D-AP4

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Cat.No. 0102 - D-AP4 | C4H10NO5P | CAS No. 78739-01-2
Description: Broad spectrum EAA antagonist
Chemical Name: D-(-)-2-Amino-4-phosphonobutyric acid
Purity: ≥98% (HPLC)
Datasheet
Citations (3)
Literature

Biological Activity

Broad spectrum excitatory amino acid receptor antagonist. Also agonist at the quisqualate-sensitized AP6 site in hippocampus where it is less potent than L-AP4. DL Mixture (Cat. No. 0101) and L-isomer (Cat. No. 0103) also available.

Technical Data

M. Wt 183.1
Formula C4H10NO5P
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 78739-01-2
PubChem ID 1550579
InChI Key DDOQBQRIEWHWBT-GSVOUGTGSA-N
Smiles N[C@@]([H])([C@](O)=O)CCP(O)(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble to 100 mM in 1eq. NaOH

Preparing Stock Solutions

The following data is based on the product molecular weight 183.1. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.46 mL 27.31 mL 54.61 mL
5 mM 1.09 mL 5.46 mL 10.92 mL
10 mM 0.55 mL 2.73 mL 5.46 mL
50 mM 0.11 mL 0.55 mL 1.09 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Davies and Watkins (1982) Actions of D and L forms of 2-amino-5-phosphonovalerate and 2-amino-4-phosphonobutyrate in the cat spinal cord. Brain Res. 235 378 PMID: 6145492

Evans et al (1982) The effect of a series of ω-phosphonic-α-carboxylic amino acids on electrically evoked and amino acid induced responses in isolated spinal cord preparations. Br.J.Pharmacol. 75 65 PMID: 7042024

Schulte et al (1994) Utilization of the resolved L-isomer of 2-amino-6-phosphonhexanoic acid (L-AP6) as a selective agonist for a quisqualate-sensitized site in hippocampal CA1 pyramidal neurons. Brain Res. 649 203 PMID: 7953634


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Keywords: D-AP4, supplier, Broad, spectrum, EAA, antagonists, Glutamate, Ionotropic, Non-Selective, iGluR, Receptors, mGlur, Metabotropic, Non-selective, Ionotropic, Glutamate, Tocris Bioscience

3 Citations for D-AP4

Citations are publications that use Tocris products. Selected citations for D-AP4 include:

France (2017) Multiple roles of GluN2B-containing NMDA receptors in synaptic plasticity in juvenile hippocampus. Neuropharmacology 112 76 PMID: 27523302

Sexton and Gelder (2015) G-Protein Coupled Receptor Kinase 2 Minimally Regulates Melanopsin Activity in Intrinsically Photosensitive Retinal Ganglion Cells. PLoS One 10 e0128690 PMID: 26069965

Sexton et al (2015) Type I intrinsically photosensitive retinal ganglion cells of early post-natal development correspond to the M4 subtype. Neural Dev 10 17 PMID: 26091805


Do you know of a great paper that uses D-AP4 from Tocris? If so please let us know.

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