期刊
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
卷 67, 期 9, 页码 2598-2606出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jafc.9b00353
关键词
1-phenylethane-1-thiol; 2-phenylethanethiol; phenyl methanethiol; structure/odor activity; aromatic thiols; enantiospecific synthesis; (S)-1-phenylalkane-1-thiols; omega-phenylalkane-1-thiols; cyclohexane derivatives
Following a structure/odor activity approach as previously published, the present study was focused on three aromatic thiols also identified as food odorants, namely 1-phenylethane-1-thiol, phenyl methanethiol, and 2-phenylethanethiol. Their structures were systematically modified to receive 16 new sulfur-containing benzene derivatives. A determination of odor thresholds indicated that none of its homologues elicited a lower odor threshold than 1-phenylethane-1-thiol, and an enantiospecific synthesis, elucidated that its (S)-enantiomer turned out to be the compound with by far the lowest odor threshold of 0.00025 ng/L in air. Within the homologous series of the omega-phenylalkane-1-thiols as well as the 1-phenylalkane-1-thiols the threshold values increased constantly with an elongation of the side chain. Among the respective cyclohexane derivatives, the tendencies with respect to thresholds and odor properties were comparable. The odor thresholds and odor qualities of the aromatic thiols were quite similar to those of their heterocyclic analogues considered in a previous publication. In addition, spectroscopic data for 28 new sulfur-containing compounds were generated, which might be helpful in the identification of such sulfur containing odorants occurring in trace levels in foods.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据