The characterization of the source of the odor in the human axillary region is not only of commercial interest but is also important biologically because axillary extracts can alter the length and timing of the female menstrual cycle. In males, the most abundant odor component is known to be E-3-methyl-2-hexenoic acid (E-3M2H), which is liberated from nonodorous apocrine secretions by axillary microorganisms. Recently, it was found that in the apocrine gland secretions, 3M2H is carried to the skin surface bound to two proteins, apocrine secretion odor-binding proteins 1 and 2 (ASOBI and ASOB2) with apparent molecular masses of 45 kDa and 26 kDa, respectively. To better understand the formation of axillary odors and the structural relationship between 3M2H and its carrier protein, the amino acid sequence and glycosylation pattern of ASOB2 were determined by mass spectrometry. Axillary secretions and odors are derived from an area of the body with exceptional odor-producing capabilities. Several types of skin glands, including apocrine, eccrine, sebaceous, and apoeccrine glands, contribute moisture and substrate to a large permanent population of cutaneous microflora (9). These consist of lipophilic and large colony diptheroids as well as micrococci. These microorganisms generate a variety of odoriferous compounds that characterize the axillary region. In vivo correlations of odor quality and axillary bacterial populations have demonstrated that the aerobic diptheroids are associated with the stronger, more distinct axillary odor (9).A number of investigations of axillary constituents have focused upon the interesting steroidal molecules found there (10, 11). Volatile odoriferous steroids such as 5a-androst-16-en-313-ol (androstenol) and 5a-androst-16-en-3-one (androstenone) as well as nonvolatile steroid sulfates were identified and quantitated by radioimmunoassay and gas chromatography/mass spectrometry (GC/MS) (10,11), The urine/muskylike odors of androstenone and androstenol were thought by some investigators to be suggestive of axillary odor (9-11). However, recent studies (12, 13) have presented both organoleptic and analytical evidence that a mixture of C6-C11, straight-chain, branched, and unsaturated acids constitute the characteristic axillary odor. In combined male samples, the E-isomer of 3-methyl-2-hexenoic acid (3M2H) is the dominant analytical component of the mixture, while in combined female samples the straight-chain acids are present in greater relative abundance (14). The Z-isomer is also present in both genders, however in different relative abundance: 10:1 (E/Z) in males (12) and 16:1 (E/Z) in females (14).More than 30 years ago, it was demonstrated that the odorless precursors of axillary odor are present in apocrine gland secretions and that the characteristic odor arises from interaction of the odorless apocrine secretion precursors with the axillary microflora (15). The water-soluble components of apocrine secretion were found to contain the odorless precursors of the characterist...