5α‐Androst‐16‐en‐3α‐ol β‐D‐Glucuronide, Precursor of 5α‐Androst‐16‐en‐3α‐ol in Human Sweat

摘要: 5α-Androst-16-en-3α-ol (α-androstenol) is an important contributor to human axilla sweat odor. It assumed that α-andostenol excreted from the apocrine glands via a H2 O-soluble conjugate, and this precursor was formally characterized in study for first time sweat. The possible precursors, sulfate glucuronide derivatives, were synthesized as analytical standards, i.e., α-androstenol, β-androstenol sulfates, 5α-androsta-5,16-dien-3β-ol (β-androstadienol) sulfate, α-androstenol β-glucuronide, α-glucuronide, β-androstadienol β-glucuronide furanose. occurrence of established by ultra performance liquid chromatography (UPLC)/MS (heated electrospray ionization (HESI)) negative-ion mode pooled sweat, containing eccrine secretions collected 25 female 24 male underarms. Its concentration 79 ng/ml 241 secretions. release observed after incubation sterile or with commercial glucuronidase enzyme, urine-isolated bacteria Streptococcus agalactiae, skin Staphylococcus warneri DSM 20316, haemolyticus 20263, Propionibacterium acnes ATCC 6919, reported have β-glucuronidase activities. We demonstrated if α- β-androstenols androstadienol sulfates present their concentrations would be too low considered potential precursors malodors; therefore, secretion should β-glucuronide.