Pheromones of the male sea lamprey, Petromyzon marinus L.: structural studies on a new compound, 3-keto allocholic acid, and 3-keto petromyzonol sulfate.
This study reports the results of chemical and chromatographic studies which establish the presence of 3-keto allocholic acid (3kACA) in water extracts from spermiating male sea lamprey, Petromyzon marinus. This is the second compound to be isolated and identified from these extracts. The first was 3-keto petromyzonol sulfate (3kPZS), which was shown to act as strong pheromonal attractant for ovulated females. Some new characterization data on 3kPZS (utilizing an only recently available synthetic preparation of the compound) is also included. The possibility that a mixture of 3kACA and 3kPZS might be a more potent pheromonal attractant than either compound alone is discussed.
Yun
Sang-Seon
SS
Department of Fisheries and Wildlife, Michigan State University, 13 Natural Resources Building, East Lansing, MI 48824, USA.
Scott
Alexander P
AP
Li
Weiming
W
D045002:3-alpha-Hydroxysteroid Dehydrogenase (B-Specific) / Q000378:metabolism; D000818:Animals; D002793:Cholic Acids / Q000032:analysis* / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D002855:Chromatography, Thin Layer / Q000379:methods; D006868:Hydrolysis; D007798:Lampreys / Q000254:growth & development / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry / Q000379:methods; D012724:Sex Attractants / Q000032:analysis* / Q000378:metabolism; D013057:Spectrum Analysis; D013997:Time Factors
C479600:3-keto allocholic acid; C452218:7alpha,12alpha,24-trihydroxy-5alpha-cholan-3-one 24-sulfate; D002793:Cholic Acids; D012724:Sex Attractants; D045002:3-alpha-Hydroxysteroid Dehydrogenase (B-Specific)