Production of Salvianic Acid A from l-DOPA via Biocatalytic Cascade Reactions

被引:4
作者
Hu, Ke Shun [1 ,2 ]
Le Chen, Chong [1 ]
Ding, Huan Ru [1 ]
Wang, Tian Yu [1 ]
Zhu, Qin [1 ]
Zhou, Yi Chen [1 ]
Chen, Jia Min [1 ]
Mei, Jia Qi [3 ]
Hu, Sheng [1 ]
Huang, Jun [2 ]
Zhao, Wei Rui [1 ]
Mei, Le He [1 ,4 ,5 ]
机构
[1] NingboTech Univ, Sch Biotechnol & Chem Engn, Ningbo 315100, Peoples R China
[2] Zhejiang Univ Sci & Technol, Dept Chem & Biol Engn, Hangzhou 310023, Peoples R China
[3] Hangzhou Huadong Med Grp Co Ltd, Hangzhou 310011, Peoples R China
[4] Zhejiang Univ, Dept Chem & Biol Engn, Hangzhou 310027, Peoples R China
[5] Jinhua Adv Res Inst, Jinhua 321019, Zhejiang, Peoples R China
基金
浙江省自然科学基金; 中国国家自然科学基金;
关键词
salvianic acid A; l-DOPA; membrane-bound l-amino acid deaminases; biocatalysis; molecular biology; biological engineering; ASYMMETRIC-SYNTHESIS; L-GLUTAMATE; DANSHENSU; BIOSYNTHESIS; CELLS; DEHYDROGENASE; MILTIORRHIZA; ANTIOXIDANT; INHIBITION;
D O I
10.3390/molecules27186088
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Salvianic acid A (SAA), as the main bioactive component of the traditional Chinese herb Salvia miltiorrhiza, has important application value in the treatment of cardiovascular diseases. In this study, a two-step bioprocess for the preparation of SAA from l-DOPA was developed. In the first step, l-DOPA was transformed to 3,4-dihydroxyphenylalanine (DHPPA) using engineered Escherichia coli cells expressing membrane-bound L-amino acid deaminase from Proteus vulgaris. After that, the unpurified DHPPA was directly converted into SAA by permeabilized recombinant E. coli cells co-expressing d-lactate dehydrogenase from Pediococcus acidilactici and formate dehydrogenase from Mycobacterium vaccae N10. Under optimized conditions, 48.3 mM of SAA could be prepared from 50 mM of l-DOPA, with a yield of 96.6%. Therefore, the bioprocess developed here was not only environmentally friendly, but also exhibited excellent production efficiency and, thus, is promising for industrial SAA production.
引用
收藏
页数:12
相关论文
共 37 条
[1]   Expression and characterization of a second L-amino acid deaminase isolated from Proteus mirabilis in Escherichia coli [J].
Baek, Jin-Oh ;
Seo, Jeong-Woo ;
Kwon, Ohsuk ;
Seong, Su-Il ;
Kim, Ik-Hwan ;
Kim, Chul Ho .
JOURNAL OF BASIC MICROBIOLOGY, 2011, 51 (02) :129-135
[2]   Separation of salvianic acid A from the fermentation broth of engineered Escherichia coli using macroporous resins [J].
Bai, Chen-Long ;
Zhao, Guang-Rong .
JOURNAL OF SEPARATION SCIENCE, 2015, 38 (16) :2833-2840
[3]   Improved Process for Pilot-Scale Synthesis of Danshensu ((±)-DSS) and Its Enantiomer Derivatives [J].
Bai, Yajun ;
Zhang, Qunzheng ;
Jia, Pu ;
Yang, Lingjian ;
Sun, Yuhong ;
Nan, Yefei ;
Wang, Shixiang ;
Meng, Xue ;
Wu, Yizhen ;
Qin, Fanggang ;
Sun, Zhe ;
Gao, Xiaokang ;
Liu, Pei ;
Luo, Kai ;
Zhan, Yajun ;
Zhao, Xinfeng ;
Xiao, Chaoni ;
Liao, Sha ;
Liu, Jianli ;
Wang, Cuiling ;
Fang, Jiacheng ;
Wang, Xiaoxiao ;
Wang, Jing ;
Gao, Rong ;
An, Xuexia ;
Zhang, Xunli ;
Zheng, Xiaohui .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2014, 18 (12) :1667-1673
[4]   The attenuation of HIV-1 Tat-induced neurotoxicity by Salvianic acid A and Danshen granule [J].
Bao, Dengke ;
Wang, Jingkai ;
Liu, Junqi ;
Qin, Tao ;
Liu, Hongliang .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2019, 124 :863-870
[5]   A METHOD OF SYNTHESIS OF PHENYLLACTIC ACID AND SUBSTITUTED PHENYLLACTIC ACIDS [J].
BUBL, EC ;
BUTTS, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (10) :4972-4972
[6]   Biosynthesis of 4-hydroxyphenylpyruvic acid from L-tyrosine using recombinant Escherichia coli cells expressing membrane bound L-amino acid deaminase [J].
Ding, Huanru ;
Zhao, Weirui ;
Lu, Changjiang ;
Huang, Jun ;
Hu, Sheng ;
Yao, Shanjing ;
Mei, Lehe ;
Wang, Jinbo ;
Mei, Jiaqi .
CHINESE JOURNAL OF CHEMICAL ENGINEERING, 2018, 26 (02) :380-385
[7]   Asymmetric synthesis and biological evaluation of Danshensu derivatives as anti-myocardial ischemia drug candidates [J].
Dong, Cunnan ;
Wang, Yang ;
Zhu, Yi Zhun .
BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (09) :3499-3507
[8]  
Findrilk Z, 2005, CHEM BIOCHEM ENG Q, V19, P351
[9]   One-Step Biosynthesis of α-Keto-γ-Methylthiobutyric Acid from L-Methionine by an Escherichia coli Whole-Cell Biocatalyst Expressing an Engineered L-Amino Acid Deaminase from Proteus vulgaris [J].
Hossain, Gazi Sakir ;
Li, Jianghua ;
Shin, Hyun-dong ;
Du, Guocheng ;
Wang, Miao ;
Liu, Long ;
Chen, Jian .
PLOS ONE, 2014, 9 (12)
[10]   Salvianolic acid A inhibits platelet activation and arterial thrombosis via inhibition of phosphoinositide 3-kinase [J].
Huang, Z. S. ;
Zeng, C. L. ;
Zhu, L. J. ;
Jiang, L. ;
Li, N. ;
Hu, H. .
JOURNAL OF THROMBOSIS AND HAEMOSTASIS, 2010, 8 (06) :1383-1393