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(S)-2-Amino-3-(3-hydroxy-7,8-dihydro-6H-cyclohepta[d]isoxazol-4-yl)propionic acid, a potent and selective agonist at the GluR5 subtype of ionotropic glutamate receptors. Synthesis, modeling, and molecular pharmacology.
Brehm L, Greenwood JR, Hansen KB, Nielsen B, Egebjerg J, Stensbøl TB, Bräuner-Osborne H, Sløk FA, Kronborg TT, Krogsgaard-Larsen P. Brehm L, et al. J Med Chem. 2003 Apr 10;46(8):1350-8. doi: 10.1021/jm0204441. J Med Chem. 2003. PMID: 12672235
A stereochemical anomaly: the cyclised (R)-AMPA analogue (R)-3-hydroxy-4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridine-5-carboxylic acid [(R)-5-HPCA] resembles (S)-AMPA at glutamate receptors.
Vogensen SB, Greenwood JR, Varming AR, Brehm L, Pickering DS, Nielsen B, Liljefors T, Clausen RP, Johansen TN, Krogsgaard-Larsen P. Vogensen SB, et al. Org Biomol Chem. 2004 Jan 21;2(2):206-13. doi: 10.1039/b310450h. Epub 2003 Nov 24. Org Biomol Chem. 2004. PMID: 14737644
269 results