Aroma Biosynthesis in Strawberry: S-Adenosylmethionine:Furaneol O-Methyltransferase Activity in Ripening Fruits
- 7 June 2002
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Agricultural and Food Chemistry
- Vol. 50 (14), 4025-4030
- https://doi.org/10.1021/jf011409q
Abstract
Among the most important volatile compounds in the aroma of strawberries are 2,5-dimethyl-4-hydroxy-3(2H)-furanone (Furaneol) and its methoxy derivative (methoxyfuraneol, mesifuran). Three strawberry varieties, Malach, Tamar, and Yael, were assessed for total volatiles, Furaneol, and methoxyfuraneol. The content of these compounds sharply increased during fruit ripening, with maximum values at the ripe stage. An enzymatic activity that transfers a methyl group from S-adenosylmethionine (SAM) to Furaneol sharply increases during ripening of strawberry fruits. The in vitro generated methoxyfuraneol was identified by radio-TLC and GC-MS. The partially purified enzyme had a native molecular mass of ∼80 kDa, with optimum activity at pH 8.5 and 37 °C. A high apparent Km of 5 mM was calculated for Furaneol, whereas this enzyme preparation apparently accepted as substrates other o-dihydroxyphenol derivatives (such as catechol, caffeic acid, and protocatechuic aldehyde) with much higher affinities (Km ∼ 105, 130, and 20 μM, respectively). A Km for SAM was found to be ∼5 μM, regardless of the acceptor used. Substrates that contained a phenolic group with only one OH group, such as p-coumaric and trans-ferulic acid, as well as trans-anol and coniferyl alcohol, were apparently not accepted by this activity. It is suggested that Furaneol methylation is mediated by an O-methyltransferase activity and that this activity increases during fruit ripening. Keywords: 2,5-Dimethyl-4-hydroxy-3(2H)-furanone (Furaneol); methoxyfuraneol; O-methyltransferase; strawberry (Fragaria × ananassa)Keywords
This publication has 25 references indexed in Scilit:
- Characterization of Phenylpropene O-Methyltransferases from Sweet BasilPlant Cell, 2002
- Tobacco O-Methyltransferases Involved in Phenylpropanoid Metabolism. The Different Caffeoyl-Coenzyme A/5-Hydroxyferuloyl-Coenzyme A 3/5-O-Methyltransferase and Caffeic Acid/5-Hydroxyferulic Acid 3/5-O-Methyltransferase Classes Have Distinct Substrate Specificities and Expression PatternsPlant Physiology, 1999
- 4-Coumarate:Coenzyme A Ligase in Hybrid Poplar1Plant Physiology, 1998
- Metabolism of 2,5-Dimethyl-4-hydroxy-3(2H)-furanone in Detached Ripening Strawberry FruitsJournal of Agricultural and Food Chemistry, 1997
- Control of Colletotrichum acutatum in Strawberry Under Laboratory, Greenhouse, and Field ConditionsPlant Disease, 1997
- 2,5-Dimethyl-4-hydroxy-3[2H]-furanone 6′O-malonyl-β-d-glucopyranoside in strawberry fruitsPhytochemistry, 1996
- 2,5-Dimethyl-4-hydroxy-3(2H)-furanone and Derivatives in Strawberries During RipeningPublished by American Chemical Society (ACS) ,1995
- The aroma of finnish wild raspberries, Rubus idaeus, L.Zeitschrift für Lebensmittel-Untersuchung und Forschung, 1980
- A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye bindingAnalytical Biochemistry, 1976
- Volatile Flavor and Aroma Components of Pineapple. l. Isolation and Tentative Identification of 2,5‐Dimethyl‐4‐Hydroxy‐3(2H)‐FuranoneJournal of Food Science, 1965