Selective Agonists at Group II Metabotropic Glutamate Receptors:  Synthesis, Stereochemistry, and Molecular Pharmacology of (S)- and (R)-2-Amino-4-(4-hydroxy[1,2,5]thiadiazol-3-yl)butyric Acid

Rasmus P. Clausen; Hans Bräuner-Osborne; Jeremy R. Greenwood; Mette B. Hermit; Tine B. Stensbøl; Birgitte Nielsen; Povl Krogsgaard-Larsen

doi:10.1021/jm020122x

Selective Agonists at Group II Metabotropic Glutamate Receptors: Synthesis, Stereochemistry, and Molecular Pharmacology of (S)- and (R)-2-Amino-4-(4-hydroxy[1,2,5]thiadiazol-3-yl)butyric Acid

Journal of Medicinal Chemistry ◽

10.1021/jm020122x ◽

2002 ◽

Vol 45 (19) ◽

pp. 4240-4245 ◽

Cited By ~ 9

Author(s):

Rasmus P. Clausen ◽

Hans Bräuner-Osborne ◽

Jeremy R. Greenwood ◽

Mette B. Hermit ◽

Tine B. Stensbøl ◽

...

Keyword(s):

Glutamate Receptors ◽

Butyric Acid ◽

Metabotropic Glutamate Receptors ◽

Molecular Pharmacology ◽

Metabotropic Glutamate ◽

Selective Agonists ◽

Group Ii

Selective agonists for group II metabotropic glutamate receptors suppress epileptiform activities in the rat cortical slice

Neuropharmacology ◽

10.1016/0028-3908(96)84775-7 ◽

1996 ◽

Vol 35 (6) ◽

pp. A32

Author(s):

Y. Uyama ◽

M. Ishida ◽

H. Shinozaki

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Cortical Slice ◽

Metabotropic Glutamate ◽

Selective Agonists ◽

Group Ii

The retention deficit induced by ( RS )-α-methyl-4-carboxyphenylglycine in a lever-press learning task is blocked by selective agonists of either group I or group II metabotropic glutamate receptors

Experimental Brain Research ◽

10.1007/s002210050945 ◽

1999 ◽

Vol 129 (1) ◽

pp. 147-155 ◽

Cited By ~ 5

Author(s):

C. Mathis ◽

Arielle Ungerer

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Lever Press ◽

Learning Task ◽

Retention Deficit ◽

Metabotropic Glutamate ◽

Group I ◽

Selective Agonists ◽

Group Ii

Group II Metabotropic Glutamate Receptors as Potential Pharmaceutical Targets for Neurofibroma Formation

10.21236/ada542347 ◽

2011 ◽

Author(s):

Michael Stern

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Metabotropic Glutamate ◽

Group Ii

2-Substituted (2SR)-2-Amino-2-((1SR,2SR)-2-carboxycycloprop-1-yl)glycines as Potent and Selective Antagonists of Group II Metabotropic Glutamate Receptors. 1. Effects of Alkyl, Arylalkyl, and Diarylalkyl Substitution

Journal of Medicinal Chemistry ◽

10.1021/jm970497w ◽

1998 ◽

Vol 41 (3) ◽

pp. 346-357 ◽

Cited By ~ 53

Author(s):

Paul L. Ornstein ◽

Thomas J. Bleisch ◽

M. Brian Arnold ◽

Rebecca A. Wright ◽

Bryan G. Johnson ◽

...

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Metabotropic Glutamate ◽

Selective Antagonists ◽

Group Ii

HDAC and HAT Inhibitors Differently Affect Analgesia Mediated by Group II Metabotropic Glutamate Receptors

Molecular Pain ◽

10.1186/1744-8069-10-68 ◽

2014 ◽

Vol 10 ◽

pp. 1744-8069-10-68 ◽

Cited By ~ 31

Author(s):

Magda Zammataro ◽

Maria Angela Sortino ◽

Carmela Parenti ◽

Robert W Gereau ◽

Santina Chiechio

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Metabotropic Glutamate ◽

Group Ii

Synaptic transmission in nucleus tractus solitarius is depressed by Group II and III but not Group I presynaptic metabotropic glutamate receptors in rats

The Journal of Physiology ◽

10.1113/jphysiol.2001.012948 ◽

2002 ◽

Vol 538 (3) ◽

pp. 773-786 ◽

Cited By ~ 68

Author(s):

