MetaCyc furaneol and mesifurane biosynthesis - …

Two furanones, furaneol (4-hydroxy-2,5-dimethyl-3(2H)-furanone) and mesifuran (2,5-dimethyl-4-methoxy-3(2H)-furanone), are important constituents of flavor of the Alphonso cultivar of mango (Mangifera indica). To get insights into the biosynthesis of these furanones, we isolated an enone oxidoreductase gene from the Alphonso mango. It has high sequence similarity to an alkenal/one oxidoreductase from cucumber (79% identity) and enone oxidoreductases from tomato (73% identity) and strawberry (72% identity). The complete open reading frame was expressed in E. coli and the (his)6-tagged recombinant protein was purified by affinity chromatography. The purified protein assayed with NADH as a reducing agent converted D-fructose-1,6-diphosphate into furaneol, the immediate precursor of mesifuran. The enzyme was also able to convert two highly reactive carbonyls, 3-buten-2-one and 1-penten-3-one, produced by lipid peroxidation in plants, into their saturated derivatives. Expression profiling in various ripening stages of Alphonso fruits depicted an expression maxima at 10 days after harvest stage, shortly before the appearance of the maximum amount of furanones (completely ripe stage, 15 days after harvest). Although no furanones were detected at the 0 day after harvest stage, significant expression of this gene was detected in the fruits at this stage. Overall, the results suggest that this oxidoreductase plays important roles in Alphonso mango fruits.

Some studies into the synthesis of furaneol. (1984 …

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Furaneol synthesis essay - Pro Wrestling Rankings

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Syntheses of 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one (furaneol…

RNA was isolated as described earlier (Pandit et al. ). Reverse transcription was carried out over 1 μg of DNase treated RNA using Enhanced Avian RT First Strand Synthesis Kit (Sigma, St. Louis, MO, USA).

The analytical and organic methods applied to the analysis of DMHF and its derivatives, synthesis and biosynthesis are reviewed.
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An oxidoreductase from 'Alphonso' mango catalyzing biosynthesis of ..

Furaneol further contributes to the fruit flavor by converting into its methyl ether, mesifuran. The enzyme responsible for the formation of mesifuran is known only from strawberry (Wein et al. ) and it was shown to be an S-adenosyl methionine-dependent methyl transferase that methylates the hydroxyl group of furaneol. To get insights into the biosynthesis of furaneol and mesifuran in mango, another fruit containing high amounts of these furanones, we here report the isolation and characterization of a cDNA that encodes an enone oxidoreductase activity, catalyzing the biosynthesis of furaneol in ripe fruits of the Alphonso mango.

Isolation from strawberries and synthesis.

Abstract: The esters of orthoboric acid, although known for more than 100 years (), have only recently become commercially available. This paper presents process development data; the synthesis and properties of a new series of hydrolytically stable borates; the ...

The biosynthetic pathway proposed for the synthesis of isopentenyl ..

In conclusion, the Mi EO identified and characterized in the present study might have oxidoreductase function leading to furanone biosynthesis as well as scavenging reactive carbonyl molecules during ripening of mango fruits. Detailed characterization of the Mi EO, with respect to transgenic expression in model plants would shed more light on the possibility of the multifunctional nature of this gene. The potential application of this gene for biotechnological production of flavor as well as for producing the plants having enhanced resistance towards the oxidative stress also needs to be explored.