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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

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【作者】 廖津杨佩玲李艺菲刘珏戴扬晓郑洁欧仕益周华

【Author】 LIAO Jin;YANG Peiling;LI Yifei;LIU Jue;DAI Yangxiao;ZHENG Jie;OU Shiyi;ZHOU Hua;Department of Food Science and Engineering, Jinan University;

【通讯作者】 周华;

【机构】 暨南大学食品科学与工程系

【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。

【Abstract】 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.

【基金】 国家自然科学基金(31101323)
  • 【文献出处】 高校化学工程学报 ,Journal of Chemical Engineering of Chinese Universities , 编辑部邮箱 ,2023年06期
  • 【分类号】TS202.3
  • 【下载频次】4
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