Molecular structure of Petromyzonol, CAS Number: 28979-29-5
Petromyzonol (CAS 28979-29-5)
Alternate Names:
3α,7α,12α,24-tetrahydroxy-5α-cholane
Application:
Petromyzonol is the primary spawning pheromone in adult sea lamprey
CAS Number:
28979-29-5
Molecular Weight:
394.6
Molecular Formula:
C24H42O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Petromyzonol is a tetrahydroxy stearol which serves as the primary spawning pheromone in adult sea lamprey. It is produced in the bile of sea lamprey larvae from the bile acid precursor allocholic acid (sc-210779). While the adult sea lamprey is relatively insensitive to petromyzonol itself, the C-24 sulfate ester (petromyzonol sulfate) is a spawning chemoattractant and a pheromone which can be detected at very low concentrations by lamprey olfactory chemoreceptors. Petromyzonol, allocholic acid and petromyzonol sulfate are all found in water samples from fresh water streams bearing larval lamprey populations.
Petromyzonol (CAS 28979-29-5) References
- Excreted Steroids in Vertebrate Social Communication. | Doyle, WI. and Meeks, JP. 2018. J Neurosci. 38: 3377-3387. PMID: 29519850
- Waterborne pheromones modulate gonadotropin-inhibitory hormone levels in sea lamprey (Petromyzon marinus). | Chung-Davidson, YW., et al. 2020. Gen Comp Endocrinol. 288: 113358. PMID: 31837303
- Behavioral Responses of Sea Lamprey to Varying Application Rates of a Synthesized Pheromone in Diverse Trapping Scenarios. | Johnson, NS., et al. 2020. J Chem Ecol. 46: 233-249. PMID: 31970605
- A pheromone antagonist liberates female sea lamprey from a sensory trap to enable reliable communication. | Buchinger, TJ., et al. 2020. Proc Natl Acad Sci U S A. 117: 7284-7289. PMID: 32184327
- Evidence that male sea lamprey increase pheromone release after perceiving a competitor. | Fissette, SD., et al. 2020. J Exp Biol. 223: PMID: 32527965
- Two highly related odorant receptors specifically detect α-bile acid pheromones in sea lamprey (Petromyzon marinus). | Zhang, Z., et al. 2020. J Biol Chem. 295: 12153-12166. PMID: 32636305
- Bile acid production is life-stage and sex-dependent and affected by primer pheromones in the sea lamprey. | Chung-Davidson, YW., et al. 2021. J Exp Biol. 224: PMID: 33758020
- Diel Patterns of Pheromone Release by Male Sea Lamprey. | Fissette, SD., et al. 2021. Integr Comp Biol. 61: 1795-1810. PMID: 34477864
- Pheromone pollution from invasive sea lamprey misguides a native confamilial. | Buchinger, TJ., et al. 2021. Curr Zool. 67: 333-335. PMID: 34616926
- Attenuation and recovery of an avoidance response to a chemical antipredator cue in an invasive fish: implications for use as a repellent in conservation. | Wagner, CM., et al. 2022. Conserv Physiol. 10: coac019. PMID: 35492423
- Biliary Atresia Animal Models: Is the Needle in a Haystack? | Pal, N., et al. 2022. Int J Mol Sci. 23: PMID: 35887185
- Remodeling of the gut microbiome by Lactobacillus johnsonii alleviates the development of acute myocardial infarction. | Zhong, X., et al. 2023. Front Microbiol. 14: 1140498. PMID: 36970663
- The olfactory system of migratory adult sea lamprey (Petromyzon marinus) is specifically and acutely sensitive to unique bile acids released by conspecific larvae. | Li, W., et al. 1995. J Gen Physiol. 105: 569-87. PMID: 7658193
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Petromyzonol, 1 mg | sc-205430 | 1 mg | $68.00 | |||
Petromyzonol, 5 mg | sc-205430A | 5 mg | $309.00 |