Identification of new odoriferous compounds in human axillary sweat

Identification of new odoriferous compounds in human axillary sweat
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DOI:
10.1002/cbdv.200490157
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发表时间:
2004-01-01
影响因子:
2.9
通讯作者:
Matsukane, M
Matsukane, M
中科院分区:
化学3区
文献类型:
--
作者:
Hasegawa, Y;Yabuki, M;Matsukane, M

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3-羟基-3-甲基己酸(1)和3-硫烷基烷-1-醇2-5被鉴定为促成人腋汗的气味。对50名健康男性腋窝汗液提取物的定量分析表明,检测到的1水平与腋窝气味的强度之间存在明确的相关性。手性-GC分析显示1是(S)/(R)-异构体的72:28混合物。光学纯的(S)-I(> 97%ee)发出强烈的辛辣味,其使人想起典型的腋窝气味。3-甲基-3-硫烷基己-1-醇(2)的对映体比率等于1,其存在量大于任何其它3-硫烷基烷醇。光学纯的(S)-2(> 97%ee)具有强烈的肉香、果味,也使人联想到腋窝气味。所鉴定的化合物,特别是(S)-1和(S)-2,显著有助于人类腋窝气味的嗅觉印象。
3-Hydroxy-3-methylhexanoic acid (1) and the 3-sulfanylalkan-l-ols 2-5 were identified to contribute to the odor of human axillary sweat. Quantitative analyses of axillary sweat extracts from 50 healthy men showed an unambiguous correlation between the detected levels of 1 and the intensity of the axillary odor. Chiral-GC analyses revealed 1 to be a 72:28 mixture of the (S)/(R)-isomers. Optically pure (S)-l (> 97% ee) emanated a strong spicy note, which recalled typical axillary odors. 3-Methyl-3-sulfanylhexan-1-ol (2), the enantiomeric ratio of which equaled that of 1, was present in greater quantity than any of the other 3-sulfanylalkanols. Optically pure (S)-2 (> 97% ee) had a strong meaty, fruity note, also reminiscent of axillary odor. The compounds identified, in particular (S)-l and (S)-2, contribute significantly to the olfactory impression of human axillary odor.