使君子氨酸
化合物
使君子氨酸(英語:Quisqualic acid)是一种AMPA受体、红藻氨酸受体和I型代谢型谷氨酸受体的激动剂,也是已知最强的AMPA受体激动剂[1][2][3][4]。由于它具有兴奋毒性,被广泛用于神经科学研究中,选择性地破坏大脑中的神经元或脊髓[5][6][7]。使君子氨酸存在于使君子科物种的种子中。 一项由美国农业部进行的研究显示,使君子氨酸也存在于天竺葵属的花瓣中,并能使其天敌甲壳虫神经系统瘫痪[8][9]。其作用机理为,使君子氨酸可被视为L-谷氨酸的类似物,可以作为昆虫神经肌肉结和哺乳动物中枢神经系统的神经递质。[10]
使君子氨酸 | |||
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IUPAC名 (2S)-2-amino-3-(3,5-dioxo-1,2,4- | |||
识别 | |||
CAS号 | 52809-07-1 | ||
PubChem | 40539 | ||
ChemSpider | 37038 | ||
SMILES |
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InChI |
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InChIKey | ASNFTDCKZKHJSW-REOHCLBHBE | ||
DrugBank | DB02999 | ||
KEGG | C08296 | ||
MeSH | Quisqualic+Acid | ||
IUPHAR配体 | 1372 | ||
性质 | |||
化学式 | C5H7N3O5 | ||
摩尔质量 | 189.126 g/mol g·mol⁻¹ | ||
熔点 | 187 - 188 °C(272 K) | ||
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。 |
另见
参考文献
- ^ Jin R, Horning M, Mayer ML, Gouaux E. Mechanism of activation and selectivity in a ligand-gated ion channel: structural and functional studies of GluR2 and quisqualate. Biochemistry. 2002 Dec 31;41(52):15635-43. PMID 12501192
- ^ Kuang D, Hampson DR. Ion dependence of ligand binding to metabotropic glutamate receptors. Biochemical and Biophysical Research Communications. 2006 Jun 23;345(1):1-6. PMID 16674916
- ^ Zhang W, Robert A, Vogensen SB, Howe JR. The relationship between agonist potency and AMPA receptor kinetics. Biophysical Journal. 2006 Aug 15;91(4):1336-46. PMID 16731549
- ^ Bentham Science Publishers. Current Pharmaceutical Design. Bentham Science Publishers. August 1996: 399– [2018-09-07]. (原始内容存档于2019-03-13).
- ^ Muir JL, Page KJ, Sirinathsinghji DJ, Robbins TW, Everitt BJ. Excitotoxic lesions of basal forebrain cholinergic neurons: effects on learning, memory and attention. Behavioural Brain Research. 1993 Nov 30;57(2):123-31. PMID 7509608
- ^ Giovannelli L, Casamenti F, Pepeu G. C-fos expression in the rat nucleus basalis upon excitotoxic lesion with quisqualic acid: a study in adult and aged animals. Journal of Neural Transmission. 1998;105(8-9):935-48. PMID 9869327
- ^ Lee JW, Furmanski O, Castellanos DA, Daniels LA, Hama AT, Sagen J. Prolonged nociceptive responses to hind paw formalin injection in rats with a spinal cord injury. Neuroscience Letters. 2008 Jul 11;439(2):212-5. PMID 18524486
- ^ Geraniums and Begonias: New Research on Old Garden Favorites (页面存档备份,存于互联网档案馆) (the March 2010 issue of Agricultural Research magazine.)
- ^ Ranger, C.M., Winter, R. E., Singh, A. P., Reding, M. E., Frantz, J. M., Locke, J. C., and Krause, C. R. 2011. Rare excitatory amino acid from flowers of zonal geranium responsible for paralyzing the Japanese beetle. Proceedings of the National Academy of Sciences. http://www.pnas.org/content/early/2010/12/29/1013497108.full.pdf+html
- ^ Usherwood, P. N. R. 1994. Insect glutamate receptors. Advances in Insect Biochemistry and Physiology. 24: 309-341.