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A tetrazolyl-substituted subtype-selective AMPA receptor agonist.
Vogensen SB, Frydenvang K, Greenwood JR, Postorino G, Nielsen B, Pickering DS, Ebert B, Bølcho U, Egebjerg J, Gajhede M, Kastrup JS, Johansen TN, Clausen RP, Krogsgaard-Larsen P. Vogensen SB, et al. J Med Chem. 2007 May 17;50(10):2408-14. doi: 10.1021/jm061439q. Epub 2007 Apr 25. J Med Chem. 2007. PMID: 17455929
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
Functional characterization of Tet-AMPA [tetrazolyl-2-amino-3-(3-hydroxy-5-methyl- 4-isoxazolyl)propionic acid] analogues at ionotropic glutamate receptors GluR1-GluR4. The molecular basis for the functional selectivity profile of 2-Bn-Tet-AMPA.
Jensen AA, Christesen T, Bølcho U, Greenwood JR, Postorino G, Vogensen SB, Johansen TN, Egebjerg J, Bräuner-Osborne H, Clausen RP. Jensen AA, et al. Among authors: vogensen sb. J Med Chem. 2007 Aug 23;50(17):4177-85. doi: 10.1021/jm070532r. Epub 2007 Aug 2. J Med Chem. 2007. PMID: 17672447
Resolution, configurational assignment, and enantiopharmacology of 2-amino-3-[3-hydroxy-5-(2-methyl-2H- tetrazol-5-yl)isoxazol-4-yl]propionic acid, a potent GluR3- and GluR4-preferring AMPA receptor agonist.
Vogensen SB, Jensen HS, Stensbøl TB, Frydenvang K, Bang-Andersen B, Johansen TN, Egebjerg J, Krogsgaard-Larsen P. Vogensen SB, et al. Chirality. 2000 Nov;12(10):705-13. doi: 10.1002/1520-636X(2000)12:10<705::AID-CHIR2>3.0.CO;2-9. Chirality. 2000. PMID: 11054828
Glutamate receptor agonists: stereochemical aspects.
Vogensen SB, Greenwood JR, Bunch L, Clausen RP. Vogensen SB, et al. Curr Top Med Chem. 2011;11(7):887-906. doi: 10.2174/156802611795164990. Curr Top Med Chem. 2011. PMID: 21291400 Review.
Molecular Hybridization of Potent and Selective γ-Hydroxybutyric Acid (GHB) Ligands: Design, Synthesis, Binding Studies, and Molecular Modeling of Novel 3-Hydroxycyclopent-1-enecarboxylic Acid (HOCPCA) and trans-γ-Hydroxycrotonic Acid (T-HCA) Analogs.
Krall J, Jensen CH, Bavo F, Falk-Petersen CB, Haugaard AS, Vogensen SB, Tian Y, Nittegaard-Nielsen M, Sigurdardóttir SB, Kehler J, Kongstad KT, Gloriam DE, Clausen RP, Harpsøe K, Wellendorph P, Frølund B. Krall J, et al. Among authors: vogensen sb. J Med Chem. 2017 Nov 9;60(21):9022-9039. doi: 10.1021/acs.jmedchem.7b01351. Epub 2017 Oct 30. J Med Chem. 2017. PMID: 29028338
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