Date published: 2025-9-18

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Benzylphosphonic Acid (CAS 6881-57-8)

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Application:
Benzylphosphonic Acid is a protein tyrosine phosphatase inhibitor
CAS Number:
6881-57-8
Purity:
98%
Molecular Weight:
172.1
Molecular Formula:
C7H9PO3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Benzylphosphonic acid, abbreviated as BPA, is an organic compound that has garnered considerable attention for its potential applications across multiple scientific fields. This phosphonic acid derivative features a benzyl group attached to the phosphorus atom, rendering it versatile in organic synthesis, materials science, and biochemistry. In the realm of organic synthesis, Benzylphosphonic acid finds extensive use as a phosphonic acid derivative. It serves as a ligand in metal-catalyzed reactions, acts as a protective group for alcohols, and participates in the synthesis of phosphonopeptides. Benzylphosphonic acid exhibits inhibitory properties against enzymes that harbor a phosphate group in their active site. This effect stems from its capacity to form stable complexes with essential metal ions like zinc, thereby impeding the activity of these enzymes. Furthermore, Benzylphosphonic acid has displayed the ability to hinder cancer cell growth by inducing cell cycle arrest and promoting apoptosis.


Benzylphosphonic Acid (CAS 6881-57-8) References

  1. Protein-tyrosine phosphatase reduces the number of apical small conductance K+ channels in the rat cortical collecting duct.  |  Wei, Y., et al. 2000. J Biol Chem. 275: 20502-7. PMID: 10787405
  2. Tyrosine phosphorylation is involved in Ca(2+)entry in human gingival fibroblasts.  |  Ogata, Y., et al. 2003. Cell Biol Int. 27: 689-93. PMID: 12867160
  3. [alpha-Substituted benzylphosphonic acid and its derivatives. VI. On carbonyl- and cyanophosphonic acid esters].  |  KREUTZKAMP, N. and CORDES, G. 1962. Arch Pharm Ber Dtsch Pharm Ges. 295/67: 276-83. PMID: 14459616
  4. Porphyrins bearing mono or tripodal benzylphosphonic acid tethers for attachment to oxide surfaces.  |  Loewe, RS., et al. 2004. J Org Chem. 69: 1453-60. PMID: 14986996
  5. Purification and characterization of a low-molecular-weight acid phosphatase--a phosphotyrosyl-protein phosphatase from bovine heart.  |  Zhang, ZY. and Van Etten, RL. 1990. Arch Biochem Biophys. 282: 39-49. PMID: 2171433
  6. Assembly of polyaniline nanotubes by interfacial polymerization for corrosion protection.  |  Oueiny, C., et al. 2016. Phys Chem Chem Phys. 18: 3504-9. PMID: 26751020
  7. Enhancing H2 evolution performance of an immobilised cobalt catalyst by rational ligand design.  |  Willkomm, J., et al. 2015. Chem Sci. 6: 2727-2736. PMID: 29142677
  8. Ultra-bright, efficient and stable perovskite light-emitting diodes.  |  Kim, JS., et al. 2022. Nature. 611: 688-694. PMID: 36352223
  9. Expression of tyrosine phosphatases in relation to PTTH-stimulated ecdysteroidogenesis in prothoracic glands of the silkworm, Bombyx mori.  |  Gu, SH., et al. 2023. Gen Comp Endocrinol. 331: 114165. PMID: 36368438
  10. [Phosphorus-containing inhibitors of penicillin acylase. 4. Irreversible inhibition of penicillin acylase from Escherichia coli by monoaryl esters of benzylphosphonic acid].  |  Solodenko, VA., et al. 1995. Ukr Biokhim Zh (1978). 67: 32-42. PMID: 8830434
  11. Phosphatase inhibitors--III. Benzylaminophosphonic acids as potent inhibitors of human prostatic acid phosphatase.  |  Beers, SA., et al. 1996. Bioorg Med Chem. 4: 1693-701. PMID: 8931939
  12. Protein tyrosine phosphatase-dependent activation of beta-globin and delta-aminolevulinic acid synthase genes in the camptothecin-induced IW32 erythroleukemia cell differentiation.  |  Wang, MC., et al. 1997. Mol Pharmacol. 51: 558-66. PMID: 9106619
  13. Posttranslational regulation of cyclooxygenase by tyrosine phosphorylation in cerebral endothelial cells.  |  Parfenova, H., et al. 1998. Am J Physiol. 274: C72-81. PMID: 9458714

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzylphosphonic Acid, 100 mg

sc-200588
100 mg
$30.00

Benzylphosphonic Acid, 500 mg

sc-200588A
500 mg
$50.00