scholarly journals Decarboxylation of Sorbic Acid by Spoilage Yeasts Is Associated with the PAD1 Gene

2007 ◽  
Vol 73 (20) ◽  
pp. 6534-6542 ◽  
Author(s):  
Malcolm Stratford ◽  
Andrew Plumridge ◽  
David B. Archer
Keyword(s):  
Carboxylic Acids ◽  
Cinnamic Acid ◽  
Sorbic Acid ◽  
Debaryomyces Hansenii ◽  
Pichia Anomala ◽  
Gas Chromatography Mass Spectrometry ◽  
Cinnamic Acids ◽  
Mechanism Of Resistance ◽  
Spoilage Yeast ◽  
Spoilage Yeasts

ABSTRACT The spoilage yeast Saccharomyces cerevisiae degraded the food preservative sorbic acid (2,4-hexadienoic acid) to a volatile hydrocarbon, identified by gas chromatography mass spectrometry as 1,3-pentadiene. The gene responsible was identified as PAD1, previously associated with the decarboxylation of the aromatic carboxylic acids cinnamic acid, ferulic acid, and coumaric acid to styrene, 4-vinylguaiacol, and 4-vinylphenol, respectively. The loss of PAD1 resulted in the simultaneous loss of decarboxylation activity against both sorbic and cinnamic acids. Pad1p is therefore an unusual decarboxylase capable of accepting both aromatic and aliphatic carboxylic acids as substrates. All members of the Saccharomyces genus (sensu stricto) were found to decarboxylate both sorbic and cinnamic acids. PAD1 homologues and decarboxylation activity were found also in Candida albicans, Candida dubliniensis, Debaryomyces hansenii, and Pichia anomala. The decarboxylation of sorbic acid was assessed as a possible mechanism of resistance in spoilage yeasts. The decarboxylation of either sorbic or cinnamic acid was not detected for Zygosaccharomyces, Kazachstania (Saccharomyces sensu lato), Zygotorulaspora, or Torulaspora, the genera containing the most notorious spoilage yeasts. Scatter plots showed no correlation between the extent of sorbic acid decarboxylation and resistance to sorbic acid in spoilage yeasts. Inhibitory concentrations of sorbic acid were almost identical for S. cerevisiae wild-type and Δpad1 strains. We concluded that Pad1p-mediated sorbic acid decarboxylation did not constitute a significant mechanism of resistance to weak-acid preservatives by spoilage yeasts, even if the decarboxylation contributed to spoilage through the generation of unpleasant odors.

scholarly journals In Vitro Activity of Selected Phenolic Compounds against Planktonic and Biofilm Cells of Food-Contaminating Yeasts

Foods ◽  
2021 ◽  
Vol 10 (7) ◽  
pp. 1652
Author(s):  
Bernard Gitura Kimani ◽  
Erika Beáta Kerekes ◽  
Csilla Szebenyi ◽  
Judit Krisch ◽  
Csaba Vágvölgyi ◽  
...  
Keyword(s):  
Phenolic Compounds ◽  
Cinnamic Acid ◽  
Debaryomyces Hansenii ◽  
Pichia Anomala ◽  
Growth Inhibitors ◽  
Biofilm Growth ◽  
Natural Substances ◽  
Spoilage Yeasts ◽  
Potent Growth

Phenolic compounds are natural substances that can be obtained from plants. Many of them are potent growth inhibitors of foodborne pathogenic microorganisms, however, phenolic activities against spoilage yeasts are rarely studied. In this study, planktonic and biofilm growth, and the adhesion capacity of Pichia anomala, Saccharomyces cerevisiae, Schizosaccharomyces pombe and Debaryomyces hansenii spoilage yeasts were investigated in the presence of hydroxybenzoic acid, hydroxycinnamic acid, stilbene, flavonoid and phenolic aldehyde compounds. The results showed significant anti-yeast properties for many phenolics. Among the tested molecules, cinnamic acid and vanillin exhibited the highest antimicrobial activity with minimum inhibitory concentration (MIC) values from 500 µg/mL to 2 mg/mL. Quercetin, (−)-epicatechin, resveratrol, 4-hydroxybenzaldehyde, p-coumaric acid and ferulic acid were also efficient growth inhibitors for certain yeasts with a MIC of 2 mg/mL. The D. hansenii, P. anomala and S. pombe biofilms were the most sensitive to the phenolics, while the S. cerevisiae biofilm was quite resistant against the activity of the compounds. Fluorescence microscopy revealed disrupted biofilm matrix on glass surfaces in the presence of certain phenolics. Highest antiadhesion activity was registered for cinnamic acid with inhibition effects between 48% and 91%. The active phenolics can be natural interventions against food-contaminating yeasts in future preservative developments.

