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Bioconversion of Pinoresinol Diglucoside and Pinoresinol from Substrates in the Phenylpropanoid Pathway by Resting Cells of Phomopsis sp.XP-8.

Zhang Y, Shi J, Liu L, Gao Z, Che J, Shao D, Liu Y - PLoS ONE (2015)

Bottom Line: After analysis of products produced after addition of each substrate, the mass flow sequence for PDG and Pin biosynthesis was defined as: glucose to phenylalanine, phenylalanine to cinnamic acid, then to p-coumaric acid, and finally to Pin or PDG.During the bioconversion, the activities of four key enzymes in the phenylpropanoid pathway were also determined and correlated with accumulation of their corresponding products.PDG production by Phomopsis sp. exhibits greater efficiency and cost effectiveness than the currently-used plant-based system and will pave the way for large scale production of PDG and/or Pin for medical applications.

View Article: PubMed Central - PubMed

Affiliation: College of Food Science and Engineering, Northwest A&F University, 28 Xinong Road, Yangling, Shaanxi Province, 712100, China.

ABSTRACT
Pinoresinol diglucoside (PDG) and pinoresinol (Pin) are normally produced by plant cells via the phenylpropanoid pathway. This study reveals the existence of a related pathway in Phomopsis sp. XP-8, a PDG-producing fungal strain isolated from the bark of the Tu-chung tree (Eucommiaulmoides Oliv.). After addition of 0.15 g/L glucose to Phomopsis sp. XP-8, PDG and Pin formed when phenylalanine, tyrosine, leucine, cinnamic acid, and p-coumaric acid were used as the substrates respectively. No PDG formed in the absence of glucose, but Pin was detected after addition of all these substrates except leucine. In all systems in the presence of glucose, production of PDG and/or Pin and the accumulation of phenylalanine, cinnamic acid, or p-coumaric acid correlated directly with added substrate in a time- and substrate concentration- dependent manner. After analysis of products produced after addition of each substrate, the mass flow sequence for PDG and Pin biosynthesis was defined as: glucose to phenylalanine, phenylalanine to cinnamic acid, then to p-coumaric acid, and finally to Pin or PDG. During the bioconversion, the activities of four key enzymes in the phenylpropanoid pathway were also determined and correlated with accumulation of their corresponding products. PDG production by Phomopsis sp. exhibits greater efficiency and cost effectiveness than the currently-used plant-based system and will pave the way for large scale production of PDG and/or Pin for medical applications.

No MeSH data available.


Related in: MedlinePlus

Summary of the mass flow during bioconversion of Pin and/or PDG from glucose (a), phenylalanine (b), cinnamic acid (c), p-coumaric acid (d), and leucine (e).The data shown in the figure indicate the initial amount (Arial Bold type) and the consumed amount (Arial italic type) of the substrates, the amount of metabolic flux of the substrates to the presented pathway (Arial italic with underline type) and the highest productions of the substrates (Times normal type). The unit is μmol/L for all present values. Values presented here are the mean of three replications with standard deviation. The values were calculated according to Eq (1).ΔC=(C−C0)×1000M(1)Where, the letters indicate the corresponding data of each substrate, specifically, △C is the highest amount (μmol/L) of the products during the bioconversion, C is the highest amount (mg/L) after the bioconversion, C0 (mg/L) is the initial amount, and M (μg/μmol) is the molecular weight. The abbreviations in the figure mean glucose (Glu), leucine (Leu), phenylalanine (Phe), tyrosine (Tyr), cinnamic acid (Ca), p-Coumaric acid (pC), pinoresinol (Pin), and pinoresinol diglucoside (PDG).
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pone.0137066.g012: Summary of the mass flow during bioconversion of Pin and/or PDG from glucose (a), phenylalanine (b), cinnamic acid (c), p-coumaric acid (d), and leucine (e).The data shown in the figure indicate the initial amount (Arial Bold type) and the consumed amount (Arial italic type) of the substrates, the amount of metabolic flux of the substrates to the presented pathway (Arial italic with underline type) and the highest productions of the substrates (Times normal type). The unit is μmol/L for all present values. Values presented here are the mean of three replications with standard deviation. The values were calculated according to Eq (1).ΔC=(C−C0)×1000M(1)Where, the letters indicate the corresponding data of each substrate, specifically, △C is the highest amount (μmol/L) of the products during the bioconversion, C is the highest amount (mg/L) after the bioconversion, C0 (mg/L) is the initial amount, and M (μg/μmol) is the molecular weight. The abbreviations in the figure mean glucose (Glu), leucine (Leu), phenylalanine (Phe), tyrosine (Tyr), cinnamic acid (Ca), p-Coumaric acid (pC), pinoresinol (Pin), and pinoresinol diglucoside (PDG).

Mentions: The mass flow and the efficiency of each step in the mass flow can be clearly seen in Fig 12. When glucose was solely used, the accumulation of PDG and Pin and key intermediates in the phenylpropanoid pathway were found at high glucose concentrations, but only production of Pin was detected at low glucose concentration (833.33 μmol/L or 0.15 g/L) (Fig 12A).


