Enhanced <i>trans</i>‐2,3‐dihydro‐3‐hydroxyanthranilic acid production by pH control and glycerol feeding strategies in engineered <i>Pseudomonas chlororaphis</i> GP72

Yue, Sheng‐Jie; Bilal, Muhammad; Guo, Shuqi; Hu, Hongbo; Wang, Wei; Zhang, Xuehong

doi:10.1002/jctb.5531

Cited by 13 publications

(18 citation statements)

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“…PCA and PCA‐producing strains are substantially employed as biocontrol agents because of their potential fungicidal efficiency, minimum toxicity status, and biodegradability. In recent years, an array of studies have been focused on engineering high‐yielding strains and fermentation processes optimization for induced production of phenazine and its derivatives . However, the isolation and purification of PCA in biotechnological production remains to be addressed.…”

Section: Introductionmentioning

confidence: 99%

Adsorption/desorption characteristics, separation and purification of phenazine‐1‐carboxylic acid from fermentation extract by macroporous adsorbing resins

Bilal

Yue

et al. 2018

J of Chemical Tech & Biotech

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BACKGROUND Pseudomonas chlororaphis GP72 is a biocontrol strain with great capacity to produce a wide range of secondary metabolites including phenazine derivatives. Phenazine‐1‐carboxylic acid (PCA) is an environmentally friendly antibiotic with broad‐spectrum biological and pharmaceutical activities. Many studies have been focused on engineering high‐yielding strains and optimizing fermentation bioprocesses to enhance PCA biosynthesis. However, the separation and purification of PCA in biotechnological production remain to be addressed. In this context, the present work intended to develop a simple and proficient technique for the separation and purification of PCA from the fermentation broth of engineered P. chlororaphis GP72AN. RESULTS Five macroporous adsorbents with different physicochemical characteristics were screened to present their PCA separation potential. Among them, HP‐20 resin was found highly suitable based on its promising adsorption and desorption performance in a static batch process. Langmuir and Freundlich isotherms deciphered the solute binding affinity towards HP‐20 adsorbent at varying temperatures, and the experimental data fitted best to the Langmuir isotherm model. The column‐assisted dynamic adsorption–desorption trials were executed to optimize the functional parameters for PCA separation. Under standardized separating conditions, the average adsorption capacity and desorption ratio of PCA were 24.4 ± 1.5 mg g−1 dry resin and 86.5 ± 1.3%, respectively. After treatment with HP‐20 resin, PCA contents in the product were considerably increased with a recovery yield of 78.4 ± 2.4%. CONCLUSION In conclusion, the method proposed herein achieved effective separation and purification of PCA by applying HP‐20 resin. The results obtained also suggest an encouraging basis for scale‐up preparation of PCA and other high‐value phenazine compounds of industrial interests. © 2018 Society of Chemical Industry

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Section: Introductionmentioning

confidence: 99%

Adsorption/desorption characteristics, separation and purification of phenazine‐1‐carboxylic acid from fermentation extract by macroporous adsorbing resins

Bilal

Yue

et al. 2018

J of Chemical Tech & Biotech

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“…Initially, chorismate is converted to 2‐amino‐2‐desoxyisochorismate by PhzE, which is subsequently converted to DHHA by PhzD (Mentel et al, ). In previous studies, we constructed engineered strains producing DHHA by inactivating phzF and some negative regulatory genes (Hu et al, ; Yue et al, ). To further construct a pathway for the biosynthesis of CA from DHHA, it is essential to identify an efficient DHHA dehydrogenase that can convert DHHA to HAA.…”

Section: Resultsmentioning

confidence: 99%

“…In our previous work, we engineered a GP72 strain that generated a high yield of DHHA (Hu et al, ; Yue et al, ). To clarify whether the calB 3 gene product is functional in GP72, we cloned calB 3 into pBbB5K, and the pBbB5K and pBbB5K‐ calB 3 plasmids were transferred to GP72‐DA1 (GP72Δ phzF , a DHHA‐producing strain), yielding the strains GP72‐DA1* and GP72‐HAA*, respectively.…”

Section: Resultsmentioning

confidence: 99%

“…Therefore, to construct a synthetic pathway to generate CA from HAA, it is necessary to develop a novel and efficient strategy to synthesize HAA. HAA is structurally similar to trans ‐2,3‐dihydro‐3‐hydroxyanthranilic acid (DHHA), which is a natural intermediate for the synthesis of phenazines in some types of Pseudomonas strains (Blankenfeldt et al, ; Hu et al, ; Yue et al, ). Dehydrogenation at the C2 and C3 position of DHHA into benzene ring structure may be a feasible means of generating HAA.…”