Microbial Formation of Substituted Styrenes

1989 ◽  
Vol 44 (9-10) ◽  
pp. 765-770 ◽  
Author(s):  
Hans-Adolf Arfmann ◽  
Wolf-Rainer Abraham
Keyword(s):  
Carboxylic Acids ◽  
Benzene Ring ◽  
Cinnamic Acid ◽  
Methoxy Group ◽  
Methyl Chloride ◽  
Side Chains ◽  
Cinnamic Acids ◽  
Cinnamic Acid Derivatives ◽  
Aromatic Carboxylic Acids ◽  
High Yields

Various mono- and disubstituted cinnamic acid derivatives and aromatic carboxylic acids with saturated side chains were incubated mainly with Bacillus, Candida, Hansenula, and Saccharomyces strains. The cinnamic acids carrying a hydroxy- and/or a methoxy group at the 3- and/or 4-position of the benzene ring were decarboxylated with high yields. Most of the reactions were terminated within 24 to 48 h. Substitution at other ring positions afforded also decarboxylation, but at much lower yields. Derivatives with other residues like methyl, chloride, or bromide were not transform ed to the respective styrene. None of the saturated aromatic carboxylic acids could be decarboxylated by the strains used.

scholarly journals The Preservative Sorbic Acid Targets Respiration, Explaining the Resistance of Fermentative Spoilage Yeast Species

mSphere ◽  
2020 ◽  
Vol 5 (3) ◽  
Author(s):  
Malcolm Stratford ◽  
Cindy Vallières ◽  
Ivey A. Geoghegan ◽  
David B. Archer ◽  
Simon V. Avery
Keyword(s):  
Sorbic Acid ◽  
Yeast Species ◽  
Sugar Content ◽  
Rhodotorula Glutinis ◽  
Soft Drinks ◽  
Effective Control ◽  
Data Set ◽  
Content Type ◽  
Spoilage Yeast ◽  
Spoilage Yeasts

ABSTRACT A small number (10 to 20) of yeast species cause major spoilage in foods. Spoilage yeasts of soft drinks are resistant to preservatives like sorbic acid, and they are highly fermentative, generating large amounts of carbon dioxide gas. Conversely, many yeast species derive energy from respiration only, and most of these are sorbic acid sensitive and so prevented from causing spoilage. This led us to hypothesize that sorbic acid may specifically inhibit respiration. Tests with respirofermentative yeasts showed that sorbic acid was more inhibitory to both Saccharomyces cerevisiae and Zygosaccharomyces bailii during respiration (of glycerol) than during fermentation (of glucose). The respiration-only species Rhodotorula glutinis was equally sensitive when growing on either carbon source, suggesting that ability to ferment glucose specifically enables sorbic acid-resistant growth. Sorbic acid inhibited the respiration process more strongly than fermentation. We present a data set supporting a correlation between the level of fermentation and sorbic acid resistance across 191 yeast species. Other weak acids, C2 to C8, inhibited respiration in accordance with their partition coefficients, suggesting that effects on mitochondrial respiration were related to membrane localization rather than cytosolic acidification. Supporting this, we present evidence that sorbic acid causes production of reactive oxygen species, the formation of petite (mitochondrion-defective) cells, and Fe-S cluster defects. This work rationalizes why yeasts that can grow in sorbic acid-preserved foods tend to be fermentative in nature. This may inform more-targeted approaches for tackling these spoilage organisms, particularly as the industry migrates to lower-sugar drinks, which could favor respiration over fermentation in many spoilage yeasts. IMPORTANCE Spoilage by yeasts and molds is a major contributor to food and drink waste, which undermines food security. Weak acid preservatives like sorbic acid help to stop spoilage, but some yeasts, commonly associated with spoilage, are resistant to sorbic acid. Different yeasts generate energy for growth by the processes of respiration and/or fermentation. Here, we show that sorbic acid targets the process of respiration, so fermenting yeasts are more resistant. Fermentative yeasts are also those usually found in spoilage incidents. This insight helps to explain the spoilage of sorbic acid-preserved foods by yeasts and can inform new strategies for effective control. This is timely as the sugar content of products like soft drinks is being lowered, which may favor respiration over fermentation in key spoilage yeasts.

