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Biosynthesis of 2-Methylbutyl, 2-Methyl-2-butenyl, and 2-Methylbutanoate Esters in Red Delicious and Granny Smith Apples Using Deuterium-Labeled Substrates

2-Methylbutanoate esters, especially ethyl 2-methylbutanoate, are key contributors to fruit aroma. The biosynthetic origins and interconversions of 2-methylbutyl and 2-methylbutanoate esters in Red Delicious and Granny Smith apples were determined by feeding deuterium-labeled substrates with GC−MS i...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 1996-10, Vol.44 (10), p.3276-3285
Main Authors: Rowan, Daryl D, Lane, Heather P, Allen, John M, Fielder, Simon, Hunt, Martin B
Format: Article
Language:English
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Summary:2-Methylbutanoate esters, especially ethyl 2-methylbutanoate, are key contributors to fruit aroma. The biosynthetic origins and interconversions of 2-methylbutyl and 2-methylbutanoate esters in Red Delicious and Granny Smith apples were determined by feeding deuterium-labeled substrates with GC−MS identification of the deuterated aroma volatiles produced. Deuterium-labeled isoleucine was fed to apple peel, and 2-methylbutanoic-d 3 acid, 2-methylbutanol-d 3, and ethyl 2-methylbutanoate-d 3 were fed as vapor to whole apples. An array of labeled 2-methylbutyl and 2-methylbutanoate esters was produced from each substrate with significant differences in products and product distributions between the two apple cultivars. Novel 2-methyl-(2E)-butenyl esters were identified as biosynthetic products in the aroma of Red Delicious but not Granny Smith apples. Keywords: Biosynthesis; apple; aroma volatiles; 2-methylbutyl; 2-methylbutanoate; 2-methyl-2-butenyl; deuterium
ISSN:0021-8561
1520-5118
DOI:10.1021/jf9508209