期刊
BIOCHEMISTRY
卷 47, 期 52, 页码 14009-14019出版社
AMER CHEMICAL SOC
DOI: 10.1021/bi801392j
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资金
- NCRR NIH HHS [P41 RR000954-240004, P41 RR000954, P41 RR000954-250004, P41-RR00954, P41 RR000954-260004, P41 RR000954-210030, P41 RR000954-220005, P41 RR000954-296488] Funding Source: Medline
- NIDCD NIH HHS [R01 DC005964-05, R01 DC005964, R01-DC005964] Funding Source: Medline
- NIDDK NIH HHS [P60 DK020579, P30 DK056341-08, R37 DK034388, P30-DK56341, P30 DK056341-07, P30 DK056341, P60-DK20579, R37-DK34388] Funding Source: Medline
- NIGMS NIH HHS [P41 GM103422] Funding Source: Medline
In many species, social behavior is organized via chemical signaling. While many of these signals have been identified for insects, the chemical identity of these social Cues (often called pheromones) for mammals is largely unknown. We recently isolated these chemical Cues that caused firing in the pheromone-sensing neurons of the vomeronasal organ from female Mouse urine [Nodari, F., et a]. (2008) J. Neurosci. 28, 6407-6418]. Here. we report their Structural characterization. Mass spectrometric approaches, including tandem quadrupole, multiple-stage linear ion trap, high-resolution mass spectrometry, and H-D exchange followed by ESI mass spectrometry, along with (1)H and (13)C nuclear magnetic resonance spectroscopy, including two-dimensional correlation spectroscopy, total correlation spectroscopy, heteronuclear multiple-quantum coherence, and NOE, were used to identify two sulfated steroids. 4-pregnene- 11 beta,20,21-triol-3-one 21-sulfate (I) (the configuration at C20 was not deduced) and 4-pregnene- 11 beta,21-diol-3,20-dione 21-sulfate (II), whose presence is sex-specific. The identification of this novel class of mammalian social signaling Compounds suggests that steroid hormones. upon conjugation, assume a new biological role, conveying information about the organism's identity and physiological state.
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