scholarly journals The preservative sorbic acid targets respiration, explaining the resistance of fermentative spoilage-yeast species

2020 ◽  
Author(s):  
M. Stratford ◽  
C. Vallières ◽  
I.A. Geoghegan ◽  
D.B. Archer ◽  
S.V. Avery
Keyword(s):  
Sorbic Acid ◽  
Yeast Species ◽  
Sugar Content ◽  
Acid Resistance ◽  
Rhodotorula Glutinis ◽  
Weak Acid ◽  
Soft Drinks ◽  
Effective Control ◽  
Spoilage Yeast ◽  
Spoilage Yeasts

ABSTRACTA small number (10-20) of yeast species cause major spoilage in foods. Spoilage yeasts of soft drinks are resistant to preservatives like sorbic acid and they are highly fermentative, generating large amounts of carbon dioxide gas. Conversely, many yeast species derive energy from respiration only and most of these are sorbic acid-sensitive, so prevented from causing spoilage. This led us to hypothesize that sorbic acid may specifically inhibit respiration. Tests with respiro-fermentative yeasts showed that sorbic acid was more inhibitory to both Saccharomyces cerevisiae and Zygosaccharomyces bailii during respiration (of glycerol) compared with fermentation (of glucose). The respiration-only species Rhodotorula glutinis was equally sensitive when growing on either carbon source, suggesting that ability to ferment glucose specifically enables sorbic acid-resistant growth. Sorbic acid inhibited the respiration process more strongly than fermentation. We present a dataset supporting a correlation between the level of fermentation and sorbic acid resistance across 191 yeast species. Other weak acids, C2 – C8, inhibited respiration in accordance with their partition coefficients, suggesting that effects on mitochondrial respiration were related to membrane localization rather than cytosolic acidification. Supporting this, we present evidence that sorbic acid causes production of reactive oxygen species, the formation of petite (mitochondria-defective) cells, and Fe-S cluster defects. This work rationalises why yeasts that can grow in sorbic acid-preserved foods tend to be fermentative in nature. This may inform more-targeted approaches for tackling these spoilage organisms, particularly as the industry migrates to lower-sugar drinks, which could favour respiration over fermentation in many spoilage yeasts.IMPORTANCESpoilage by yeasts and moulds is a major contributor to food and drink waste, which undermines food security. Weak acid preservatives like sorbic acid help to stop spoilage but some yeasts, commonly associated with spoilage, are resistant to sorbic acid. Different yeasts generate energy for growth by the processes of respiration and/or fermentation. Here we show that sorbic acid targets the process of respiration, so fermenting yeasts are more resistant. Fermentative yeasts are also those usually found in spoilage incidents. This insight helps to explain the spoilage of sorbic acid-preserved foods by yeasts and can inform new strategies for effective control. This is timely as sugar content of products like soft drinks is being lowered, which may favour respiration over fermentation in key spoilage yeasts.

scholarly journals Multi-Oxygenated Organic Compounds in Fine Particulate Matter Collected in the Western Mediterranean Area

Atmosphere ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 94
Author(s):  
Esther Borrás ◽  
Luis Antonio Tortajada-Genaro ◽  
Francisco Sanz ◽  
Amalia Muñoz
Keyword(s):  
Particulate Matter ◽  
Carboxylic Acids ◽  
Organic Compounds ◽  
Organic Pollutants ◽  
Mediterranean Area ◽  
Western Mediterranean ◽  
Anthropogenic Sources ◽  
Gas Chromatography Mass Spectrometry ◽  
Industrial Emissions ◽  
Tetradecanoic Acid

