Related Experiment Video
Updated: Jun 9, 2026

The Identification of Sea Lamprey Pheromones Using Bioassay-Guided Fractionation
Published on: July 17, 2018
Structure-activity relationships for unsaturated dialdehydes 8( *). Comparative effects of 10 sesquiterpenoids on the
J Bergquist1, C Strandberg, M Andersson
1Unité INSERM 303, BP no. 3, 06230 Villefranche-sur-Mer, France.
Abstract:
The effects of 10 sesquiterpenoids with unsaturated dialdehyde functionalities were studied on fertilization, first cleavage, and calcium permeability of egg membranes of sea urchin gametes. Fertilization was inhibited by nine compounds when sperm was exposed and by five compounds when eggs were exposed (50 mug/ml for 5 min). All compounds except one (9alpha-hydroxymerulidial) inhibited the first cleavage in a dose-response manner. Only one compound (velleral) increased the Ca(2+) permeability of egg membranes at 20 mug/ml. All compounds reduced to a varying extent the ATP-driven Ca(2+) sequestration by non-mitochondrial intracellular compartments. In general, when hydroxylated and non-hydroxylated derivatives of the compounds are compared, the hydroxylated ones present a lower toxicity when measuring fertilization and cleavage inhibition, and reduction of intracellular Ca(2+) sequestration.
Related Concept Videos
Diels–Alder Reaction: Characteristics of Dienes
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
Fertilization
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Adrenergic Agonists: Chemistry and Structure-Activity Relationship
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of the aromatic...
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
