Disease relevance of LS-2653

• AIMS: To study the fundamental mechanisms of toxicity of the fruity aroma compound gamma-decalactone, that lead to alterations in cell viability during its biotechnological production by yeast cells; Yarrowia lipolytica that is able to produce high amounts of this metabolite was used here as a model [1].

High impact information on LS-2653

• PON1 activity toward paraoxon, phenyl acetate, gamma-decanolactone and homogentisic acid lactone was lower in leptin-treated than in control group by 30.4, 30.8, 34.5 and 62%, respectively [2].
• We evaluated acyl coenzyme A (acyl-CoA) oxidase activity (encoded by the POX1 through POX5 genes) in Yarrowia lipolytica in lactone accumulation and gamma-decalactone reconsumption in POX mutants [3].
• Mutants with no acyl-CoA oxidase activity could not reconsume gamma-decalactone, and mutants with a disruption of pox3, which encodes the short-chain acyl-CoA oxidase, reconsumed it more slowly [3].
• On the contrary, the Deltapox2 Deltapox3 Deltapox4 Deltapox5 multidisrupted strain did not grow or biotransform methyl ricinoleate into gamma-decalactone, demonstrating that Aox4p is essential for the biotransformation [4].
• The biotransformation of ricinoleic acid into gamma-decalactone is taken here as an example to better understand the uptake of hydroxy fatty acids by yeasts and the different pathways of fatty acid degradation [5].

Biological context of LS-2653

• IC50 of gamma-undecanolactone and gamma-decanolactone was 500 times lower for mouse than human coumarin 7-hydroxylation [6].
• The exposure of S. cerevisiae LBS and L. sanfranciscensis LSCE1 cells to oxidative, acid or osmotic sub-lethal stress gave rise to a common or specific responses. gamma-decalactone, 2(5H)-furanones and aldehydes were overproduced by LAB following oxidative stress [7].

Anatomical context of LS-2653

• CONCLUSIONS: We propose that the toxic effects of gamma-decalactone on yeast may be initially linked to a strong interaction of the compound with cell membrane lipids and components [1].
• The results show that gamma-decanolactone has dose-dependent marked effects on the central nervous system, including hypnotic, anticonvulsant and hypothermic activity [8].

Associations of LS-2653 with other chemical compounds

• The nature of the biotransformation product is then discussed (4-hydroxydecanoic acid or gamma-decalactone), because the localization and the mechanisms of the lactonization are still not properly known [5].
• The activity of human PON1 toward homogentisic acid lactone and gamma-decanolactone was unaltered by NaCl [9].

Gene context of LS-2653

• Application of a Novel Oscillatory Flow Micro-bioreactor to the Production of gamma-decalactone in a Two Immiscible Liquid Phase Medium [10].

References