The chemical characterization of aerosols, especially fine organic fraction, is a relevant atmospheric challenge because their composition highly depends on localization. Herein, we studied the concentration of multi-oxygenated organic compounds in the western Mediterranean area, focusing on sources and the effect of air patterns. The organic aerosol fraction ranged 3–22% of the total organic mass in particulate matter (PM)2.5. Seventy multi-oxygenated organic pollutants were identified by gas chromatography–mass spectrometry, including n-alkanones, n-alcohols, anhydrosugars, monocarboxylic acids, dicarboxylic acids, and keto-derivatives. The highest concentrations were found for carboxylic acids, such as linoleic acid, tetradecanoic acid and, palmitic acid. Biomarkers for vegetation sources, such as levoglucosan and some fatty acids were detected at most locations. In addition, carboxylic acids from anthropogenic sources—mainly traffic and cooking—have been identified. The results indicate that the organic PM fraction in this region is formed mainly from biogenic pollutants, emitted directly by vegetation, and from the degradation products of anthropogenic and biogenic volatile organic pollutants. Moreover, the chemical profile suggested that this area is interesting for aerosol studies because several processes such as local costal breezes, industrial emissions, and desert intrusions affect fine PM composition.

scholarly journals Study on the Inhibitory Activity of a Synthetic Defensin Derived from Barley Endosperm against Common Food Spoilage Yeast

Molecules ◽  
2020 ◽  
Vol 26 (1) ◽  
pp. 165
Author(s):  
Laila N. Shwaiki ◽  
Aylin W. Sahin ◽  
Elke K. Arendt
Keyword(s):  
Apple Juice ◽  
Digestive Enzyme ◽  
Inhibitory Effect ◽  
Food Preservation ◽  
Food Spoilage ◽  
Inhibitory Effects ◽  
Barley Endosperm ◽  
Spoilage Yeast ◽  
Spoilage Yeasts ◽  
Spoilage Microorganisms

In the food industry, food spoilage is a real issue that can lead to a significant amount of waste. Although current preservation techniques are being applied to reduce the occurrence of spoilage microorganisms, the problem persists. Food spoilage yeast are part of this dilemma, with common spoilers such as Zygosaccharomyces, Kluyveromyces, Debaryomyces and Saccharomyces frequently encountered. Antimicrobial peptides derived from plants have risen in popularity due to their ability to reduce spoilage. This study examines the potential application of a synthetic defensin peptide derived from barley endosperm. Its inhibitory effect against common spoilage yeasts, its mechanisms of action (membrane permeabilisation and overproduction of reactive oxygen species), and its stability in different conditions were characterised. The safety of the peptide was evaluated through a haemolysis and cytotoxicity assay, and no adverse effects were found. Both assays were performed to understand the effect of the peptide if it were to be consumed. Its ability to be degraded by a digestive enzyme was also examined for its safety. Finally, the peptide was successfully applied to different beverages and maintained the same inhibitory effects in apple juice as was observed in the antiyeast assays, providing further support for its application in food preservation.

METABOLISM OF PHENYLPROPANOID COMPOUNDS IN SALVIA: II. BIOSYNTHESIS OF PHENOLIC CINNAMIC ACIDS

1959 ◽  
Vol 37 (1) ◽  
pp. 537-547 ◽  
Author(s):  
D. R. McCalla ◽  
A. C. Neish
Keyword(s):  
Caffeic Acid ◽  
Phenolic Acids ◽  
Cinnamic Acid ◽  
Shikimic Acid ◽  
Sinapic Acid ◽  
Coumaric Acid ◽  
Cinnamic Acids ◽  
Phenyllactic Acid ◽  
Salvia Splendens ◽  
Specific Activities

p-Coumaric, caffeic, ferulic, and sinapic acids were found to occur in Salvia splendens Sello in alkali-labile compounds of unknown constitution. A number of C14-labelled compounds were administered to leafy cuttings of salvia and these phenolic acids were isolated after a metabolic period of several hours and their specific activities measured. Cinnamic acid, dihydrocinnamic acid, L-phenylalanine, and (−)-phenyllactic acid were found to be good precursors of the phenolic acids. D-Phenylalanine, L-tyrosine, and (+)-phenyllactic acid were poor precursors. A kinetic study of the formation of the phenolic acids from L-phenylalanine-C14 gave data consistent with the view that p-coumaric acid → caffeic acid → ferulic acid → sinapic acid, and that these compounds can act as intermediates in lignification. Feeding of C14-labelled members of this series showed that salvia could convert any one to a more complex member of the series but not so readily to a simpler member. Caffeic acid-β-C14 was obtained from salvia after the feeding of L-phenylalanine-β-C14 or cinnamic acid-β-C14, and caffeic acid labelled only in the ring was obtained after feeding generally labelled shikimic acid.

