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Phosphoramidon Disodium Salt

metalloproteinase inhibitor CAS# 164204-38-0

Phosphoramidon Disodium Salt

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Product Name & Size Price Stock
Phosphoramidon Disodium Salt: 5mg $138 In Stock
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Quality Control of Phosphoramidon Disodium Salt

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Chemical structure

Phosphoramidon Disodium Salt

3D structure

Chemical Properties of Phosphoramidon Disodium Salt

Cas No. 164204-38-0 SDF Download SDF
PubChem ID 16219931 Appearance Powder
Formula C23H32N3Na2O10P M.Wt 587.47
Type of Compound N/A Storage Desiccate at -20°C
Solubility H2O : ≥ 140 mg/mL (238.31 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name disodium;(2S)-3-(1H-indol-3-yl)-2-[[(2S)-4-methyl-2-[[oxido-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphoryl]amino]pentanoyl]amino]propanoate
SMILES CC1C(C(C(C(O1)OP(=O)(NC(CC(C)C)C(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)[O-])[O-])O)O)O.[Na+].[Na+]
Standard InChIKey OQKHVXFOYFBMDJ-ODIUWQMJSA-L
Standard InChI InChI=1S/C23H34N3O10P.2Na/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15;;/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34);;/q;2*+1/p-2/t12-,16-,17-,18-,19+,20+,23-;;/m0../s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Phosphoramidon Disodium Salt

DescriptionNeutral endopeptidase (neprilysin) inhibitor. Blocks degradation of amyloid β peptides and increases Aβ levels in rodents. Also blocks endothelin converting enzyme (ECE).

Phosphoramidon Disodium Salt Dilution Calculator

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Phosphoramidon Disodium Salt Molarity Calculator

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Preparing Stock Solutions of Phosphoramidon Disodium Salt

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7022 mL 8.5111 mL 17.0221 mL 34.0443 mL 42.5554 mL
5 mM 0.3404 mL 1.7022 mL 3.4044 mL 6.8089 mL 8.5111 mL
10 mM 0.1702 mL 0.8511 mL 1.7022 mL 3.4044 mL 4.2555 mL
50 mM 0.034 mL 0.1702 mL 0.3404 mL 0.6809 mL 0.8511 mL
100 mM 0.017 mL 0.0851 mL 0.1702 mL 0.3404 mL 0.4256 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Phosphoramidon Disodium Salt

Phosphoramidon Disodium Salt is a potent inhibitor of metalloproteinase [1].

Metalloproteinase is an enzyme whose catalytic mechanism involves a metal. Most metalloproteases require zinc and some require cobalt.

Phosphoramidon Disodium Salt is a potent metalloproteinase inhibitor. In porcine aortic endothelial cells, phosphoramidon (10-4 M) inhibited immunoreactive-endothelin (IR-ET) release by 10-20% and increased IR-CTF levels. These results suggested that phosphoramidon reduced the IR-ET release through affecting the conversion of big ET-1 to ET-l [1]. In cultured endothelial cells, phosphoramidon inhibited the increase of ET-1 and C-terminal fragment (CTF) of big ET-1. However, phosphoramidon increased big ET-1 secretion [2].

In anesthetized rats, phosphoramidon inhibited the hypertensive effect of big ET-1 [2]. In mice, phosphoramidon inhibited big ET-1 induced lethality and increased plasma IR-ET-1 through inhibition of the enzyme that converted big ET-1 to ET-1 [3].

References:
[1].  Ikegawa R, Matsumura Y, Tsukahara Y, et al. Phosphoramidon, a metalloproteinase inhibitor, suppresses the secretion of endothelin-1 from cultured endothelial cells by inhibiting a big endothelin-1 converting enzyme. Biochem Biophys Res Commun, 1990, 171(2): 669-675.
[2].  Matsumura Y, Ikegawa R, Hisaki K, et al. Conversion of big endothelin-1 to endothelin-1 by phosphoramidon-sensitive metalloproteinase derived from aortic endothelial cells. J Cardiovasc Pharmacol, 1991, 17 Suppl 7: S65-7.
[3].  Matsuura A, Okumura H, Ashizawa N, et al. Big endothelin-1-induced sudden death is inhibited by phosphoramidon in mice. Life Sci, 1992, 50(21): 1631-1638.

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Description

Phosphoramidon Disodium is a metalloprotease inhibitor. Phosphoramidon inhibits endothelin-converting enzyme (ECE), neutral endopeptidase (NEP), and angiotensin-converting enzyme (ACE) with IC50 values of 3.5, 0.034, and 78 μM, respectively.

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