Phosphoramidon disodium salt

SIGMA/R7385 - ≥97% (HPLC)

Synonym: N-(α-Rhamnopyranosyloxyhydroxyphosphinyl)-Leu-Trp disodium salt; N-(α-Rhamnopyranosylphosphono)-L-leucyl-L-tryptophan disodium salt

CAS Number: 119942-99-3
Empirical Formula (Hill Notation): C₂₃H₃₂N₃Na₂O₁₀P
Molecular Weight: 587.47
MDL Number: MFCD00077870
Linear Formula: C₂₃H₃₂N₃Na₂O₁₀P
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-R7385-.5MG	0.5 mg	$92.40 1/EA	Add To Favorites
45-R7385-1MG	1 mg	$160.00 1/EA	Add To Favorites
45-R7385-5MG	5 mg	$375.00 1/EA	Add To Favorites
45-R7385-10MG	10 mg	$702.00 1/EA	Add To Favorites
45-R7385-25MG	25 mg	$1410.00 1/EA	Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥97% (HPLC)
biological source	Streptomyces sp.
form	powder
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
InChI key	OQKHVXFOYFBMDJ-ODIUWQMJSA-L
Quality Level	200
SMILES string	[Na+].[Na+].CC(C)C[C@H](NP([O-])(=O)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C([O-])=O
solubility	H₂O: 50 mg/mL
storage temp.	−20°C

Application:	Identification of phosphoramidon as a metallo-endopeptidase inhibitor was used to characterize endothelin converting enzyme as a metallo-endopeptidase. Phosphoramidon increases the production of β-amyloid protein, but not amyloid precursor protein, indicating that abnormal amyloid processing in Alzheimer′s disease may be carried out by a metallo-endopeptidase.
Application:	Phosphoramidon disodium salt has been used: • as the neprilysin (NEP) inhibitor: in amyloid beta (Aβ) uptake and degradation • to study its effect on keratinase activity • to treat primary microglia from wild-type mice
Biochem/physiol Actions:	Phosphoramidon can inhibit ZMPSTE24, an integral membrane protein zinc metalloprotease. It is capable of blocking thermolysin.
Biochem/physiol Actions:	Phosphoramidon is a potent inhibitor of thermolysin and other metallo-endopeptidases. It trongly inhibits mammalian enkephalinase and it does not inhibit trypsin, papain, chymotrypsin or pepsin. It weakly inhibits collagenase.
General description:	Phosphoramidon [N-(α-rhamnopyranosyl-oxyhydroxyphosphinyl)-Leu-Trp] is a competitive inhibitor of several soluble zinc metalloproteases. Phosphoramidate is produced naturally by Streptomyces tanashiensis.
Packaging:	0.5, 1, 5 mg in glass bottle
Packaging:	10, 25 mg in poly bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥97% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352202

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