« Previous Abstract"Cloning and characterization of a region of the Enterococcus faecalis conjugative plasmid, pCF10, encoding a sex pheromone-binding function"    Next Abstract"Influence of grain quality, semolinas and baker's yeast on bread made from old landraces and modern genotypes of Sicilian durum wheat" »

J Org Chem

Title:		Algal pheromone biosynthesis: stereochemical analysis and mechanistic implications in gametes of Ectocarpus siliculosus
Author(s):		Rui F; Boland W;
Address:		"Max Planck Institute for Chemical Ecology, Department of Bioorganic Chemistry, Hans-Knoll-Strasse 8, D-07745 Jena, Germany"
Journal Title:		J Org Chem
Year:		2010
Volume:		75
Issue:		12
Page Number:		3958 - 3964
DOI:		10.1021/jo1004372
ISSN/ISBN:		1520-6904 (Electronic) 0022-3263 (Linking)
Abstract:		"During sexual reproduction, female gametes or eggs of brown algae release pheromones to attract their male mating partners. The biologically active compounds comprise linear or alicyclic unsaturated hydrocarbons derived from the aliphatic terminus of C(20) polyunsaturated fatty acids (PUFAs) by oxidative cleavage. The current study addresses the stereochemical course of the pheromone biosynthesis using female gametes of the marine brown alga E. siliculosus and chiral deuterium-labeled arachidonic acids. The biosynthetic sequence is likely to proceed via an intermediary 9-hydroperoxyarachidonic acid, which is cleaved with loss of the C(16)-H(R) into the C(11)-hydrocarbon dictyopterene C and 9-oxonona-(5Z,7E)-dienoic acid"
Keywords:		Germ Cells/*metabolism Leukotrienes/chemistry Molecular Structure Oxidation-Reduction Phaeophyta/chemistry/genetics/*metabolism Pheromones/*biosynthesis;
Notes:		"MedlineRui, Fabio Boland, Wilhelm eng Research Support, Non-U.S. Gov't 2010/05/28 J Org Chem. 2010 Jun 18; 75(12):3958-64. doi: 10.1021/jo1004372"