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腋窝分泌物中非挥发性(R)/(S)-3-甲基-3-硫代己醇和(R)/(S)-3-羟基-3-甲基己酸气味前体浓度的性别差异。

Gender-specific differences between the concentrations of nonvolatile (R)/(S)-3-methyl-3-sulfanylhexan-1-Ol and (R)/(S)-3-hydroxy-3-methyl-hexanoic acid odor precursors in axillary secretions.

作者信息

Troccaz Myriam, Borchard Gerrit, Vuilleumier Christine, Raviot-Derrien Sophie, Niclass Yvan, Beccucci Sabine, Starkenmann Christian

机构信息

Firmenich SA, Corporate R&D Division, PO Box 239, CH-1211 Geneva 8, Switzerland.

出版信息

Chem Senses. 2009 Mar;34(3):203-10. doi: 10.1093/chemse/bjn076. Epub 2009 Jan 15.

Abstract

The volatile fatty acid, (R)/(S)-3-hydroxy-3-methylhexanoic acid ((R)/(S)-HMHA), and the human specific volatile thiol, (R)/(S)-3-methyl-3-sulfanylhexan-1-ol ((R)/(S)-MSH), were recently identified as major components of human sweat malodor. Their 2 corresponding precursors were subsequently isolated from sterile and odorless axillary secretions. The purpose of this work was to analyze these 2 odor precursors in 49 male and female volunteers over a period of 3 years to elucidate to which extent they are implicated in the gender-specific character of body odor. Surprisingly, the ratio between the acid precursor 1, a glutamine conjugate, and the "sulfur" precursor 2, a cysteinylglycine-S-conjugate, was 3 times higher in men than in women with no correlation with either the sweat volume or the protein concentration. Indeed, women have the potential to liberate significantly more (R)/(S)-MSH, which has a tropical fruit- and onion-like odor than (R)/(S)-HMHA (possibly transformed into (E)/(Z)-3-methyl-2-hexenoic acid) that has a cheesy, rancid odor. Parallel to this work, sensory analysis on sweat incubated with isolated skin bacteria (Staphylococcus epidermidis Ax3, Corynebacterium jeikeium American Type Culture Collection 43217, or Staphylococcus haemolyticus Ax4) confirmed that intrinsic composition of sweat is important for the development of body odors and may be modulated by gender differences in bacterial compositions. Sweat samples having the highest sulfur intensity were also found to be the most intense and the most unpleasant.

摘要

挥发性脂肪酸(R)/(S)-3-羟基-3-甲基己酸((R)/(S)-HMHA)以及人类特有的挥发性硫醇(R)/(S)-3-甲基-3-巯基己醇((R)/(S)-MSH),最近被确定为人类汗液异味的主要成分。随后从无菌且无异味的腋窝分泌物中分离出了它们相应的两种前体。这项研究的目的是在3年时间里分析49名男性和女性志愿者体内的这两种异味前体,以阐明它们在多大程度上与体味的性别特异性特征有关。令人惊讶的是,酸性前体1(一种谷氨酰胺共轭物)与“硫”前体2(一种半胱氨酰甘氨酸-S-共轭物)的比例在男性中比女性高3倍,且与汗液量或蛋白质浓度均无关联。实际上,女性释放出的(R)/(S)-MSH(具有热带水果和洋葱般的气味)可能比(R)/(S)-HMHA(可能转化为(E)/(Z)-3-甲基-2-己烯酸,具有奶酪味、腐臭味)显著更多。与此同时,对与分离出的皮肤细菌(表皮葡萄球菌Ax3、杰氏棒状杆菌美国模式培养物保藏中心43217或溶血葡萄球菌Ax4)一起孵育的汗液进行的感官分析证实,汗液的内在成分对体味的形成很重要,并且可能受到细菌组成性别差异的调节。硫强度最高的汗液样本也被发现气味最浓烈、最令人不适。

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