Molecular structure of Phosphoramidon, CAS Number: 119942-99-3
Phosphoramidon (CAS 119942-99-3)
See product citations (8)
Alternate Names:
Phosphoramidon sodium salt;N-(α-Rhamnopyranosyloxyhydroxyphosphinyl)-Leu-Trp disodium salt;N-(α-Rhamnopyranosylphosphono)-L-leucyl-L-tryptophan disodium salt
Application:
Phosphoramidon is an inhibitor of NEP 24.11 and NEP2
CAS Number:
119942-99-3
Purity:
≥95%
Molecular Weight:
587.47
Molecular Formula:
C23H32N3O10P•2Na
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Phosphoramidon is an inhibitor of CD10 (neutral endopeptidase 24.11, NEP), metalloproteases (MMPs), and Neprilysin-2 (NEP2), which belong to a group of type II integral membrane glycoproteins. In addition, the NEP enzyme may act to play a role in the regulation of neuropeptide signaling and in the metabolism of bioactive peptides via plasma membranes. NEP2 is a homologue of NEP with a high degree of sequence identity, however, research shows that they have different physiological actions. Studies show that phosphoramidon and thiorphan (sc-201287), another NEP inhibitor, can increase nitrile production. Additionally, LNCaP cell studies show that phosphoramidon can inhibit the metabolism of neurotensin (NT). Phosphoramidon is an inhibitor of endothelial converting enzyme (ECE).
Phosphoramidon (CAS 119942-99-3) References
- Cell-specific activity of neprilysin 2 isoforms and enzymic specificity compared with neprilysin. | Rose, C., et al. 2002. Biochem J. 363: 697-705. PMID: 11964170
- Phosphoramidon treatment improves the consequences of chagasic heart disease in mice. | Jelicks, LA., et al. 2002. Clin Sci (Lond). 103 Suppl 48: 267S-271S. PMID: 12193101
- Cardioprotective effects of phosphoramidon on myocardial structure and function in murine Chagas' disease. | Jelicks, LA., et al. 2002. Int J Parasitol. 32: 1497-506. PMID: 12392915
- The effects of phosphoramidon on the expression of human endothelin-converting enzyme-1 (ECE-1) isoforms. | Isaka, D., et al. 2003. J Cardiovasc Pharmacol. 42: 136-41. PMID: 12827039
- Antagonism of phosphoramidon-induced antinociception in mice by mu- but not kappa-opioid receptor blockers. | Pruhs, RJ., et al. 2007. Life Sci. 80: 1816-20. PMID: 17379253
- Phosphoramidon, an endothelin-converting enzyme inhibitor, attenuates lipopolysaccharide-induced acute lung injury. | Bhavsar, TM., et al. 2008. Exp Lung Res. 34: 141-54. PMID: 18307123
- Activation of the amyloid cascade by intracerebroventricular injection of the protease inhibitor phosphoramidon. | Nisemblat, Y., et al. 2008. Neurodegener Dis. 5: 166-9. PMID: 18322380
- Human neprilysin-2 (NEP2) and NEP display distinct subcellular localisations and substrate preferences. | Whyteside, AR. and Turner, AJ. 2008. FEBS Lett. 582: 2382-6. PMID: 18539150
- Intranasal phosphoramidon increases beta-amyloid levels in wild-type and NEP/NEP2-deficient mice. | Hanson, LR., et al. 2011. J Mol Neurosci. 43: 424-7. PMID: 20941644
- Synthesis and enzymatic evaluation of phosphoramidon and its β anomer: Anomerization of α-l-rhamnose triacetate upon phosphitylation. | Sun, Q., et al. 2013. Bioorg Med Chem. 21: 6778-87. PMID: 23988485
- A phosphoramidon-sensitive metalloprotease induces apoptosis of human endothelial cells by Group B Streptococcus. | dos Santos, MH., et al. 2013. Antonie Van Leeuwenhoek. 104: 1125-33. PMID: 24052367
- Metabolically Stabilized (68)Ga-NOTA-Bombesin for PET Imaging of Prostate Cancer and Influence of Protease Inhibitor Phosphoramidon. | Richter, S., et al. 2016. Mol Pharm. 13: 1347-57. PMID: 26973098
- Phosphoramidon inhibits the integral membrane protein zinc metalloprotease ZMPSTE24. | Goblirsch, BR., et al. 2018. Acta Crystallogr D Struct Biol. 74: 739-747. PMID: 30082509
- Structures of soluble rabbit neprilysin complexed with phosphoramidon or thiorphan. | Labiuk, SL., et al. 2019. Acta Crystallogr F Struct Biol Commun. 75: 405-411. PMID: 31204686
- Almost complete protection from [Met5]-enkephalin-Arg6-Gly7-Leu8 (Met-enk-RGL) hydrolysis in membrane preparations by the combination of amastatin, captopril and phosphoramidon. | Hiranuma, T., et al. 1997. J Pharmacol Exp Ther. 281: 769-74. PMID: 9152384
- Neurotensin is metabolized by endogenous proteases in prostate cancer cell lines. | Moody, TW., et al. 1998. Peptides. 19: 253-8. PMID: 9493857
- Neutral endopeptidase and angiotensin-converting enzyme inhibitors increase nitric oxide production in isolated canine coronary microvessels by a kinin-dependent mechanism. | Zhang, X., et al. 1998. J Cardiovasc Pharmacol. 31: 623-9. PMID: 9554814
Inhibitor of:
α2-Macroglobulin, α2ML1, Aminopeptidase B, Aminopeptidase B-L1, Antipain dihydrochloride, BC048546, C1rL, carboxypeptidase B2 (TAFI), CCP2, CD10, CEACAM3, COL9A1, Corin, CPA5, CPD, CPM, CPXM2, Dispase I, DPEP1, DPY19L1, ECE, ENPP5, Esophagin, FAM162B, FIBCD1, ficolin B, GNA1, HYAL4, Kininogen I, Kininogen II, KLK (Kallikrein related peptidase), Klk26, KLKb2, Klkb21, laeverin_4833403I15Rik, LOC150935, Lysozyme C, LYZL1, Matriptase, Matriptase-2, Meprin A, Meprin A alpha, MMP, MPPED2, mPR, Mucin 11/12, MUP4, murinoglobulin 1, murinoglobulin 2, NAALADL2, NEPH2, Neprilysin-2, neurolysin, neuroserpin, Neurotrypsin, Olfactorin, ORAOV1, PDP2, PHEX, Phosphoramidon, pilD, PRB2, PRB3, Pronase, Protease, PRSS16, Prss34, PRSS37, PRSS51, Reg I, SCGB1D4, Selenoprotein N, SerpinB1b, Sg V, SPINK6, SPINK7, SPUVE, TATI, TLCK, TMEM169, TMPRSS11A, TMPRSS11F, TPCK, Tryptase γ, V1RB2, V3R 2, Vmn2r49, Vmn2r50, Vmn2r57, Vmn2r65, Vmn2r70, Vmn2r73, Vrho, ZFP30, and ZP4.Activator of:
Aminopeptidase A, Chromozym TRY, CPA1, DUSP28, Elastase-3, ERAP2, HAI-2, IRAP, KLK5, KLKb8, Ocathepsin, PACE4, Phosphoramidon, Prss47, SerpinA3i, Serpinb3b, stefin A1L1, Thimet oligopeptidase, TMPRSS11F, and TMPRSSs8.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Phosphoramidon, 5 mg | sc-201283 | 5 mg | $195.00 | |||
Phosphoramidon, 25 mg | sc-201283A | 25 mg | $620.00 |