-trafficking inhibitor that was discovered and synthesized and its stereochemistry determined in 2001, the synthesis and the stereochemistry were reinvestigated. A large-scale synthetic method for HPA-12 based on a Zn-catalyzed asymmetric Mannich-type reaction in water was developed. Single crystals of HPA-12 for X-ray crystallographic analysis were obtained from ethyl propionate/n-hexane, and the stereochemistry was definitely determined to be 1R,3S, consistent with Berkeš's revised structure.
影响因子：
29
作者：
Hla T;Dannenberg AJ
通讯作者：
Dannenberg AJ