| Title: | Investigations of novel unsaturated bile salts of male sea lamprey as potential chemical cues |
| Author(s): | Johnson NS; Yun SS; Li W; |
| Address: | "Department of Fisheries and Wildlife, Michigan State University, 13 Natural Resources Building, East Lansing, MI, 48824, USA" |
| DOI: | 10.1007/s10886-014-0511-4 |
| ISSN/ISBN: | 1573-1561 (Electronic) 0098-0331 (Linking) |
| Abstract: | "Sulfated bile salts function as chemical cues that coordinate reproduction in sea lamprey, Petromyzon marinus. 7alpha, 12alpha, 24-trihydroxy-5alpha-cholan-3-one 24-sulfate (3kPZS) is the most abundant known bile salt released by sexually mature male sea lampreys and attracts ovulated females. However, previous studies showed that the male-produced pheromone consists of unidentified components in addition to 3kPZS. Here, analysis of water conditioned with mature male sea lampreys indicated the presence of 4 oxidized, unsaturated compounds with molecular weights of 466 Da, 468 Da, and 2 of 470 Da. These compounds were not detectable in water conditioned with immature male sea lampreys. By using mass spectrometry, 4 A-ring unsaturated sulfated bile salts were tentatively identified from male washings as 2 4-ene, a 1-ene, and a 1,4-diene analogs. These were synthesized to determine if they attracted ovulated female sea lampreys to spawning nests in natural streams. One of the novel synthetic bile salts, 3 keto-1-ene PZS, attracted ovulated females to the point of application at a concentration of 10(-12) M. This study reveals the structural diversity of bile salts in sea lamprey, some of which have been demonstrated to be pheromonal cues" |
| Keywords: | Animals Bile Acids and Salts/chemistry/*metabolism Female Male Ovulation Petromyzon/*physiology Sex Attractants/chemistry/*metabolism; |
| Notes: | "MedlineJohnson, Nicholas S Yun, Sang-Seon Li, Weiming eng Research Support, Non-U.S. Gov't 2014/10/31 J Chem Ecol. 2014 Oct; 40(10):1152-60. doi: 10.1007/s10886-014-0511-4. Epub 2014 Oct 30" |
