L-硒-甲基硒代半胱氨酸的合成及中试工艺  

Synthesis and pilot-scale process of L-selenium-methylselenocysteine

作　　者：廖津 杨佩玲 李艺菲 刘珏 戴扬晓 郑洁[1] 欧仕益[1] 周华[1] LIAO Jin;YANG Peiling;LI Yifei;LIU Jue;DAI Yangxiao;ZHENG Jie;OU Shiyi;ZHOU Hua(Department of Food Science and Engineering,Jinan University,Guangzhou 510632,China)

机构地区：[1]暨南大学食品科学与工程系,广东广州510632

出　　处：《高校化学工程学报》2023年第6期951-961,共11页Journal of Chemical Engineering of Chinese Universities

基　　金：国家自然科学基金(31101323)。

摘　　要：针对L-硒-甲基硒代半胱氨酸的合成存在操作安全系数低、后处理成本高的问题,研究开发一种新的合成方法。通过小试获得优化的工艺条件,设计并搭建中试生产线,以验证合成工艺稳定性。小试研究结果表明:L-丝氨酸经氯化获得3-氯-L-丙氨酸盐酸盐(产率:89.7%)、再与三乙酰氧基硼氢化钠法制备的二硒化二钠反应生成L-硒代胱氨酸(产率:73.0%)、最后在反应物L-硒代胱氨酸、碘甲烷、三乙酰氧基硼氢化钠物质的量比=1.00:4.02:1.58条件下经还原、甲基化获得目标产物(产率:78.3%)。在相同的工艺条件下,中试可以获得与小试接近或更高的产率,为L-硒-甲基硒代半胱氨酸的工业化生产奠定坚实基础。The synthesis of L-selenium-methylselenocysteine(L-SeMC)has problems of low safety factor and high cost of post-treatment.A new synthetic method was proposed in this study.Optimized process conditions were first obtained in laboratory,and then a pilot production line was designed and built to verify the process stability.The laboratory results show that L-serine is chlorinated to obtain 3-chloro-L-alanine hydrochloride(yield:89.7%),and then reacts with sodium diselenide by sodium triacetoxyborohydride reduction to generate L-selenocystine(L-SeC2)(yield:73.0%).The target product is finally obtained by reduction and methylation under the molar ratio of n(L-SeC2):n(iodomethane):n(sodium triacetoxyborohydride)=1.00:4.02:1.58(yield:78.3%).The yields of the pilot production line are close to or higher than that of the laboratorial results,which helps for the industrial production of L-SeMC.

关 键 词：合成 L-硒-甲基硒代半胱氨酸 L-硒代胱氨酸 还原 反应动力学 

分 类 号：TS202.3[轻工技术与工程—食品科学]