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L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) (CAS 23052-81-5)

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Alternate Names:
L-AP4
Application:
L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is a mGluR-4/6 receptor agonist
CAS Number:
23052-81-5
Purity:
≥97%
Molecular Weight:
183.10
Molecular Formula:
C4H10NO5P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is an amino-acid derivative and a mGluR-4 and mGluR-6 metabotropic glutamate receptor agonist. L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is also an agonist at the quisqualate-sensitized AP6 site in hippocampus. L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is a potent synaptic depressant. L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) is an activator of NMDA.


L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4) (CAS 23052-81-5) References

  1. Structure-function relationships for analogues of L-2-amino-4-phosphonobutanoic acid on the quisqualic acid-sensitive AP4 receptor of the rat hippocampus.  |  Schulte, MK., et al. 1992. Brain Res. 582: 291-8. PMID: 1327404
  2. Synthesis of the 2-amino-4-phosphonobutanoic acid analogues (E)- and (Z)-2-amino-2,3-methano-4-phosphonobutanoic acid and their evaluation as inhibitors of hippocampal excitatory neurotransmission.  |  Kroona, HB., et al. 1991. J Med Chem. 34: 1692-9. PMID: 1674540
  3. Pre-exposure to L-homocysteinesulfinic acid blocks quisqualate-induced sensitization to L-2-amino-4-phosphonobutanoic acid.  |  Whittemore, ER. and Koerner, JF. 1991. Eur J Pharmacol. 192: 435-8. PMID: 2055241
  4. Identification of 2-PMPA as a novel inhibitor of cytosolic carboxypeptidases.  |  Wang, R., et al. 2020. Biochem Biophys Res Commun. 533: 1393-1399. PMID: 33092792
  5. Actions of D and L forms of 2-amino-5-phosphonovalerate and 2-amino-4-phosphonobutyrate in the cat spinal cord.  |  Davies, J. and Watkins, JC. 1982. Brain Res. 235: 378-86. PMID: 6145492
  6. Micromolar L-2-amino-4-phosphonobutyric acid selectively inhibits perforant path synapses from lateral entorhinal cortex.  |  Koerner, JF. and Cotman, CW. 1981. Brain Res. 216: 192-8. PMID: 6266585
  7. The effects of a series of omega-phosphonic alpha-carboxylic amino acids on electrically evoked and excitant amino acid-induced responses in isolated spinal cord preparations.  |  Evans, RH., et al. 1982. Br J Pharmacol. 75: 65-75. PMID: 7042024
  8. Antagonism of the synaptic depressant actions of L-AP4 in the lateral perforant path by MAP4.  |  Bushell, TJ., et al. 1995. Neuropharmacology. 34: 239-41. PMID: 7617150
  9. Type 4a metabotropic glutamate receptor: identification of new potent agonists and differentiation from the L-(+)-2-amino-4-phosphonobutanoic acid-sensitive receptor in the lateral perforant pathway in rats.  |  Johansen, PA., et al. 1995. Mol Pharmacol. 48: 140-9. PMID: 7623768
  10. L-2-amino-4-phosphonobutanoic acid and 1S,3R-1-aminocyclopentane-1,3-dicarboxylic acid reduce paired-pulse depression recorded from medial perforant path in the dentate gyrus of rat hippocampal slices.  |  Kahle, JS. and Cotman, CW. 1993. J Pharmacol Exp Ther. 266: 207-15. PMID: 8101217
  11. Expression pattern and pharmacology of the rat type IV metabotropic glutamate receptor.  |  Kristensen, P., et al. 1993. Neurosci Lett. 155: 159-62. PMID: 8104323
  12. Cloning and expression of a new member of the L-2-amino-4-phosphonobutyric acid-sensitive class of metabotropic glutamate receptors.  |  Saugstad, JA., et al. 1994. Mol Pharmacol. 45: 367-72. PMID: 8145723
  13. Molecular characterization of a novel retinal metabotropic glutamate receptor mGluR6 with a high agonist selectivity for L-2-amino-4-phosphonobutyrate.  |  Nakajima, Y., et al. 1993. J Biol Chem. 268: 11868-73. PMID: 8389366
  14. The agonist selectivity of a class III metabotropic glutamate receptor, human mGluR4a, is determined by the N-terminal extracellular domain.  |  Tones, MA., et al. 1995. Neuroreport. 7: 117-20. PMID: 8742431
  15. Glutamate receptors in the mammalian central nervous system.  |  Ozawa, S., et al. 1998. Prog Neurobiol. 54: 581-618. PMID: 9550192

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

L(+)-2-Amino-4-phosphonobutanoic acid (L-AP4), 5 mg

sc-200432
5 mg
$94.00