Metabolism of Cinnamic Acid and Hydroxy-Cinnamic Acids by Lactobacillus pastorianus var. quinicus

Whiting, G. C.; Carr, J. G.

doi:10.1038/1841427a0

Cited by 52 publications

(25 citation statements)

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“…The analysis of the LPD1 mutant strain also revealed that L. plantarum converts phenolic acids into substituted phenyl propionic acids, therefore indicating that L. plantarum appears to have a weak p-coumaric and ferulic acid reductase activity, induced by both substrates and mostly active when glucose is added. This pathway has been previously shown in Lactobacillus pastorianus [31] and also in cells of S. cerevisiae, grown under argon condition [19].…”

Section: Discussionsupporting

confidence: 54%

“…Phenolic acid decarboxylases (PAD) have been characterized in the yeasts Saccharomyces cerevisiae and Brettanomyces annomalus [10,15] and also in the bacteria Bacillus pumilus [33], Lactobacillus plantarum [6] and Bacillus subtilis [8]. A second pathway has been proposed for Lactobacillus pastorianus where caffeic and p-coumaric acids are first reduced into substituted phenyl propionic acids and then decarboxylated into 4-ethyl derivatives [31]. Some of these volatile phenols, particularly vinyl and ethyl guaiacol (generated from ferulic acid) are useful aromatic chemicals [19] or contribute naturally to aroma in wine [16] and other fermented foods and beverages.…”

Section: Introductionmentioning

confidence: 99%

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Molecular characterization of the phenolic acid metabolism in the lactic acid bacteria Lactobacillus plantarum

Barthelmebs

Diviès

Cavin

2001

Lait

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-The lactic acid bacteria Lactobacillus plantarum displays substrate-inducible decarboxylase activities on p-coumaric, caffeic and ferulic acids. Purification of the p-coumaric acid decarboxylase (PDC) was performed. Sequence of the N-terminal part of the PDC led to the cloning of the corresponding pdc gene. Expression of this gene in Escherichia coli revealed that PDC displayed a weak activity on ferulic acid, detectable in vitro in the presence of ammonium sulfate. Transcriptional studies of this gene in L. plantarum demonstrated that the pdc transcription is phenolic aciddependent. A mutant deficient in the PDC activity, designated LPD1, was constructed to study phenolic acid alternate pathways in L. plantarum. LPD1 mutant strain remained able to metabolize weakly p-coumaric and ferulic acids into vinyl derivatives or into substituted phenyl propionic acids. These results indicate that L. plantarum has a second acid phenol decarboxylase enzyme and also displays inducible acid phenol reductase activity. Finally, PDC activity was shown to confer a selective advantage for LPNC8 grown in acidic media supplemented with p-coumaric acid, compared to the LPD1 mutant devoid of PDC activity. phenolic acid / phenolic acid decarboxylase / phenolic acid reductase / Lactobacillus plantarumRésumé -Caractérisation moléculaire du métabolisme des acides phénol chez Lactobacillus plantarum. La bactérie lactique Lactobacillus plantarum est capable de décarboxyler les acides p-coumarique, férulique et caféique. La purification de l'acide p-coumarique décarboxylase (PDC) a été réa-lisée. La détermination de la séquence N-terminale de cette enzyme a permis de cloner le gène pdc correspondant. L'expression de ce gène chez Escherichia coli révèle que la PDC possède une faible activité sur l'acide férulique, détectable in vitro uniquement en présence de sulfate d'ammonium. L'étude des ARN messagers du gène pdc chez L. plantarum montre que la transcription de ce gène dépend des acides phénols. La construction d'un mutant déficient pour l'activité PDC, nommé LPD1 a été réalisée afin d'étudier les métabolismes secondaires des acides phénols chez L. plantarum. Ce mutant LPD1 reste capable de dégrader les acides phénols en dérivés de type vinyl phénol ou en acides phényl propioniques. Ces résultats indiquent que L. plantarum possède une seconde acide Lait 81 (2001) [161][162][163][164][165][166][167][168][169][170][171] 161