Bioconversion of Pinoresinol Diglucoside and Pinoresinol from Substrates in the Phenylpropanoid Pathway by Resting Cells of Phomopsis sp.XP-8.

Zhang Y, Shi J, Liu L, Gao Z, Che J, Shao D, Liu Y - PLoS ONE (2015)

Summary of the mass flow during bioconversion of Pin and/or PDG from glucose (a), phenylalanine (b), cinnamic acid (c), p-coumaric acid (d), and leucine (e).The data shown in the figure indicate the initial amount (Arial Bold type) and the consumed amount (Arial italic type) of the substrates, the amount of metabolic flux of the substrates to the presented pathway (Arial italic with underline type) and the highest productions of the substrates (Times normal type). The unit is μmol/L for all present values. Values presented here are the mean of three replications with standard deviation. The values were calculated according to Eq (1).ΔC=(C−C0)×1000M(1)Where, the letters indicate the corresponding data of each substrate, specifically, △C is the highest amount (μmol/L) of the products during the bioconversion, C is the highest amount (mg/L) after the bioconversion, C0 (mg/L) is the initial amount, and M (μg/μmol) is the molecular weight. The abbreviations in the figure mean glucose (Glu), leucine (Leu), phenylalanine (Phe), tyrosine (Tyr), cinnamic acid (Ca), p-Coumaric acid (pC), pinoresinol (Pin), and pinoresinol diglucoside (PDG).
© Copyright Policy
Related In: Results  -  Collection

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getmorefigures.php?uid=PMC4557914&req=5

pone.0137066.g012: Summary of the mass flow during bioconversion of Pin and/or PDG from glucose (a), phenylalanine (b), cinnamic acid (c), p-coumaric acid (d), and leucine (e).The data shown in the figure indicate the initial amount (Arial Bold type) and the consumed amount (Arial italic type) of the substrates, the amount of metabolic flux of the substrates to the presented pathway (Arial italic with underline type) and the highest productions of the substrates (Times normal type). The unit is μmol/L for all present values. Values presented here are the mean of three replications with standard deviation. The values were calculated according to Eq (1).ΔC=(C−C0)×1000M(1)Where, the letters indicate the corresponding data of each substrate, specifically, △C is the highest amount (μmol/L) of the products during the bioconversion, C is the highest amount (mg/L) after the bioconversion, C0 (mg/L) is the initial amount, and M (μg/μmol) is the molecular weight. The abbreviations in the figure mean glucose (Glu), leucine (Leu), phenylalanine (Phe), tyrosine (Tyr), cinnamic acid (Ca), p-Coumaric acid (pC), pinoresinol (Pin), and pinoresinol diglucoside (PDG).
Mentions: The mass flow and the efficiency of each step in the mass flow can be clearly seen in Fig 12. When glucose was solely used, the accumulation of PDG and Pin and key intermediates in the phenylpropanoid pathway were found at high glucose concentrations, but only production of Pin was detected at low glucose concentration (833.33 μmol/L or 0.15 g/L) (Fig 12A).

Bottom Line: After analysis of products produced after addition of each substrate, the mass flow sequence for PDG and Pin biosynthesis was defined as: glucose to phenylalanine, phenylalanine to cinnamic acid, then to p-coumaric acid, and finally to Pin or PDG.During the bioconversion, the activities of four key enzymes in the phenylpropanoid pathway were also determined and correlated with accumulation of their corresponding products.PDG production by Phomopsis sp. exhibits greater efficiency and cost effectiveness than the currently-used plant-based system and will pave the way for large scale production of PDG and/or Pin for medical applications.

View Article: PubMed Central - PubMed

Affiliation: College of Food Science and Engineering, Northwest A&F University, 28 Xinong Road, Yangling, Shaanxi Province, 712100, China.

ABSTRACT
Pinoresinol diglucoside (PDG) and pinoresinol (Pin) are normally produced by plant cells via the phenylpropanoid pathway. This study reveals the existence of a related pathway in Phomopsis sp. XP-8, a PDG-producing fungal strain isolated from the bark of the Tu-chung tree (Eucommiaulmoides Oliv.). After addition of 0.15 g/L glucose to Phomopsis sp. XP-8, PDG and Pin formed when phenylalanine, tyrosine, leucine, cinnamic acid, and p-coumaric acid were used as the substrates respectively. No PDG formed in the absence of glucose, but Pin was detected after addition of all these substrates except leucine. In all systems in the presence of glucose, production of PDG and/or Pin and the accumulation of phenylalanine, cinnamic acid, or p-coumaric acid correlated directly with added substrate in a time- and substrate concentration- dependent manner. After analysis of products produced after addition of each substrate, the mass flow sequence for PDG and Pin biosynthesis was defined as: glucose to phenylalanine, phenylalanine to cinnamic acid, then to p-coumaric acid, and finally to Pin or PDG. During the bioconversion, the activities of four key enzymes in the phenylpropanoid pathway were also determined and correlated with accumulation of their corresponding products. PDG production by Phomopsis sp. exhibits greater efficiency and cost effectiveness than the currently-used plant-based system and will pave the way for large scale production of PDG and/or Pin for medical applications.

No MeSH data available.


Related in: MedlinePlus