The territorial marking fluid of the male Bengal tiger, Panthera tigris, consists of a mixture of urine and a small quantity of lipid material that may act as a controlled-release carrier for the volatile constituents of the fluid. Using gas chromatography and gas chromatography-mass spectrometry, 98 volatile compounds and elemental sulfur were identified in the marking fluid. Another 16 volatiles were tentatively identified. The majority of these compounds were alkanols, alkanals, 2-alkanones, branched and unbranched alkanoic acids, dimethyl esters of dicarboxylic acids, γ-and δ-lactones, and compounds containing nitrogen or sulfur. Several samples of the marking fluid contained pure (R)-3-methyl-2-octanone, (R)-3-methyl-2-nonanone, and (R)-3-methyl-2-decanone, but these ketones were partly or completely racemized in other samples. The γ-lactone (S)-(+)-(Z)-6-dodecen-4-olide and the C8 to C16 saturated (R)-γ-lactones and (S)-δ-lactones were present in high enantiomeric purities.The chiral carboxylic acids, 2-methylnonanoic acid, 2-methyldecanoic acid, 2-methylundecanoic acid, and 2-ethylhexanoic acid were racemates. Cadaverine, putrescine, and 2-acetylpyrroline, previously reported as constituents of tiger urine, were not detected. The dominant contribution of some ketones, fatty acids, and lactones to the composition of the headspace of the marking fluid suggests that these compounds may be important constituents of the pheromone. Although it constitutes only a small proportion, the lipid fraction of the fluid contained larger quantities of the volatile organic compounds than the aqueous fraction (urine). The lipid derives its role as controlled-release carrier of the chemical message left by the tiger, from its affinity for the volatiles of the marking fluid. Six proteins with masses ranging from 16 to 69 kDa, inter alia, the carboxylesteraselike urinary protein known as cauxin, previously identified in the urine of the domestic cat and other felid species, were identified in the urine fraction of the marking fluid.

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A sample enrichment probe (SEP) consisting of a thin rod of an inert material and provided at one end with a short sleeve of polydimethylsilicone rubber was used for the high-capacity sample enrichment of analytes from gaseous and aqueous samples for analysis by gas chromatography (GC) and its hyphenated techniques. The silicone rubber was exposed to the analytical sample, after which the end of the rod carrying the silicone rubber was introduced into the injector and the analytes thermally desorbed and analysed by GC. This technique is similar to, but differs from, solidphase microextraction (SPME) in that a much larger volume of the sorptive phase is employed, the sorptive phase is not introduced into the inlet of the GC via a needle and the injector is opened to the atmosphere for the introduction and removal of the SEP. In the determination of volatile and semi-volatile organic compounds in gaseous and aqueous media, the SEP technique gave results comparable with those obtained by the stir-bar-sorptive extraction (SBSE) and high-capacity sorption probe (HCSP) techniques. Implementation of the SEP technique requires only minor adaptations to the gas chromatograph and does not require any auxiliary thermal desorption and cryotrapping equipment.

The urine of the cheetah, Acinonyx jubatus, is almost odorless, and probably for this reason, it has not attracted much attention from scientists. Using gas chromatography-mass spectrometry, we identified 27 and 37 constituents in the headspace vapor of the urine of male and female cheetah, respectively. These constituents, composed of hydrocarbons, short-chain ethers, aldehydes, saturated and unsaturated cyclic and acyclic ketones, 2-acetylfuran, dimethyl disulfide, dimethyl sulfone, phenol, myristic acid (tetradecanoic acid), urea, and elemental sulfur, are all present in the headspace vapor in very small quantities; dimethyl disulfide is present in such a low concentration that it cannot be detected by the human nose. This is only the second example of elemental sulfur being secreted or excreted by an animal. It is hypothesized that the conversion of sulfur-containing compounds in the cheetah's diet to elemental sulfur and to practically odorless dimethyl sulfone enables this carnivore to operate as if "invisible" to the olfactory world of its predators as well as its prey, which would increase its chances of survival.

The giant girdled lizard or sungazer, Cordylus giganteus, is endemic to South Africa. It has been suggested that in this species, as in other lizard species, epidermal glands in the femoral, pre-cloacal regions, and cloacal glands are the main sources of semiochemicals and that these secretions could play an important role at different levels of the social biology of the animals. To gain a better understanding of the nature of the femoral gland secretions of the sungazer, characterization of the constituents of the secretions was carried out.By using GC-MS analysis, in conjunction with auxiliary techniques, such as solventless sample introduction and trimethylsilyl derivatization, 53 relatively involatile compounds, including carboxylic acids, alcohols, ketones, esters, and steroids, were identified in the secretions of both sexes. The study showed that the secretions of male and female sungazers contain only semi-volatile chemicals.