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.
Synopsis Diffusion of perfume ingredients from skin or hair is measured using an original method based on dynamic headspace technology. This has been used for pure odorants, fine fragrances, as well as for perfumed cosmetic applications such as soaps, creams or shampoos, in order to characterize diffusion processes and air/skin or air/hair partitioning. Accordingly, a special collection system, applied on the inner face of the forearm, has been developed, allowing the adsorption of diffusing organic vapours from skin onto Tenax (poly-diphenyl phenylene oxide) with a controlled air flow rate. A simple model composition containing eleven volatile synthetic odorants was prepared in an alcoholic matrix and the solution was applied onto the skin. The diffusion rate of the different components was measured by determining the concentration of each in the gas phase versus time. Conversely, the same experiment was effected by the application of an alcoholic solution of each individual component. In this manner, the relative diffusion from skin of the components alone or mixed was compared using the same experimental technique. The effect of a musky component was also tested. Both compositions (with and without musk) were then applied in a soap base. Thus, following a rigorous protocol, the forearm was washed with the perfumed soap and rinsed with water before collection of the headspace. The results show the different diffusion rates of the individual odorants. In particular, components evaporate slower from the skin when they have been applied from a soap bar compared to when they have been applied from alcoholic solution. We also present results describing the characterization of skin types using a panel comprised of 80 people (40 females and 40 males); amount of sebum, hydration and pH were systematically measured on different parts of the face, the neck as well as the outer and inner faces of the forearm. The panelists were then classified into different sub-groups taking into account these parameters. It should be noted that the foregoing results were obtained on an 'average'skin type.
This analytical investigation focuses on the quantification of odorant molecules in the headspace of latrines. Hydrogen sulfide and methyl mercaptan were derivatized under a more stable N-ethyl maleimide conjugate. Since the amount of odorant molecules is very low in the gas phase, we developed a method that had two steps of concentration. The first step consisted of the accumulation of volatiles in buffered water by bubbling 350 L of air in a bottle. The second step consisted of loading the water on a 1 g solid-phase extraction cartridge, shipping it to our laboratories, and desorbing with Et2O, which achieved a total concentration factor of 3.5 × 10(6). The acidification of the water phase gave us access to the acids, and an additional bottle containing an acidic ion-exchange resin gave us access to trimethyl amine. The limits of quantification in the gas phase were 8.7 × 10(-4) μg/L air for hydrogen sulfide, 1 × 10(-4) μg/L air for methyl mercaptan, 1 × 10(-3) μg/L air for butyric acid, 1 × 10(-4) μg/L air for p-cresol, 1 × 10(-5) μg/L air for indole, and 1 × 10(-5) μg/L air for skatole. The system was calibrated by using olfactometers, which can deliver a precisely known quantity of volatiles into the air. We were able to quantify all compounds near their odor detection thresholds (ODTs). All ODTs were measured in our laboratory with the same olfactometry method. This allowed accurate and comparable ODT values for malodorant compounds from toilets.
3,6-Dimethyl-4,5,6,7-tetrahydro-benzo[b]-furan-2(3H)-one (D menthofurolactone), first reported as a by-product in the oxidation of menthofuran and hitherto unknown in nature, is shown to be naturally occurring in Mentha piperita L. essential oil. In addition to a description of its synthesis and organoleptic properties, the key role of menthofurolactone in the flavour profile of peppermint oil is demonstrated by mint oil analysis and olfactory studies.
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