Domoic Acid

Domoic acid is a kainate receptor agonist, neurotoxin, and an analog of (-)-(alpha)-kainic acid (Cay-78050). Domoic acid binds to GluR5, GluR6, and GluR7 recombinant homomeric kainate receptors (Kis = 2, 6, and 37 nM, respectively), KA-1 and KA-2 kainate receptors, and the GluR4 AMPA receptor. It also binds to kainate and AMPA receptors in rat forebrain membranes (IC50s = 4.9 and 9.2 nM, respectively). In vitro, domoic acid depolarizes primary motor neurons and dorsal root fibers isolated from newborn rats at potencies of 2.2 and 34 relative to kainate, respectively. In vivo, domoic acid induces convulsive behavior in rats (ED50 = 0.07 nmol/animal) and induces seizures in mice with a 50% convulsive dose (CD50) value of 0.09 nmol/animal. Formal Name: (2S,3S,4S)-2-carboxy-4-[(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadien-1-yl]-3-pyrrolidineacetic acid. CAS Number: 14277-97-5. Synonyms: Domoate, (-)-Domoic Acid, L-Domoic Acid, NSC 288031. Molecular Formula: C15H21NO6. Formula Weight: 311.3. Purity: >98%. Formulation: A solid. Solubility: Methanol: 0.6 mg/ml, Water: 8 mg/ml. lambdamax: 240 nm. SMILES: C/C([C@H]1CN[C@H](C(O)=O)[C@H]1CC(O)=O)=C/C=C/[C@@H](C)C(O)=O. InChi Code: InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1. InChi Key: VZFRNCSOCOPNDB-AOKDLOFSSA-N.