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20263-07-4

20263-07-4 | DL-2-AMINO-4-PHOSPHONOBUTYRIC ACID

CAS No: 20263-07-4 Catalog No: AG003PSO MDL No:

Product Description

Catalog Number:
AG003PSO
Chemical Name:
DL-2-AMINO-4-PHOSPHONOBUTYRIC ACID
CAS Number:
20263-07-4
IUPAC Name:
2-amino-4-phosphonobutanoic acid
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)
InChI Key:
DDOQBQRIEWHWBT-UHFFFAOYSA-N

Properties

Complexity:
187  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
183.03g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
183.1g/mol
Monoisotopic Mass:
183.03g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
121A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-5.5  

Literature

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Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
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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 20020201
Role of group II and group III metabotropic glutamate receptors in spinal cord injury. Experimental neurology 20020101
Evidence that a-wave latency of the electroretinogram is determined solely by photoreceptors. Japanese journal of ophthalmology 20020101
Activation of Group III mGluRs increases the activity of neurons in area 17 of the cat. Visual neuroscience 20020101
APB differentially affects the cone contributions to the zebrafish ERG. Visual neuroscience 20020101
Multiplied functions unify shapes of ganglion-cell receptive fields in retina of turtle. Journal of vision 20020101
Control of Ca(2+) influx by cannabinoid and metabotropic glutamate receptors in rat cerebellar cortex requires K(+) channels. The Journal of physiology 20011215
Modulation of primary afferent-mediated neurotransmission and Fos expression by glutamate uptake inhibition in rat spinal neurones in vitro. Neuropharmacology 20011001
Effect of glutamate analogues on red-green opponent interaction in monkey electroretinograms. Experimental eye research 20010901
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Metabotropic glutamate receptor subtypes modulating neurotransmission at parallel fibre-Purkinje cell synapses in rat cerebellum. Neuropharmacology 20010701
Unique functional properties of on and off pathways in the developing mammalian retina. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010615
The group I metabotropic glutamate receptor antagonist S-4-CPG modulates the locomotor response produced by the activation of D1-like, but not D2-like, dopamine receptors in the rat nucleus accumbens. The European journal of neuroscience 20010601
Inhibition of Escherichia coli CTP synthase by glutamate gamma-semialdehyde and the role of the allosteric effector GTP in glutamine hydrolysis. The Biochemical journal 20010515
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Activation of group III mGluRs inhibits GABAergic and glutamatergic transmission in the substantia nigra pars reticulata. Journal of neurophysiology 20010501
On-bipolar cells and depolarising third-order neurons as the origin of the ERG-b-wave in the RCS rat. Vision research 20010401
Behavioral taste similarities and differences among monosodium L-glutamate and glutamate receptor agonists in C57BL mice. Journal of nutritional science and vitaminology 20010401
Investigations of photoreceptor synaptic transmission and light adaptation in the zebrafish visual mutant nrc. Investigative ophthalmology & visual science 20010301
beta-NAAG rescues LTP from blockade by NAAG in rat dentate gyrus via the type 3 metabotropic glutamate receptor. Journal of neurophysiology 20010301
Group III metabotropic glutamate receptors in rat cultured calvarial osteoblasts. Biochemical and biophysical research communications 20010223
Immunoreactivity for the group III metabotropic glutamate receptor subtype mGluR4a in the superficial laminae of the rat spinal dorsal horn. The Journal of comparative neurology 20010219
Metabotropic glutamate receptors modulate GABA release from mouse hippocampal slices. Neurochemical research 20010201
Intensity-dependent, rapid activation of presynaptic metabotropic glutamate receptors at a central synapse. The Journal of neuroscience : the official journal of the Society for Neuroscience 20010115
Primate photopic sine-wave flicker ERG: vector modeling analysis of component origins using glutamate analogs. Investigative ophthalmology & visual science 20010101
cAMP-dependent presynaptic regulation of spontaneous glycinergic IPSCs in mechanically dissociated rat spinal cord neurons. Journal of neurophysiology 20010101
Intraretinal analysis of the a-wave of the electroretinogram (ERG) in dark-adapted intact cat retina. Visual neuroscience 20010101
Characterization of the rod photoresponse isolated from the dark-adapted primate ERG. Visual neuroscience 20010101
Cocaine and kindling alter the sensitivity of group II and III metabotropic glutamate receptors in the central amygdala. Journal of neurophysiology 20000801
Effect of the umami peptides on the ligand binding and function of rat mGlu4a receptor might implicate this receptor in the monosodium glutamate taste transduction. British journal of pharmacology 19991101
Non-NMDA glutamate receptors modulate capsaicin induced c-fos expression within trigeminal nucleus caudalis. British journal of pharmacology 19990601
Two phenylglycine derivatives antagonize responses to L-AP4 in ON bipolar cells of the amphibian retina. Neuropharmacology 19970101
Cloning and characterization of a metabotropic glutamate receptor, mGluR4b. Neuropharmacology 19970101
Differential desensitization of mu- and delta- opioid receptors in selected neural pathways following chronic morphine treatment. British journal of pharmacology 19960101
[3H]-L-2-amino-4-phosphonobutyrate labels a metabotropic glutamate receptor, mGluR4a. British journal of pharmacology 19951201
Induction or protection of limbic seizures in mice by mGluR subtype selective agonists. Neuropharmacology 19950801
Pharmacological evidence for an involvement of group II and group III mGluRs in the presynaptic regulation of excitatory synaptic responses in the CA1 region of rat hippocampal slices. Neuropharmacology 19950801
Efficient Fmoc/solid-phase synthesis of Abu(P)-containing peptides using Fmoc-Abu(PO3Me2)-OH. International journal of peptide and protein research 19940901
A pharmacological characterization of the mGluR1 alpha subtype of the metabotropic glutamate receptor expressed in a cloned baby hamster kidney cell line. Brain research 19930813
L-2-amino-4-phosphonobutyrate (L-AP4) is an agonist at the type IV metabotropic glutamate receptor which is negatively coupled to adenylate cyclase. European journal of pharmacology 19921102
Effect of excitatory amino acid receptor antagonists on apomorphine-, oxytocin- and ACTH-induced penile erection and yawning in male rats. European journal of pharmacology 19920910
The proconvulsive activity of quinolone antibiotics in an animal model. Toxicology letters 19910901

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