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Enantiodifferentiation of α-ketols in sherry by one- and two-dimensional HRGC techniques

✍ Scribed by Häring, Dietmar ;König, Thorsten ;Withopf, Barbara ;Herderich, Markus ;Schreier, Peter

Book ID
102350262
Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
398 KB
Volume
20
Category
Article
ISSN
0935-6304

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✦ Synopsis

Abstract

The enantiomeric distrubution of solerone (5‐oxo‐4‐hexanolide) 1, ethyl 4‐hydroxy‐ 5‐oxohexanoate 2, ethyl 5‐hydroxy‐4‐oxohexanoate 3, 4‐oxo‐5‐hexanolide 4, and solerol (5‐hydroxy‐4‐hexanolide) 5 in sherry wines was determined by several HRGC techniques. While gas chromatography‐mass spectrometry on chiral cyclodextrin phases (chiral GC‐MS) prevented any racemization of α‐ketols 2 and 3 caused by keto‐enol tautomerization during analysis, multidimensional gas chromatography MDGC (coupled either by “live‐T” switching or by “moving column stream switching” MCSS) led to rearranged constitutional‐and stereoisomers. The stereochemical results are discussed regarding the biogenesis of sherry constituents 1–5.

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