Mentha×piperita L. shoot tip and first leaf pair were fed with aqueous solutions of deuterium-labelled racemic piperitone and achiral piperitenone. The essential oil was extracted by solid phase micro-extraction (SPME) and subsequently analyzed using enantioselective multidimensional gas chromatography/mass spectrometry (enantio-MDGC–MS). Both labelled precursors led to the corresponding 1R-configured p-menthan-3-ones (−)-menthone and (+)-isomenthone, favouring the labelled (+)-isomenthone.
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Fuchs et al. (2000) studied this question.
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