Biosynthesis of D-danshensu from L-DOPA using engineered Escherichia coli whole cells

Xiong, Tianzhen; Jiang, Jing; Bai, Yajun; Fan, Tai-Ping; Zhao, Ye; Zheng, Xiaohui; Cai, Yujie

doi:10.1007/s00253-019-09947-0

Cited by 12 publications

(18 citation statements)

References 25 publications

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“…The artificial reaction cascade requires only three steps, which can not only efficiently convert PPA to SAA but can also catalyze the formation of DOMA from PGA at 50 °C. Although the productivity values were lower than those reported by Xiong et al, 12,15 compared to microbial fermentation, our artificial multienzyme reaction cascade provides a process that is environmentally friendly, forms fewer byproducts, and is recyclable, with relatively high yield (Table S4).…”

Section: ■ Results and Discussionmentioning

confidence: 60%

“…11 It also serves as a precursor for the synthesis of pharmaceutical compounds such as Danshensu Bingpian Zhi and isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate. 12 Except for direct extraction from S. miltiorrhiza and chemical synthesis, engineered Escherichia coli has been used to synthesize SAA from 4-hydroxyphenylpyruvate (4HPP). 13,14 In addition, E. coli whole-cell biocatalysis was performed to produce SAA from catechol/pyruvate/ammonia or 3,4-dihydroxyphenyl-L-alanine (L-DOPA).…”

Section: ■ Introductionmentioning

confidence: 99%

“…SAA is from the herbal plant Salvia miltiorrhiza and has potential pharmaceutical activities including antitumor activity, antioxidant activity, and anti-inflammatory properties, as well as improving cardiovascular diseases . It also serves as a precursor for the synthesis of pharmaceutical compounds such as Danshensu Bingpian Zhi and isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate . Except for direct extraction from S.…”

Section: Introductionmentioning

confidence: 99%

“…miltiorrhiza and chemical synthesis, engineered Escherichia coli has been used to synthesize SAA from 4-hydroxyphenylpyruvate (4HPP). , In addition, E. coli whole-cell biocatalysis was performed to produce SAA from catechol/pyruvate/ammonia or 3,4-dihydroxyphenyl- l -alanine (L-DOPA). ,, While significant advances have been made in SAA production, a robust commercial biocatalyst is still not available for industrial use. This is probably because of metabolic flux limitations, inevitable toxicity to microbial cells, production of unintended byproducts, insufficient cofactor supply in the whole-cell biocatalysts, and so on, together resulting in low product conversion efficiency and yield.…”

Section: Introductionmentioning

confidence: 99%

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A Thermophilic Biofunctional Multienzyme Cascade Reaction for Cell-Free Synthesis of Salvianic Acid A and 3,4-Dihydroxymandelic Acid

Zhang

Jian

2019

ACS Sustainable Chem. Eng.

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The production of high-value phenolic acids is of significant importance for sustainability in the pharmaceutical industry. In this study, an artificial thermophilic reaction cascade composed of D-mandelate dehydrogenase (ManDH), phenylalanine 4-hydroxylase (PAH), and hydroxyphenylacetate 3-hydroxylase (HpaH) was constructed to utilize the lowcost phenylpyruvic acid (PPA) and 2-phenylglyoxylic acid (PGA) as dual substrates. The dihydroxyphenolic acids salvianic acid A (SAA) and 3,4-dihydroxymandelic acid (DOMA) were then produced at 84.9% and 90.9% of the theoretical yields from PPA and PGA, respectively. The key to success of the reaction was the novel TbManDH from Thermococcus barophilus and TcPAH from Thermomonospora curvata that exhibited a broad substrate specificity. The newly in situ regeneration of the cofactor 6,7-dimethyl-5,6,7,8-tetrahydropterine (DMPH 4 ) in combination with nicotinamide adenine dinucleotide (NADH) recycling also contributed to the high production yields. Considering the broad substrate specificity of many other natural enzymes, it is attractive to design such dual-or even multifunctional catalyst systems for efficiently producing value-added chemicals.

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Section: ■ Results and Discussionmentioning

confidence: 60%

Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

A Thermophilic Biofunctional Multienzyme Cascade Reaction for Cell-Free Synthesis of Salvianic Acid A and 3,4-Dihydroxymandelic Acid

Zhang

Jian

2019

ACS Sustainable Chem. Eng.

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“…Multienzyme cascade reactions have been widely used to convert cheap substrates into highly valued products. This is a more economical and effective approach than de novo synthesis with glucose under some circumstances [20][21][22]. In this study, one metabolic pathway for the production of putrescine was constructed using L-arginine as the substrate.…”

Section: Introductionmentioning

confidence: 99%

Biosynthesis of Putrescine from L-arginine Using Engineered Escherichia coli Whole Cells

et al. 2020

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Putrescine, a biogenic amine, is a highly valued compound in medicine, industry, and agriculture. In this study, we report a whole-cell biocatalytic method in Escherichia coli for the production of putrescine, using L-arginine as the substrate. L-arginine decarboxylase and agmatine ureohydrolase were co-expressed to produce putrescine from L-arginine. Ten plasmids with different copy numbers and ordering of genes were constructed to balance the expression of the two enzymes, and the best strain was pACYCDuet-speB-speA. The optimal concentration of L-arginine was determined to be 20 mM for this strain. The optimum pH of the biotransformation was 9.5, and the optimum temperature was 45 °C; under these conditions, the yield of putrescine was 98%. This whole-cell biocatalytic method appeared to have great potential for the production of putrescine.

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Production of rosmarinic acid with ATP and CoA double regenerating system

Yan

Jia

Bai

et al. 2019

Enzyme and Microbial Technology

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Biosynthesis of D-danshensu from L-DOPA using engineered Escherichia coli whole cells

Cited by 12 publications

References 25 publications

A Thermophilic Biofunctional Multienzyme Cascade Reaction for Cell-Free Synthesis of Salvianic Acid A and 3,4-Dihydroxymandelic Acid

A Thermophilic Biofunctional Multienzyme Cascade Reaction for Cell-Free Synthesis of Salvianic Acid A and 3,4-Dihydroxymandelic Acid

Biosynthesis of Putrescine from L-arginine Using Engineered Escherichia coli Whole Cells

Production of rosmarinic acid with ATP and CoA double regenerating system

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