Biosynthesis of Two Flavones, Apigenin and Genkwanin, in Escherichia coli

Lee, Hye Jin; Kim, Bong Gyu; Kim, Mi Hyang; Ahn, Joong Hoon

doi:10.4014/jmb.1503.03011

Cited by 63 publications

(31 citation statements)

References 35 publications

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“…In a more recent work, apigenin yields were increased to 23 mg/L in E. coli . But, as in the work developed by Miyahisa et al (2006), its synthesis needed the supplementation with p -coumaric acid (Lee et al, 2015). Higher production levels in E. coli , 110 mg/L, have been described after feeding with p -coumaric acid and malonate (Leonard et al, 2008).…”

Section: Discussionmentioning

confidence: 99%

De Novo Biosynthesis of Apigenin, Luteolin, and Eriodictyol in the Actinomycete Streptomyces albus and Production Improvement by Feeding and Spore Conditioning

et al. 2017

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Nutraceutical compounds as plant flavonoids play an important role in prevention and modulation of diverse heath conditions, as they exert interesting antifungal, antibacterial, antioxidant, and antitumor effects. They also possess anti-inflammatory activities in arthritis, cardiovascular disease or neurological diseases, as well as modulatory effects on the CYP450 activity on diverse drugs. Most flavonoids are bioactive molecules of plant origin, but their industrial production is sometimes hindered due to reasons as low concentration in the plant tissues, presence in only some species or as a complex mixture or inactive glycosides in plant vacuolae. In this work, we describe the de novo biosynthesis of two important flavones, apigenin and luteolin, and one known flavanone, eriodictyol. Their plant biosynthetic pathways have been reconstructed for heterologous expression in Streptomyces albus, an actinomycete bacterium manageable at industrial production level. Also, production levels for apigenin have been improved by feeding with naringenin precursor, and timing for settlement of secondary metabolism has been advanced by spore conditioning. In the cases of eriodictyol and luteolin, their production in this important type of biotechnology-prone bacteria, the actinomycetes, had not been described in the literature yet.

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Section: Discussionmentioning

confidence: 99%

De Novo Biosynthesis of Apigenin, Luteolin, and Eriodictyol in the Actinomycete Streptomyces albus and Production Improvement by Feeding and Spore Conditioning

et al. 2017

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“…Recombinant E. coli strain was able to produce 41 µg/L genkwanin (7-O-methyl apigenin) in culture. [40] Apigenin conjugates in plants Conjugation of apigenin with sugars forms a number of naturally occurring glycosides in plants ( Fig. 6).…”

Section: Biosynthesis Of Apigenin and Its Derivativesmentioning

confidence: 99%

Health functionality of apigenin: A review

Ali

Rahul

Naz

et al. 2016

International Journal of Food Properties

234

136

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Apigenin is being used by humans in the form of plant extract for the treatment of a number of disorders and inflammatory conditions, until its discovery as a core compound. Apigenin, chemically known as 4′, 5, 7,-trihydroxyflavone is a yellow crystalline powder belonging to the flavone class, that is the aglycone of several naturally occurring glycosides. It is insoluble in water but soluble in organic solvents. Numerous pharmacological activities, including anti-inflammatory, anti-toxicant, anti-cancer, etc., are attributed to apigenin. Research has shown that apigenin has numerous molecular targets involved in inflammation. Based on the in vivo, in vitro, and clinical trial studies suggested that apigenin is a potent therapeutic agent to overcome diseases such as rheumatoid arthritis, autoimmune disorders, Parkinson's disease, Alzheimer's disease, and various type of cancers. Delayed plasma clearance and slow decomposition in liver increases its systemic bioavailability, and makes it a strong therapeutic agent in pharmaceutical studies. In the present review, detailed accounts of the properties of apigenin have been discussed.

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“…Other works in the literature described the production of apigenin using other gene combinations, plasmids, or different bacterial hosts. When using E. coli as the host, the production rate ranged from 13 to 110 mg/L (Lee, Kim, Kim, & Ahn, 2015; Leonard et al, 2008; Miyahisa et al, 2006). However, to obtain those high yields the media must be supplemented with 543 mg/L of L‐Tyr or p‐coumaric acid and/or malonate (Lee et al, 2015; Leonard et al, 2008; Miyahisa et al, 2006).…”

Section: Resultsmentioning

confidence: 99%

“…When using E. coli as the host, the production rate ranged from 13 to 110 mg/L (Lee, Kim, Kim, & Ahn, 2015; Leonard et al, 2008; Miyahisa et al, 2006). However, to obtain those high yields the media must be supplemented with 543 mg/L of L‐Tyr or p‐coumaric acid and/or malonate (Lee et al, 2015; Leonard et al, 2008; Miyahisa et al, 2006). In the actinomycete S. venezuelae, apigenin was produced at a concentration of 1.5 mg/ml but with the addition of 136 mg/L of naringenin (a precursor; Figure 6b) to the production medium (Park, Paik, Ahn, Park, & Yoon, 2010).…”

Section: Resultsmentioning

confidence: 99%

Multifunctional SEVA shuttle vectors for actinomycetes and Gram‐negative bacteria

et al. 2020

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Actinomycetales, such as the genus Streptomyces, are well‐known cell factories employed to produce a wide variety of secondary metabolites for industrial use. However, not only is the genetic engineering of Streptomyces more complicated and tedious than other model laboratory species, such as Escherichia coli, there is also a considerable lack of genetic tools, hindering its adoption as a common chassis for synthetic biology. In this work, 23 novel shuttle vectors are presented that follow the canonical SEVA (Standard European Vector Architecture) common architecture with the goal of increasing the genetic toolbox repertoire for Streptomyces and other actinomycetes. The ORI module of these plasmids is composed of the combination of two origins of replication, one for Gram‐negative bacteria and the other for Streptomyces, a Gram‐positive bacteria. Origins of replication have been included in the collection for integrative, low‐copy number, and medium‐to‐high‐copy number vectors for Streptomyces. Also, a new selection marker has been developed that confers resistance to apramycin. The functionality of these plasmids was tested via the heterologous expression of GFP and the heterologous production of the plant flavonoid apigenin in Streptomyces albus J1074, with successful results in both cases, therefore expanding the current repertoire of genetic manipulation tools in Streptomyces species.

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Biosynthesis of Two Flavones, Apigenin and Genkwanin, in Escherichia coli

Cited by 63 publications

References 35 publications

De Novo Biosynthesis of Apigenin, Luteolin, and Eriodictyol in the Actinomycete Streptomyces albus and Production Improvement by Feeding and Spore Conditioning

De Novo Biosynthesis of Apigenin, Luteolin, and Eriodictyol in the Actinomycete Streptomyces albus and Production Improvement by Feeding and Spore Conditioning

Health functionality of apigenin: A review

Multifunctional SEVA shuttle vectors for actinomycetes and Gram‐negative bacteria

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