Section: Introductionmentioning

confidence: 99%

“…Pseudomonas chlororaphis GP72 (hereafter referred to as GP72) is a biocontrol strain that produces phenazine‐1‐carboxylic acid (PCA) and 2‐hydroxyphenazine (2‐OH‐PHZ) in high yields (Huang et al, ; Liu, Hu, Wang, & Zhang, ). In our previous studies, we constructed an engineered strain of GP72 that could produce 10.06 g/L of DHHA from glycerol (Hu et al, ; Yue et al, ), which is a major byproduct of biodiesel. Therefore, strain GP72 may be a unique platform to synthesize HAA and CA from renewable resources.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of cinnabarinic acid by metabolically engineered Pseudomonas chlororaphis GP72

Yue

Song

et al. 2019

Biotech & Bioengineering

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Cinnabarinic acid is a valuable phenoxazinone that has broad applications in the pharmaceutical, chemical, and dyeing industries. However, few studies have investigated the production of cinnabarinic acid or its derivatives using genetically engineered microorganisms. Herein, an efficient synthetic pathway of cinnabarinic acid was designed and constructed in Pseudomonas chlororaphis GP72 for the first tim, which was more straightforward and robust than the known eukaryotic biosynthetic pathways. First, we screened and identified trans‐2,3‐dihydro‐3‐hydroxyanthranilic acid (DHHA) dehydrogenases from Escherichia coli MG1655 (encoded by entA), Streptomyces sp. NRRL12068 (encoded by bomO) and Streptomyces chartreusis NRRL3882 (encoded by calB3) based on the structural similarity of the substrate and product, and the DHHA dehydrogenase encoded by calB3 was selected for the synthesis of cinnabarinic acid due to its high DHHA conversion rate. Subsequently, cinnabarinic acid was synthesized by the expression of the DHHA dehydrogenase CalB3 and the phenoxazinone synthase CotA in the DHHA‐producing strain P. chlororaphis GP72, resulting in a cinnabarinic acid titer of 20.3 mg/L at 48 hr. Further fermentation optimization by the addition of Cu2+, H2O2, and with adding glycerol increased cinnabarinic acid titer to 136.2 mg/L in shake flasks. The results indicate that P. chlororaphis GP72 may be engineered as a microbial cell factory to produce cinnabarinic acid or its derivatives from renewable bioresources.

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Pseudomonas as Versatile Aromatics Cell Factory

Schwanemann

Otto

Wierckx

et al. 2020

Biotechnology Journal

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Aromatics and their derivatives are valuable chemicals with a plethora of important applications and thus play an integral role in modern society. Their current production relies mostly on the exploitation of petroleum resources. Independency from dwindling fossil resources and rising environmental concerns are major driving forces for the transition towards the production of sustainable aromatics from renewable feedstocks or waste streams. Whole‐cell biocatalysis is a promising strategy that allows the valorization of highly abundant, low‐cost substrates. In the last decades, extensive efforts are undertaken to allow the production of a wide spectrum of different aromatics and derivatives using microbes as biocatalysts. Pseudomonads are intriguing hosts for biocatalysis, as they display unique characteristics beneficial for the production of aromatics, including a distinct tolerance and versatile metabolism. This review highlights biotechnological applications of Pseudomonas as host for the production of aromatics and derived compounds. This includes their de novo biosynthesis from renewable resources, biotransformations in single‐ and biphasic fermentation setups, metabolic funneling of lignin‐derived aromatics, and the upcycling of aromatic monomers from plastic waste streams. Additionally, this review provides insights into unique features of Pseudomonads that make them exceptional hosts for aromatics biotechnology and discusses engineering strategies.

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Enhanced trans‐2,3‐dihydro‐3‐hydroxyanthranilic acid production by pH control and glycerol feeding strategies in engineered Pseudomonas chlororaphis GP72

Cited by 13 publications

References 42 publications

Adsorption/desorption characteristics, separation and purification of phenazine‐1‐carboxylic acid from fermentation extract by macroporous adsorbing resins

Adsorption/desorption characteristics, separation and purification of phenazine‐1‐carboxylic acid from fermentation extract by macroporous adsorbing resins

Synthesis of cinnabarinic acid by metabolically engineered Pseudomonas chlororaphis GP72

Pseudomonas as Versatile Aromatics Cell Factory

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