. The Biological bulletin. Biology; Zoology; Biology; Marine Biology. H. Classification Origin Family Lammariaceae Laminaria Jigituta (Huds.) Lamour. L. hyinrhorea (Gunn.) Fosl. L. sacchurina ( Lamour. L ochroleuca Pyl. Family Alariaceae Alaria esculenta (L.) Grev. A. esculenta (L.) Grev. Umlaria pimwlifida (Harv.) Sunngar Family Lessoniaceae Macrocystis pyrifera (L.) C. Ag. Helgoland. German Bight. North Sea Helgoland Helgoland Roscoff, Brittany. France Tjornes, Iceland St. John's, Newfoundland. Canada Hokkaido, Japan Santa Barbara, California Figure 2. The four stereoisomers of lamoxirene


. The Biological bulletin. Biology; Zoology; Biology; Marine Biology. H. Classification Origin Family Lammariaceae Laminaria Jigituta (Huds.) Lamour. L. hyinrhorea (Gunn.) Fosl. L. sacchurina ( Lamour. L ochroleuca Pyl. Family Alariaceae Alaria esculenta (L.) Grev. A. esculenta (L.) Grev. Umlaria pimwlifida (Harv.) Sunngar Family Lessoniaceae Macrocystis pyrifera (L.) C. Ag. Helgoland. German Bight. North Sea Helgoland Helgoland Roscoff, Brittany. France Tjornes, Iceland St. John's, Newfoundland. Canada Hokkaido, Japan Santa Barbara, California Figure 2. The four stereoisomers of lamoxirene: 1 = (1R,2'S,3'R); 2 = (1S,2''S>;3 = (1S,2'S,3'R): 4 = ('R,3'S). irene 1: 97% ; lamoxirene 2: 90% ; lamoxirene 3: 95% ; lamoxirene 4: 96% (10). The solutions were serially diluted (1 X 10~3 to 1 x 10" " M, 5 X 10~4 M to 5 X 10"" M, 2 X 10~4 M to 2 X 10"" M) in DMSO. In addition, an equimolar mixture of lamoxirenes 1 and 3 was prepared and diluted accordingly. For the stereochemical analysis of natural lamoxirene, female gametophytes of Undaria pinnatifida from Hok- kaido, Japan, were cultivated as described above for the male gametophytes. Upon massive egg release, volatile egg secretions from the gametophyte suspension were adsorbed onto a bed of ing activated carbon by closed loop stripping (2, 3), followed by elution with 20 jul diethylether. Chiral capillary gas chromatography (FS-Lipodex E, Mach- erey-Nagel, Diiren. Germany; 25 m X mm, carrier H2) revealed a single lamoxirene peak ( > 97%), identified as lamoxirene 1 by comparison with synthetic samples (12). To compare the biological activity of the different ste- reoisomers in the induction of sperm release, a new semi- quantitative assay was employed. Instead of preparing aque- ous pheromone solutions by distribution from a water- immiscible fluorocarbon phase as in the original assay (13), lamoxirene was directly diluted from stock solutions in D


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Keywords: ., bookauthorlilliefrankrat, booksubjectbiology, booksubjectzoology