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十一碳烯酰基苯丙氨酸的合成及其抑制酪氨酸酶二酚酶活性的研究
Synthesis and inhibitory effect on tyrosinase diphenolase activity of N-undecenoyi-L-phenylalanine
【摘要】 以十一烯酸和苯丙氨酸为原料,使用氯化亚砜将十一烯酸酰氯化,采用肖顿-鲍曼法(Schotten-Baumann)缩合反应合成了十一碳烯酰基苯丙氨酸钠,再经酸化分离后得到了十一碳烯酰基苯丙氨酸。利用IR,MS和~1H NMR对合成产物的结构进行了表征,同时考察了十一碳烯酰基苯丙氨酸对酪氨酸酶二酚酶活性抑制的机制。结果表明,十一碳烯酰基苯丙氨酸对酪氨酸酶二酚酶活性的抑制作用为竞争性可逆抑制,其半抑制浓度为3.711 g/L,抑制常数(K_i)为3.651 g/L。
【Abstract】 Undecylenic acid and L-phenylalanine were used as main materials to prepare N-undecenoyl-L-phenylalanine.The undecylenic acid was acyl-chlorinated with thionyl chloride via Schotten-Baumann reaction,followed by acidification;then the target product,N-undecenoyl-L-phenylalanine was obtained.The product was characterized by IR,MS and 1H NMR.Meanwhile,the mechanism for inhibitory effect on tyrosinase diphenolase activity of N-undecenoyl-L-phenylalanine was investigated.Results showed that the inhibitory effect on tyrosinase diphenolase activity of N-undecenoyl-L-phenylalanine is competitive and reversible inhibition.Its 50%effective inhibitory concentration is 3.711 g/L,and its inhibition constant(K1)is 3.651 g/L.
- 【文献出处】 日用化学工业 ,China Surfactant Detergent & Cosmetics , 编辑部邮箱 ,2016年10期
- 【分类号】TQ658
- 【被引频次】9
- 【下载频次】377