生物-化学法合成黑色素前体5,6-二羟基吲哚  

Bio-chemical Synthesis of Melanin Precursor--5,6-Dihydroxyindole(DHI)

作　　者：金睿明 穆晓清[1,2] 徐岩 JIN Ruiming;MU Xiaoqing;XU Yan(Lab of Brewing Microbiology and Applied Enzymology,School of Biotechnology,Jiangnan University,Wuxi 214122,China;Jiangnan University Institute of Industrial Technology,Suqian 223800,China)

机构地区：[1]江南大学生物工程学院酿造微生物学与应用酶学研究室,无锡214122 [2]江南大学产业技术研究院,宿迁223800

出　　处：《高等学校化学学报》2022年第8期84-90,共7页Chemical Journal of Chinese Universities

基　　金：国家重点研发计划项目(批准号:2021YFC2100100);国家自然科学基金(批准号:21336009,21176103);高等学校学科创新引智计划(111计划)项目(批准号:111-2-06)资助。

摘　　要：研究了偶联Saccharomyces cerevisiae BY4741/pYX212-TYR催化L-多巴(L-Dopa)合成多巴色素(DC)的生物氧化步骤和DC还原合成5,6-二羟基吲哚(DHI)化学步骤,实现了DHI的生物-化学合成.通过优化生物氧化步骤的反应条件及供氧策略等因素,使L-Dopa的转化率提升至94.75%;通过优化化学还原步骤反应条件及化学助剂,使DHI的产率提高到90.03%.产物的超高效液相色谱-四极杆飞行时间质谱联用(UPLC-Q-TOF-MS)分析结果表明,反应体系中存在DHI可溶性低聚物.In this study,the biological oxidation step for the synthesis of dopachrome(DC)from L-3,4-dihydroxyphenylalanine(L-Dopa)catalyzed by Saccharomyces cerevisiae BY4741/pYX212-TYR and the chemical step for the reductive synthesis of 5,6-dihydroxyindole(DHI)from DC were coupled,realizing the bio-chemical synthesis of DHI. By optimizing the reaction conditions and the oxygen supply strategy of the biological oxidation step,the conversion rate of L-Dopa increased to 94.75%;by optimizing the reaction conditions and chemical additives of the chemical reduction step,the yield of DHI increased to 90.03%. Ultra high performance liquid chromatography tandem quadrupole time of flight mass spectroscopy(UPLC-Q-TOF-MS)identification for the products showed that DHI-soluble oligomers existed in the reaction system.

关 键 词：5 6-二羟基吲哚 酪氨酸酶 L-多巴 多巴色素 生物-化学合成途径 

分 类 号：O621.2[理学—有机化学]