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

Hu, Ke Shun; Chen, Chong Le; Ding, Huan Ru; Wang, Tian Yu; Zhu, Qi; Zhou, Yi Chen; Chen, Jia Min; Mei, Jia Qi; Hu, Sheng; Huang, Jun; Zhao, Wei Rui; Mei, Lin

doi:10.3390/molecules27186088

Cited by 4 publications

(3 citation statements)

References 35 publications

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“… 2016 ); ON462330 Nola angustipennis (Hu et al. 2022 ); KX108766 Clostera anachoreta (Zhu et al. 2017 ); MH286069 Clostera anastomosis (Zhu et al.…”

Section: Resultsmentioning

confidence: 99%

The first complete mitochondrial genome of the agricultural pest Micromelalopha sieversi (Staudinger, 1892) (Lepidoptera: Notodontidae)

Dai,

Chen,

Wang

et al. 2024

Mitochondrial DNA Part B

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Micromelalopha sieversi (Staudinger, 1892) is a significant pest of Poplar trees in China. In this study, we used high-throughput sequencing to sequence the whole mitochondrial genome of M. sieversi . The length of the genome was 15,373 base pairs. The nucleotide composition was 39.8%, 11.5%, 8.0%, and 40.7% for A, C, G, and T, respectively. We used the maximum-likelihood method to construct a molecular phylogenetic tree based on complete mitogenome sequences of 19 Noctuoidea species as ingroups and five Geometroidea species as outgroups. The results indicate that the genus Micromelalopha is closely related to the genus Clostera in family Notodontidae.

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“… 2016 ); ON462330 Nola angustipennis (Hu et al. 2022 ); KX108766 Clostera anachoreta (Zhu et al. 2017 ); MH286069 Clostera anastomosis (Zhu et al.…”

Section: Resultsmentioning

confidence: 99%

The first complete mitochondrial genome of the agricultural pest Micromelalopha sieversi (Staudinger, 1892) (Lepidoptera: Notodontidae)

Dai,

Chen,

Wang

et al. 2024

Mitochondrial DNA Part B

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“…However, this method is limited by along fermentation time (70 h), lower SAA titer (7.1 g/L), and SAA was excessive oxidized. As for enzymatic conversion (Hu et al 2022;), L-dihydroxyphenylalanine (L-DOPA) is converted to 3, 4-dihydroxyphenylpyruvic acid (DHPPA) by L-amino acid deaminase (L-AAD) (Motta et al 2016) or L-amino acid oxidase (L-AAO) (Du et al 2002) and subsequently reduced by D-LDH to SAA. Concomitantly, glucose dehydrogenase (GDH) coupling occurs for NADH regeneration (France et al 2016;Guo et al 2016).…”

Section: Introductionmentioning

confidence: 99%

Efficient production of salvianic acid A from L-dihydroxyphenylalanine through a tri-enzyme cascade

Yang

Wei

Gao

et al. 2023

Preprint

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Salvianic acid A (SAA), used for treating cardiovascular and cerebrovascular diseases, possesses several pharmacological properties. However, the current methods for the enzymatic synthesis of SAA show low efficiency. Here, we constructed a three-enzyme cascade pathway in Escherichia coli BL21(DE3) to produce SAA from L-dihydroxyphenylalanine (L-DOPA). The phenylpyruvate reductase (LaPPR) from Lactobacillus sp. CGMCC 9967 is a rate-limiting enzyme in this process. Therefore, we employed a mechanism-guided protein engineering strategy to shorten the transfer distances of protons and hydrides, generating an optimal LaPPR mutant, LaPPRMu2 (H89M/H143D/P256C), with a 2.8-fold increase in specific activity and 9.3-time increase in kcat/Km value compared to that of the wild type. Introduction of the mutant LaPPRMu2 into the cascade pathway and the optimization of enzyme levels and transformation conditions allowed the obtainment of the highest SAA titer (82.55 g L− 1) ever reported in vivo, good conversion rate (91.3%), excellent ee value (99%) and the highest productivity (6.88 g L− 1 h− 1) from 90 g L− 1 L-DOPA in 12 h. This successful strategy provides a potential new method for the industrial production of SAA.

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“…However, this method is limited by a long fermentation time (70 h), lower SAA titer (7.1 g/L), and SAA was excessive oxidized. As for enzymatic conversion (Hu et al 2022 ; Xiong et al 2019a , b , c ), l -dihydroxyphenylalanine (L-DOPA) is converted to 3,4-dihydroxyphenylpyruvic acid (DHPPA) by L-amino acid deaminase (L-AAD) (Motta et al 2016 ) or L-amino acid oxidase (L-AAO) (Du and Clemetson 2002 ) and subsequently reduced by D-LDH to SAA. Concomitantly, glucose dehydrogenase (GDH) coupling occurs for NADH regeneration (France et al 2016 ; Guo et al 2016 ).…”

Section: Introductionmentioning

confidence: 99%

Efficient production of salvianic acid A from l-dihydroxyphenylalanine through a tri-enzyme cascade

Yang

Wei

Gao

et al. 2023

Bioresour. Bioprocess.

View full text Add to dashboard Cite

Salvianic acid A (SAA), used for treating cardiovascular and cerebrovascular diseases, possesses several pharmacological properties. However, the current methods for the enzymatic synthesis of SAA show low efficiency. Here, we constructed a three-enzyme cascade pathway in Escherichia coli BL21 (DE3) to produce SAA from l-dihydroxyphenylalanine (L-DOPA). The phenylpyruvate reductase (LaPPR) from Lactobacillus sp. CGMCC 9967 is a rate-limiting enzyme in this process. Therefore, we employed a mechanism-guided protein engineering strategy to shorten the transfer distances of protons and hydrides, generating an optimal LaPPR mutant, LaPPRMu2 (H89M/H143D/P256C), with a 2.8-fold increase in specific activity and 9.3-time increase in kcat/Km value compared to that of the wild type. Introduction of the mutant LaPPRMu2 into the cascade pathway and the optimization of enzyme levels and transformation conditions allowed the obtainment of the highest SAA titer (82.6 g L−1) ever reported in vivo, good conversion rate (91.3%), excellent ee value (99%) and the highest productivity (6.9 g L−1 h−1) from 90 g L−1 L-DOPA in 12 h. This successful strategy provides a potential new method for the industrial production of SAA. Graphical Abstract

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

Cited by 4 publications

References 35 publications

The first complete mitochondrial genome of the agricultural pest Micromelalopha sieversi (Staudinger, 1892) (Lepidoptera: Notodontidae)

The first complete mitochondrial genome of the agricultural pest Micromelalopha sieversi (Staudinger, 1892) (Lepidoptera: Notodontidae)

Efficient production of salvianic acid A from L-dihydroxyphenylalanine through a tri-enzyme cascade

Efficient production of salvianic acid A from l-dihydroxyphenylalanine through a tri-enzyme cascade

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