Chao‐Yin Chen ◽

Erh‐hsin Ling ◽

John M. Horowitz ◽

Ann C. Bonham

Keyword(s):

Synaptic Transmission ◽

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Nucleus Tractus Solitarius ◽

Metabotropic Glutamate ◽

Group I ◽

Group Ii

Activation of Group II Metabotropic Glutamate Receptors (mGluR2 and mGluR3) as a Novel Approach for Treatment of Schizophrenia

Glutamate-based Therapies for Psychiatric Disorders ◽

10.1007/978-3-0346-0241-9_6 ◽

2010 ◽

pp. 101-116 ◽

Cited By ~ 1

Author(s):

Douglas J. Sheffler ◽

P. Jeffrey Conn

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Metabotropic Glutamate ◽

Novel Approach ◽

Group Ii

Potentiation of Morphine's Antinociception by Group II and Group III Metabotropic Glutamate Receptors Agonists on a Rat Incisional Pain

The Korean Journal of Pain ◽

10.3344/kjp.2006.19.2.131 ◽

2006 ◽

Vol 19 (2) ◽

pp. 131 ◽

Cited By ~ 1

Author(s):

Chang Mo Kim ◽

Jeong Il Choi ◽

Hong Beom Bae ◽

Seok Jai Kim ◽

Sung Tae Chung ◽

...

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Group Iii ◽

Metabotropic Glutamate ◽

Group Ii ◽

Incisional Pain

The striatum as a target for anti-rigor effects of an antagonist of mGluR1, but not an agonist of group II metabotropic glutamate receptors

Brain Research ◽

10.1016/s0006-8993(02)03005-6 ◽

2002 ◽

Vol 950 (1-2) ◽

pp. 88-94 ◽

Cited By ~ 8

Author(s):

Krystyna Ossowska ◽

Jolanta Konieczny ◽

Andrzej Pilc ◽

Stanisław Wolfarth

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Metabotropic Glutamate ◽

Group Ii

Metabotropic glutamate receptors and glutamate transporters shape transmission at the developing retinogeniculate synapse

Journal of Neurophysiology ◽

10.1152/jn.00897.2012 ◽

2013 ◽

Vol 109 (1) ◽

pp. 113-123 ◽

Cited By ~ 9

Author(s):

Jessica L. Hauser ◽

Eleanore B. Edson ◽

Bryan M. Hooks ◽

Chinfei Chen

Keyword(s):

Glutamate Receptors ◽

Metabotropic Glutamate Receptors ◽

Time Course ◽

Ganglion Cells ◽

Glutamate Transporters ◽

Decay Kinetics ◽

Metabotropic Glutamate ◽

Glutamate Concentration ◽

Group Ii ◽

Retinogeniculate Synapse

Over the first few postnatal weeks, extensive remodeling occurs at the developing murine retinogeniculate synapse, the connection between retinal ganglion cells (RGCs) and the visual thalamus. Although numerous studies have described the role of activity in the refinement of this connection, little is known about the mechanisms that regulate glutamate concentration at and around the synapse over development. Here we show that interactions between glutamate transporters and metabotropic glutamate receptors (mGluRs) dynamically control the peak and time course of the excitatory postsynaptic current (EPSC) at the immature synapse. Inhibiting glutamate transporters by bath application of TBOA (dl- threo-β-benzyloxyaspartic acid) prolonged the decay kinetics of both α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR) and N-methyl-d-aspartate receptor (NMDAR) currents at all ages. Moreover, at the immature synapse, TBOA-induced increases in glutamate concentration led to the activation of group II/III mGluRs and a subsequent reduction in neurotransmitter release at RGC terminals. Inhibition of this negative-feedback mechanism resulted in a small but significant increase in peak NMDAR EPSCs during basal stimulation and a substantial increase in the peak with coapplication of TBOA. Activation of mGluRs also shaped the synaptic response during high-frequency trains of stimulation that mimic spontaneous RGC activity. At the mature synapse, however, the group II mGluRs and the group III mGluR7-mediated response are downregulated. Our results suggest that transporters reduce spillover of glutamate, shielding NMDARs and mGluRs from the neurotransmitter. Furthermore, mechanisms of glutamate clearance and release interact dynamically to control the glutamate transient at the developing retinogeniculate synapse.