L-AP4 - CAS 23052-81-5
Category: Inhibitor
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Molecular Formula:
C4H10NO5P
Molecular Weight:
183.1
COA:
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Targets:
mGluR
Description:
L-AP4 is a selective group III metabotropic glutamate receptor (mGluR) agonist. It also acts as an agonist at the quisqualate-sensitized AP6 site in hippocampus. L-AP4 is a synaptic depressant.
Brife Description:
group III mGluR agonist
Purity:
≥99% by HPLC
Synonyms:
L-(+)-2-Amino-4-phosphonobutyric acid; (2S)-2-amino-4-phosphonobutanoic acid; L-AP4; L AP4; LAP4
MSDS:
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InChIKey:
DDOQBQRIEWHWBT-VKHMYHEASA-N
InChI:
InChI=1S/C4H10NO5P/c5-3(4(6)7)1-2-11(8,9)10/h3H,1-2,5H2,(H,6,7)(H2,8,9,10)/t3-/m0/s1
Canonical SMILES:
C(CP(=O)(O)O)C(C(=O)O)N
1.The effects of the metabotropic glutamate receptor agonist 1S,3R-ACPD on neurones in the rat primary somatosensory cortex in vivo.
Taylor KE;Cahusac PM Neuropharmacology. 1994 Jan;33(1):103-8.
The selective glutamate metabotropic receptor agonist (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid (1S,3R-ACPD) was applied iontophoretically to cells in the rat primary somatosensory cortex (SI) in vivo. In contrast to other in vivo studies, distinct excitatory and depressant effects were observed. The excitatory responses could not be blocked by ionotropic antagonists, as evidence that they were mediated by a metabotropic receptor. The depressant effects were most pronounced on natural synaptic transmission, suggesting that a presynaptic receptor may be involved, although responses to iontophoretically applied agonists were also affected. Comparison with the presumed presynaptic glutamate receptor agonist L-2-amino-4-phosphonobutyrate (L-AP4) suggest that the depressant effects of 1S,3R-ACPD could be partially mediated by a presynaptic autoreceptor.
2.Central metabotropic glutamate receptors differentially participate in interleukin-1beta-induced mechanical allodynia in the orofacial area of conscious rats.
Jung CY;Choi HS;Ju JS;Park HS;Kwon TG;Bae YC;Ahn DK J Pain. 2006 Oct;7(10):747-56.
The present study investigated the role of central metabotropic glutamate receptors (mGluRs) in interleukin-1beta (IL-1beta)-induced mechanical allodynia and mirror-image mechanical allodynia in the orofacial area. Experiments were carried out on male Sprague-Dawley rats weighing 230 to 280 g. After administration of 0.01, 0.1, 1, or 10 pg of IL-1beta into a subcutaneous area of the vibrissa pad, we examined the withdrawal behavioral responses produced by 10 successive trials of an air-puff ramp pressure applied ipsilaterally or contralaterally to the IL-1beta injection site. Subcutaneous injection of IL-1beta produced mechanical allodynia and mirror-image mechanical allodynia in the orofacial area. Intracisternal administration of CPCCOEt, a mGluR1 antagonist, or MPEP, a mGluR5 antagonist, reduced IL-1beta-induced mechanical allodynia and mirror-image mechanical allodynia. Intracisternal administration of APDC, a group II mGluR agonist, or L-AP4, a group III mGluR agonist, reduced both IL-1beta-induced mechanical allodynia and mirror-image mechanical allodynia. The antiallodynic effect, induced by APDC or L-AP4, was blocked by intracisternal pretreatment with LY341495, a group II mGluR antagonist, or CPPG, a group III mGluR antagonist.
3.Light-induced fos expression in intrinsically photosensitive retinal ganglion cells in melanopsin knockout (opn4) mice.
Pickard GE;Baver SB;Ogilvie MD;Sollars PJ PLoS One. 2009;4(3):e4984. doi: 10.1371/journal.pone.0004984. Epub 2009 Mar 25.
Retinal ganglion cells that express the photopigment melanopsin are intrinsically photosensitive (ipRGCs) and exhibit robust synaptically driven ON-responses to light, yet they will continue to depolarize in response to light when all synaptic input from rod and cone photoreceptors is removed. The light-evoked increase in firing of classical ganglion cells is determined by synaptic input from ON-bipolar cells in the proximal sublamina of the inner plexiform layer. OFF-bipolar cells synapse with ganglion cell dendrites in the distal sublamina of the inner plexiform layer. Of the several types of ipRGC that have been described, M1 ipRGCs send dendrites exclusively into the OFF region of the inner plexiform layer where they stratify near the border of the inner nuclear layer. We tested whether M1 ipRGCs with dendrites restricted to the OFF sublamina of the inner plexiform layer receive synaptic ON-bipolar input by examining light-induced gene expression in vivo using melanopsin knockout mice. Mice in which both copies of the melanopsin gene (opn4) have been replaced with the tau-lacZ gene (homozygous tau-lacZ(+/+) knockin mice) are melanopsin knockouts (opn4(-/-)) but M1 ipRGCs are specifically identified by their expression of beta-galactosidase.
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Chemical Structure

CAS 23052-81-5 L-AP4

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