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Section: Discussionsupporting

confidence: 54%

Section: Introductionmentioning

confidence: 99%

Molecular characterization of the phenolic acid metabolism in the lactic acid bacteria Lactobacillus plantarum

Barthelmebs

Diviès

Cavin

2001

Lait

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“…As 4-vinyl derivatives were never detected during kinetic experiments with LPD1 cells, phenolic acids were likely reduced into substituted phenyl propionic acids and subsequently decarboxylated into 4-ethyl derivatives. These results suggested that LPD1 could produce a phenolic acid reductase, which metabolized p-coumaric acid into phloretic acid, as was shown for L. pastorianus (42). Since a reduced cofactor is generally required for enzymatic reduction (30,32), similar experiments were done to confirm the hypothesis of reduction, using whole cells incubated for 15 min with 20 mM glucose at 30°C prior to starting the kinetics, in order to stimulate glycolysis and increase the pool of reduced cofactors.…”

Section: Resultsmentioning

confidence: 71%

“…Therefore, L. plantarum appears to have p-coumaric and ferulic acid reductase activities (PAR), induced by both substrates and mostly active when glucose is added (Tables 2 and 3). Reduction of p-coumaric and caffeic acid has been previously demonstrated in L. pastorianus (42). In L. plantarum, PAR and PDC2 activities are in competition for p-coumaric and ferulic acid degradation, and the ratio of the corresponding derivatives depends on induction conditions.…”

Section: Discussionmentioning

confidence: 85%

“…strain D7 (12), yclB from B. subtilis (43), and MJ0102 from Methanococcus jannaschii (4), although the corresponding enzymatic activities have not been demonstrated so far. A second pathway has been proposed for Lactobacillus pastorianus where caffeic and p-coumaric acids are first reduced into substituted phenyl propionic acids and then decarboxylated into 4-ethyl derivatives (42).…”

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confidence: 99%

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Knockout of thep-Coumarate Decarboxylase Gene fromLactobacillus plantarumReveals the Existence of Two Other Inducible Enzymatic Activities Involved in Phenolic Acid Metabolism

Barthelmebs

Diviès

Cavin

2000

Appl Environ Microbiol

148

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Lactobacillus plantarum NC8 contains a pdc gene coding for p-coumaric acid decarboxylase activity (PDC). A food grade mutant, designated LPD1, in which the chromosomal pdc gene was replaced with the deleted pdc gene copy, was obtained by a two-step homologous recombination process using an unstable replicative vector. The LPD1 mutant strain remained able to weakly metabolize p-coumaric and ferulic acids into vinyl derivatives or into substituted phenyl propionic acids. We have shown that L. plantarum has a second acid phenol decarboxylase enzyme, better induced with ferulic acid than with p-coumaric acid, which also displays inducible acid phenol reductase activity that is mostly active when glucose is added. Those two enzymatic activities are in competition for p-coumaric and ferulic acid degradation, and the ratio of the corresponding derivatives depends on induction conditions. Moreover, PDC appeared to decarboxylate ferulic acid in vitro with a specific activity of about 10 nmol ⅐ min ؊1 ⅐ mg ؊1 in the presence of ammonium sulfate. Finally, PDC activity was shown to confer a selective advantage on LPNC8 grown in acidic media supplemented with p-coumaric acid, compared to the LPD1 mutant devoid of PDC activity.

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The Mechanisms of Microbial Oxidations of Petroleum Hydrocarbons

Linden¹,

Thijsse²

1965

Advances in Enzymology - And Related Areas of Molecular Biology

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Metabolism of Cinnamic Acid and Hydroxy-Cinnamic Acids by Lactobacillus pastorianus var. quinicus

Cited by 52 publications

References 5 publications

Molecular characterization of the phenolic acid metabolism in the lactic acid bacteria Lactobacillus plantarum

Molecular characterization of the phenolic acid metabolism in the lactic acid bacteria Lactobacillus plantarum

Knockout of thep-Coumarate Decarboxylase Gene fromLactobacillus plantarumReveals the Existence of Two Other Inducible Enzymatic Activities Involved in Phenolic Acid Metabolism

The Mechanisms of Microbial Oxidations of Petroleum Hydrocarbons

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