A unique urinary constituent, 6-hydroxy-6-methyl-3-heptanone, is a pheromone that accelerates puberty in female mice

Novotný, Miloš V.; Jemioło, Bożena; Wiesler, Donald; Ma, Weidong; Harvey, Scott C.; Xu, Fang; Xie, Tian-Min; Carmack, Marvin

doi:10.1016/s1074-5521(99)80049-0

Cited by 111 publications

(92 citation statements)

References 20 publications

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“…DHB and also HMH and SBT accelerated uterine growth in prepubertal female ICR(CD-1) mice to a level comparable to the effect of male urine (Novotny et al, 1999b). HMH also increased uterine weight in (SJL/J × SWR/J)F1 hybrid mice (Novotny et al, 1999a). Here, we showed that DHB, HMH and SBT accelerated vaginal opening in another mouse strain derived from the Swiss lineage (Lynch, 1969;Beck et al, 2000;Yalcin et al, 2010).…”

Section: Discussionsupporting

confidence: 54%

“…Our characterization of volatile compounds in intact male-soiled and castrated male-soiled beddings by gas chromatography coupled to mass spectrometry revealed that the major androgen-dependent volatile compounds present in intact male-soiled bedding are DHB, HMH and SBT (Jouhanneau, 2014). These three compounds have also been detected in urine of male mice (Liebich et al, 1977;Novotny et al, 1984Novotny et al, , 1999aSchwende et al, 1986;Flanagan et al, 2011;Supplementary Figure 1 and Table 1). …”

Section: Introductionmentioning

confidence: 83%

“…The compounds were diluted in distilled water to their corresponding concentration found in male mouse urine (i.e., 1.3 ppm for DHB and SBT, 2000 ppm for HMH; Novotny et al, 1985Novotny et al, , 1999a. Urine samples were obtained from several adult male and female mice by a gentle pressure on the belly and were pooled.…”

Section: Animalsmentioning

confidence: 99%

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Peripubertal exposure to male chemosignals accelerates vaginal opening and induces male-directed odor preference in female mice

et al. 2015

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Reproductive physiology in female mouse is profoundly affected by male odor. A well-known effect of male odor is the acceleration of puberty onset in prepubertal female mice exposed to male urine. Whether peripubertal exposure to male odor also influences female sexual behavior in adulthood is poorly known. Recently, we reported that female mice exposed to male-soiled bedding showed advanced vaginal opening associated with early expression of male-directed odor preference in adulthood. The aim of the present study is to determine whether peripubertal exposure to male urinary chemosignals affects both occurrence of vaginal opening and attraction to male odor at older age in female mice. Therefore, we exposed female mice to (1R, 5S, 7R)-3,4-dehydro-exo-brevicomin (DHB), 6-hydroxy-6-methyl-3-heptanone (HMH) and (S)-2-sec-butyl-4,5-dihydrothiazole (SBT), individually or in mixture, from postnatal day (PD) 21 to PD38 and monitored the occurrence of vaginal opening. We measured then the time that the female mice spent sniffing male and female mouse urinary volatiles at PD45. As expected, peripubertal exposure to DHB, HMH, or SBT accelerated vaginal opening in female mice. In addition, we showed that exposure to a mixture of these three compounds induced expression of male-directed odor preference at PD45, contrary to the single exposure to each of these molecules. In conclusion, the volatile compounds DHB, HMH and SBT in urine of male mice influence both occurrence of vaginal opening and adult expression of male-directed odor preference in female mice.

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Section: Discussionsupporting

confidence: 54%

Section: Introductionmentioning

confidence: 83%

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Peripubertal exposure to male chemosignals accelerates vaginal opening and induces male-directed odor preference in female mice

et al. 2015

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“…Characteristic urinary components found in M. domesticus are three dihydrofuran compounds (MW 126) originating from a puberty accelerating pheromone, 6-hydroxy-6-methyl-3-heptanone (Novotny et al, 1999) and its lactol form (see Table 1 for 5,5-dimethyl-2-ethyl-4,5-dihydrofuran, Z-5,5-dimethyl-2-ethylidenetetrahydrofuran, E-5,5-dimethyl-2-ethylidenetetrahydrofuran). These three furan derivatives were present in male M. spicilegus at the level comparable to the M. domesticus data reported earlier (Harvey et al, 1989;Novotny et al, 2007).…”

Section: Resultsmentioning

confidence: 99%

“…Reagents and Analytical Methods All compound identifications were verified through the authentic standards whenever available. Standard compounds were either purchased from Aldrich Chemical Company (Milwaukee, WI) or synthesized in our laboratory according to the previously described synthetic methods for dehydro-exo-brevicomin (Wiesler et al, 1984), sec-butyl-4,5-dihydrothiazole (North andPattenden, 1990) and 6-hydroxy-6-methyl-3-heptanone (Novotny et al, 1999). Twister™ stir bars (10 mm in length, 0.5 mm film thickness, 24-μL polydimethylsiloxane (PDMS) volume) were used as the sorptive extraction devices.…”

Section: Methodsmentioning

confidence: 99%

Comparison of Urinary Scents of Two Related Mouse Species, Mus spicilegus and Mus domesticus

Soini

Wiesler²,

Koyama³

et al. 2009

J Chem Ecol

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Pheromones in Vertebrates

Murata

Touhara

2021

Encyclopedia of Life Sciences

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Pheromones are chemical signals released from a donor individual that elicit a specific response in a recipient of the same species. Pheromone effects are generally classified into two types: releaser effects that induce a relatively rapid specific behaviour, and primer effects that lead to long‐term physiological or developmental changes in the recipient animal. Since the discovery of insect pheromones, decades of behavioural, anatomical, molecular and genetic studies have revealed a wide variety of pheromones and their functions as well as their receptors in numerous animal species. Further, neural mechanisms underlying pheromone‐induced behaviour have been investigated in mice by using state‐of‐the‐art neuroscience and molecular biology techniques. Key Concepts Vertebrates produce structurally and functionally various types of pheromones. A large repertoire of G protein‐coupled pheromone receptors (i.e. olfactory or vomeronasal receptors) have evolved in vertebrates. Each olfactory or vomeronasal sensory neuron expresses a single type of receptor and projects the axon to the main olfactory bulb (MOB) or the accessory olfactory bulb (AOB), respectively. A pheromone signal from MOB/AOB is transmitted to the amygdala that relays the signal to the hypothalamus, resulting in inducing stereotypic behaviors and/or neuroendocrine changes. Pheromone signals are modulated by internal states and experiences.

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A unique urinary constituent, 6-hydroxy-6-methyl-3-heptanone, is a pheromone that accelerates puberty in female mice

Cited by 111 publications

References 20 publications

Peripubertal exposure to male chemosignals accelerates vaginal opening and induces male-directed odor preference in female mice

Peripubertal exposure to male chemosignals accelerates vaginal opening and induces male-directed odor preference in female mice

Comparison of Urinary Scents of Two Related Mouse Species, Mus spicilegus and Mus domesticus

Pheromones in Vertebrates

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