185245-55-0
Chemical Structure
Dysiherbaine
- CAS No.: 185245-55-0
- Formula:C12H20N2O7
- Molecular Weight:304.30
InChIKey: YUSZFKPLFIQTGF-FDNSHYBFSA-N
SMILES: OC([C@@H](N)C[C@]1(O[C@@]2([H])[C@@](OC[C@H]([C@H]2NC)O)([H])C1)C(O)=O)=O
Biological Activity: Dysiherbaine is an excitatory amino acid. Dysiherbaine is isolated from the marine sponge Lendenfeldia chondrodes. Dysiherbaine activates AMPA and kainate receptors. Dysiherbaine has minor NMDA receptor agonist activity, while it has no effect on L-type voltage-dependent calcium channels. Dysiherbaine induces convulsions and epileptogenic activity in mice. Dysiherbaine is used in epilepsy research[1][2][3][4][5][6].
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Dysiherbaine | Dysiherbaine is an excitatory amino acid. Dysiherbaine is isolated from the marine sponge Lendenfeldia chondrodes. Dysiherbaine activates AMPA and kainate receptors. Dysiherbaine has minor NMDA receptor agonist activity, while it has no effect on L-type voltage-dependent calcium channels. Dysiherbaine induces convulsions and epileptogenic activity in mice. Dysiherbaine is used in epilepsy research. | |||||||||||||||||||||
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References
- [1]. Sasaki M, et al. Design, total synthesis, and biological evaluation of neodysiherbaine A derivative as potential probes. Bioorganic & medicinal chemistry letters. 2006 Nov 15;16(22):5784-7.
- [2]. Sakai R, et al. Physiological study of an excitatory amino acid dysiherbaine[C]//Proceedings of Annual Meeting of the Physiological Society of Japan Proceedings of Annual Meeting of the Physiological Society of Japan. PHYSIOLOGICAL SOCIETY OF JAPAN, 2004: S13-S13.
- [3]. Swanson GT, et al. Ligands for ionotropic glutamate receptors. InMarine Toxins as Research Tools 2009 Jan 1 (pp. 123-157). Berlin, Heidelberg: Springer Berlin Heidelberg.
- [4]. Sanders JM, et al. Determination of binding site residues responsible for the subunit selectivity of novel marine-derived compounds on kainate receptors. Molecular pharmacology. 2006 Jun;69(6):1849-60.
- [5]. Minei R, et al. [Effects of a new excitotoxic amino acid, dysiherbaine, on cultured Müller cells]. Nippon Ganka Gakkai zasshi. 1999 Aug;103(8):584-90.
- [6]. Unno M, et al. Binding and selectivity of the marine toxin neodysiherbaine A and its synthetic analogues to GluK1 and GluK2 kainate receptors. Journal of molecular biology. 2011 Oct 28;413(3):667-83.