左旋肉碱的机理及应用

3.前体1的拆分
4.前体2的拆分
5.前体3的拆分
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物理性质
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2.消旋体拆分
因为只有左旋肉碱有生理活性，有旋肉碱对脂肪酰转移 酶有抑制竞争作用。最常见的拆分方法是用一种光学纯 碱去拆分一种酸，酸碱形成盐进行重结晶。 Y.Hamari[ 2 ]等利用（-）- 扁桃酸，V.Iannella[ 3 ] 与H.Kiruchi[ 4 ]利用（-）-二苯甲酰- L- 酒石酸对 消旋体肉碱进行了拆分制得左旋肉碱（L- Carnitine）， 见图2。
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物理性质
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合成方法综述
化学合成与手性拆分 生物化学合成法 手性原料与化学合成
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物理性质 合成方法综述
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化学合成与手性拆分
生物化学合成法 手性原料与化学合成
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原理
应用
化学合成与手性拆分
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物理性质
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合成方法综述
化学合成与手性拆分 生物化学合成法 手性原料与化学合成
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原理
应用
左旋肉碱的合成
物理性质
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合成方法综述
化学合成与手性拆分 生物化学合成法 手性原料与化学合成
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原理
应用
左旋肉碱
R-3-Hydrox-4-(trimethylammonio)butyrate 又名L-carnitine（L-卡尼汀)
白色晶体，易稀释，特殊腥味， 不溶于有机溶剂，易溶于水和 酒精 水中溶解度2500g/L 比旋光度：20D:-32° 熔点210 °C
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合成方法综述
化学合成与手性拆分 生物化学合成法 手性原料与化学合成
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原理
应用
生物化学合成法
将微生物法与化学法相结合通过将S-环氧氯丙烷转化成R-环氧氯丙烷， 避免使用氰化物绿线，是将来的发展趋势。
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工业生产
工业上一般采用环氧氯丙烷为原料经 过氨化、酸化几个步骤在反应过程中 进行手性化，得到左旋肉碱
酶转化法 以化学物质为原料制备（环氧氯丙烷） 拆分D/L混旋体法 微生物发酵法
左旋肉碱
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原理
应用
手性原料与化学合成
手性原料与化学合成
结论
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混旋体 肉碱 拆分消旋 体 前体3的 拆分
前体1的 拆分
前体2的 拆分
1.制备混旋体肉碱
早起合成的肉碱是消旋体，以环氧氯丙烷为原料经过氨 化、酸化、氰化、水解、去离子化得到混旋肉碱D/Lcarnitine，用于肠胃调整剂和增进食欲药品，步骤见 图1。（请注意图为前体1、2、3.在后面有详细论述。）
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左旋肉碱的机理及应用
L/O/G/O
王麓雅
彭博
2010应化二班
左旋肉碱
R-3-Hydrox-4-(trimethylammonio)butyrate 又名L-carnitine（L-卡尼汀)
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