scholarly journals Evaluación de la diversidad de bacterias lácticas y levaduras en quesos frescos de cabra de la quebrada de Humahuaca

2015 ◽  
Vol 13 (1) ◽  
pp. 03
Author(s):  
E Gustavo Ancasi ◽  
S Maldonado ◽  
R Oliszewski
Keyword(s):  
Candida Albicans ◽  
Kluyveromyces Lactis ◽  
Debaryomyces Hansenii ◽  
Pichia Anomala ◽  
Dekkera Bruxellensis ◽  
Sabouraud Agar ◽  
Zygosaccharomyces Rouxii ◽  
Candida Magnoliae ◽  
Candida Versatilis

Los quesos frescos de cabra artesanales de la quebrada de Humahuaca son elaborados con leche cruda, cuya maduración genera sabores, aromas y texturas característicos de la región. Los objetivos de este estudio fueron identificar y caracterizar bacterias lácticas (BAL) y levaduras nativas, aisladas de quesos frescos de esta zona productora. De un total de 36 muestras sembradas en agar Sabouraud, agar MRS y M17, se obtuvieron 128 levaduras y 39 lactobacilos, los que fueron identificados fenotípicamente y evaluadas las siguientes propiedades tecnológicas: pH a la coagulación, tasa de acidificación, proteólisis en agar leche, lipólisis en agar triacetina, producción de acetoína en leche reconstituida y asimilación del citrato en agar citrato. Lb. delbruekii subsp. bulgaricus, Lb. casei subsp. pseudoplantarum, Lb. plantarum var. arabinosus, Lb. plantarum var. plantarum, Lb. casei subsp. rhamnosus, Lb. acidophilus, Lb. helveticus, Lb. fermentum, Lb. brevis var. brevis, Lactococos sp. y Enterococcus sp. fueron las bacterias lácticas identificadas. Del total de los aislamientos, 41,6% coagularon la leche en 10 horas y 33% en 5 horas. Lb. helveticus coaguló la leche a pH de 5,40 en 5 horas, hasta alcanzar un valor final de 4,16 en 24 h, mientras que Lb. delbrueckii subsp. bulgaricus y Lb. fermentum iniciaron la coagulación en 5 horas, con valores de pH iniciales de 4,81 y 4,92 hasta valores finales de 4,19 y 4,21 respectivamente. Lb. helveticus, Lb. delbrueckii subsp. bulgaricus, Lb. plantarum var. arabinosus, Lb. fermentum, Lb. casei subsp. rhamnsosus, Lb. casei subsp. pseudoplantarum, Lb. brevis var. brevis, en orden descendente, demostraron tener capacidad acidificante. Lb. fermentum y Lb. casei subsp. pseudoplantarum desarrollaron actividad proteolítica y sólo Lb. plantarum var. plantarum demostró tener actividad lipolítica. Las levaduras aisladas fueron Debaryomyces hansenii, Zygosaccharomyces rouxii, Kluyveromyces lactis, Wickerbamiela domerquiae, Dekkera bruxellensis, Candida valdiviana, Candida novakii, Dekkera bruxellensis, Candida versatilis, Candida magnoliae, Candida albicans, Pichia anómala, Dekkera anómala y Rodotorula sp. Cepas de D. hansenii, C. magnoliae, Z. rouxii,C. versatilis y K. lactis tuvieron actividad proteolítica y lipólitica, y una cepa de W. domerquiae tuvo solamente actividad proteolítica. Algunas cepas de K. lactis produjeron acetoína y D. bruxellensis y C. versatilis metabolizaron el citrato, hidrolizaron la caseína y tuvieron actividad lipolítica.  Los resultados obtenidos en este estudio muestran que la composición de las poblaciones de BAL y levadura en quesos artesanales es específica de la región. Los conocimientos adquiridos en este estudio podrían ser utilizados para la obtención de cultivos iniciadores con cepas de BAL y levaduras específicas de la región, destinados a la producción de quesos frescos con origen geográfico específico.

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