β-Ketoacyl decarboxylase activity in spores and mycelium of Penicillium roqueforti

Hwang, Dan H.; Lee, Y.J.; Kinsella, John E.

doi:10.1016/0020-711x(76)90015-x

Cited by 18 publications

(16 citation statements)

References 27 publications

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“…In this work we showed for the ¢rst time a L-decarboxylase activity in S. carnosus grown in a complex or in a chemically de¢ned medium with a L-ketoester as substrate. In ¢lamentous fungi, it is often mentioned that methyl ketones are formed from an incomplete L-oxidation of medium chain fatty acids implicating a L-decarboxylase activity [9,19]. Yagi et al [20] have suggested that hydroxyacids are the substrates for the L-decarboxylation while others have postulated that the L-ketoacids are preferred precursors for methyl ketone production [9,21].…”

Section: Discussionmentioning

confidence: 99%

“…In ¢lamentous fungi, it is often mentioned that methyl ketones are formed from an incomplete L-oxidation of medium chain fatty acids implicating a L-decarboxylase activity [9,19]. Yagi et al [20] have suggested that hydroxyacids are the substrates for the L-decarboxylation while others have postulated that the L-ketoacids are preferred precursors for methyl ketone production [9,21]. Hwang and Kinsella [9] have detected a L-ketoacyl decarboxylase in spores and mycelium of Penicillium roquefortii related to the enhanced production of methyl ketones using a L-ketoacid as substrate.…”

Section: Discussionmentioning

confidence: 99%

“…One of the most important compounds responsible for the typical £avor of Blue and Roquefort cheeses is 2-heptanone and its production has been associated with L-oxidation of fatty acids by ¢lamentous fungi [8,9]. The mechanism used by fungi to synthesize methyl ketones from fatty acids has been postulated as an abortive L-oxidation sequence [10].…”

Section: Introductionmentioning

confidence: 99%

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Decarboxylase activity involved in methyl ketone production by Staphylococcus carnosus 833, a strain used in sausage fermentation

Fadda

2002

FEMS Microbiology Letters

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Staphylococcus carnosus strain 833, inoculated into sausage, increased the levels of methyl ketones which contributed to the cured aroma. These ketones were predicted to arise from incomplete L-oxidation followed by a decarboxylation. To check this hypothesis, we measured the L-decarboxylase activity in resting cells of S. carnosus grown in complex or in synthetic medium, using as substrate a L-ketoacid, which can be an intermediate of the L-oxidation pathway. This activity was present throughout the growth period. The enzyme appeared to be constitutive because no induction was observed. High aeration, a pH of 5 and the presence of nitrate promoted the production of methyl ketones. ß

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Decarboxylase activity involved in methyl ketone production by Staphylococcus carnosus 833, a strain used in sausage fermentation

Fadda

2002

FEMS Microbiology Letters

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“…Thus, the enzyme responsible for the production of 2-tridecanone (in the case of myristic acid) may simply be a thioesterase acting on b-ketomyristoyl-CoA, giving a free b-ketomyristic acid which then decarboxylates spontaneously. But enzymatic decarboxylation could not be ruled out because a purified enzyme was not obtained and, therefore, the nature of the reaction was not defined further in vitro (Hwang et al, 1976).…”

Section: Introductionmentioning

confidence: 99%

Metabolic, Genomic, and Biochemical Analyses of Glandular Trichomes from the Wild Tomato SpeciesLycopersicon hirsutumIdentify a Key Enzyme in the Biosynthesis of Methylketones

et al. 2005

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Medium-length methylketones (C7-C15) are highly effective in protecting plants from numerous pests. We used a biochemical genomics approach to elucidate the pathway leading to synthesis of methylketones in the glandular trichomes of the wild tomato Lycopersicon hirsutum f glabratum (accession PI126449). A comparison of gland EST databases from accession PI126449 and a second L. hirsutum accession, LA1777, whose glands do not contain methylketones, showed that the expression of genes for fatty acid biosynthesis is elevated in PI126449 glands, suggesting de novo biosynthesis of methylketones. A cDNA abundant in the PI126449 gland EST database but rare in the LA1777 database was similar in sequence to plant esterases. This cDNA, designated Methylketone Synthase 1 (MKS1), was expressed in Escherichia coli and the purified protein used to catalyze in vitro reactions in which C12, C14, and C16 β-ketoacyl–acyl-carrier-proteins (intermediates in fatty acid biosynthesis) were hydrolyzed and decarboxylated to give C11, C13, and C15 methylketones, respectively. Although MKS1 does not contain a classical transit peptide, in vitro import assays showed that it was targeted to the stroma of plastids, where fatty acid biosynthesis occurs. Levels of MKS1 transcript, protein, and enzymatic activity were correlated with levels of methylketones and gland density in a variety of tomato accessions and in different plant organs.

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“…As the former could be produced by other metabolic reactions, it is necessary to use radioactive substrates to measure specifically marked CO 2 (3,8).…”

Section: Introductionmentioning

confidence: 99%

Development of an Enzymatic Method To Quantify Methyl Ketones from Bacterial Origin

Fadda¹,

Lebert²,

Talon³

2002

J. Agric. Food Chem.

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Methyl ketones are detected in dry fermented sausages in which they contribute to the cured aroma. They have been associated with the inoculation of Staphylococcus carnosus used as starter culture. To evaluate the ability of bacterial starters to produce methyl ketones it was necessary to develop a rapid method. The method consists of a reaction catalyzed by a commercial NADPH-dependent alcohol dehydrogenase that reduces the 2-pentanone to its secondary alcohol. The linearity, the specificity, and the robustness were studied. Its accuracy was confirmed by comparison with the gas chromatography technique. Finally, the method was validated on biological samples such as the 2-pentanone produced by Staphylococcus carnosus. The enzymatic method offers some advantages over the gas chromatography, as it is faster, simpler, and inexpensive, guaranteeing an effective way to assess bacterial ketone production.

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β-Ketoacyl decarboxylase activity in spores and mycelium of Penicillium roqueforti

Cited by 18 publications

References 27 publications

Decarboxylase activity involved in methyl ketone production by Staphylococcus carnosus 833, a strain used in sausage fermentation

Decarboxylase activity involved in methyl ketone production by Staphylococcus carnosus 833, a strain used in sausage fermentation

Metabolic, Genomic, and Biochemical Analyses of Glandular Trichomes from the Wild Tomato SpeciesLycopersicon hirsutumIdentify a Key Enzyme in the Biosynthesis of Methylketones

Development of an Enzymatic Method To Quantify Methyl Ketones from Bacterial Origin

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