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3-Aminopropylphosphonic acid (CAS 13138-33-5)

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Alternate Names:
3-(aminopropyl)phosphonic acid
Application:
3-Aminopropylphosphonic acid is a GABAB receptor agonist
CAS Number:
13138-33-5
Purity:
≥98%
Molecular Weight:
139.09
Molecular Formula:
C3H10NO3P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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3-Aminopropylphosphonic acid is a GABAB receptor agonist and an antagonist of basal prolactin secretion. It has been studied due to its influence on various biochemical and physiological processes. Its versatility is demonstrated through its use in the synthesis of compounds, spanning pharmaceuticals, agrochemicals, and fragrances. Furthermore, this compound has proven valuable in the exploration of enzyme inhibition, exhibiting the capacity to bind to and impede the activity of specific enzymes. In cell signaling research, 3-Aminopropylphosphonic acid modulates the activity of proteins involved in signal transduction. It is used to study gene expression, as it has an impact on the expression of select genes.


3-Aminopropylphosphonic acid (CAS 13138-33-5) References

  1. Transamination of aminoalkylphosphonic acids with alpha ketoglutarate.  |  Roberts, E., et al. 1968. Science. 159: 886-8. PMID: 17768980
  2. Inhibition of baclofen binding to rat cerebellar membranes by phaclofen, saclofen, 3-aminopropylphosphonic acid and related GABAB receptor antagonists.  |  Drew, CA., et al. 1990. Neurosci Lett. 113: 107-10. PMID: 2164173
  3. Evidence for pharmacologically distinct subsets of GABAB receptors.  |  Scherer, RW., et al. 1988. Brain Res Bull. 21: 439-43. PMID: 2850843
  4. GABA-related activities of amino phosphonic acids on guinea-pig ileum longitudinal muscle.  |  Luzzi, S., et al. 1986. J Auton Pharmacol. 6: 163-9. PMID: 3021772
  5. Oxidized Titanium Tungsten Surface Functionalization by Silane-, Phosphonic Acid-, or Ortho-dihydroxyaryl-Based Organolayers.  |  Zhang, J., et al. 2019. Langmuir. 35: 9554-9563. PMID: 31290675
  6. Superparamagnetic iron oxide nanoparticles (SPIONs) modulate hERG ion channel activity.  |  Gualdani, R., et al. 2019. Nanotoxicology. 13: 1197-1209. PMID: 31437063
  7. Advances in Amine-Surface Functionalization of Inorganic Adsorbents for Water Treatment and Antimicrobial Activities: A Review.  |  Bouazizi, N., et al. 2022. Polymers (Basel). 14: PMID: 35160372
  8. Phosphonate-Modified Cellulose Nanocrystals Potentiate the Th1 Polarising Capacity of Monocyte-Derived Dendritic Cells via GABA-B Receptor.  |  Bekić, M., et al. 2022. Int J Nanomedicine. 17: 3191-3216. PMID: 35909813
  9. Selective Pd recovery from acidic leachates by 3-mercaptopropylphosphonic acid grafted TiO2: does surface coverage correlate to performance?  |  Gys, N., et al. 2022. RSC Adv. 12: 36046-36062. PMID: 36545072
  10. Self-Induced and Progressive Photo-Oxidation of Organophosphonic Acid Grafted Titanium Dioxide.  |  Gys, N., et al. 2023. Chempluschem. 88: e202200441. PMID: 36802130
  11. 1H-NMR Relaxation of Ferrite Core-Shell Nanoparticles: Evaluation of the Coating Effect.  |  Brero, F., et al. 2023. Nanomaterials (Basel). 13: PMID: 36903682
  12. Amino phosphonic acids. 3. The synthesis and properties of 2-aminoethylphosphonic and 3-aminopropylphosphonic acids.  |  Isbell, AF., et al. 1972. J Org Chem. 37: 4399-401. PMID: 4642615
  13. Characterization of bicuculline/baclofen-insensitive (rho-like) gamma-aminobutyric acid receptors expressed in Xenopus oocytes. II. Pharmacology of gamma-aminobutyric acidA and gamma-aminobutyric acidB receptor agonists and antagonists.  |  Woodward, RM., et al. 1993. Mol Pharmacol. 43: 609-25. PMID: 8386310
  14. Structural determinants of activity at the GABAB receptor. A comparison of phosphoethanolamine and related GABA analogs.  |  Klunk, WE., et al. 1995. Mol Chem Neuropathol. 26: 15-30. PMID: 8588821
  15. Differential effects of phosphonic analogues of GABA on GABA(B) autoreceptors in rat neocortical slices.  |  Ong, J., et al. 1998. Naunyn Schmiedebergs Arch Pharmacol. 357: 408-12. PMID: 9606026

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3-Aminopropylphosphonic acid, 1 g

sc-251943
1 g
$152.00