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首页> 外文期刊>Journal of Agricultural and Food Chemistry >Influence of the Stereochemistry on the Sensory Properties of 4-Mercapto-2-heptanol and Its Acetyl-Derivatives
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Influence of the Stereochemistry on the Sensory Properties of 4-Mercapto-2-heptanol and Its Acetyl-Derivatives

机译：立体化学对4-巯基-2-庚醇及其乙酰基衍生物感官特性的影响

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摘要

4-Mercapto-2-heptanol, previously described in cooked bell pepper, was used to determine the impact of the stereochemistry on the sensory properties of a thiol with a 1,3-oxygen-sulfur functionality. In addition, the acetyl-derivatives 4-acetylthio-2-heptanol, 4-mercapto-2-heptyl acetate and 4-acetylthio-2-heptyl acetate were investigated. The synthesized stereoisomers were separated via capillary gas chromatography (GC) using chiral stationary phases. The GC orders of elution were determined by assigning the absolute configurations via NMR analysis in combination with. Iipase-catalyzed kinetic resolutions. Odor thresholds and odor properties were determined by means of GC/Olfactometry. The data revealed that the sensory properties of the investigated, compounds are not only significantly influenced by the acetylation but also by the configurations ,of the two asymmetric centers.
机译：以前在熟柿子椒中描述过的4-巯基-2-庚醇用于确定立体化学对具有1,3-氧-硫官能度的硫醇的感官特性的影响。另外，研究了乙酰基衍生物4-乙酰硫基-2-庚醇，乙酸4-巯基-2-庚基酯和4-乙酰硫基-2-庚基乙酸酯。使用手性固定相，通过毛细管气相色谱法（GC）分离合成的立体异构体。结合洗脱，通过NMR分析确定绝对构型，从而确定GC的洗脱顺序。脂酶催化的动力学拆分。气味阈值和气味性质通过GC /比色法测定。数据显示，所研究化合物的感官特性不仅受到乙酰化的显着影响，还受到两个不对称中心的构型的显着影响。

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