Abstract

Freshly grated wasabi aroma was investigated by aroma extract dilution analysis. At the highest flavor dilution factors of 1024 and 256, ten odorants were detected as odor-active compounds: allyl isothiocyanate, (Z)-1,5-octadien-3-one, 4-pentenyl isothiocyanate, 5-hexenyl isothiocyanate, 3-methyl-2-butene-1-thiol, 2-isopropyl-3-methoxypyrazine, 3-methyl-2,4-nonanedione, cis-3-methyl-4-decanolide, 6-(methylthio) hexyl isothiocyanate, and vanillin. To determine the absolute configuration of cis-3-methyl-4-decanolide in wasabi, the stereoisomers of 3-methyl-4-decanolide were synthesized from optically active γ-decalactone. Finally, the absolute configuration of cis-3-methyl-4-decanolide in wasabi was determined as (3R,4R)-3-methyl-4-decanolide by chiral GC-MS. Sensory analysis revealed that the (3R,4R)-3-methyl-4-decanolide constitutes an essential part of fresh wasabi aroma.

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