PHOSPHORAMIDON Chemical Properties

storage temp. 

-20°C

solubility 

H₂O: 1 mM Stock solution stable for 1 month at –20° C.

form 

Solid

color 

White to pale yellow

biological source

Streptomyces sp.

Water Solubility 

H2O: 50mg/mL

BRN 

8105669

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO, methanol, or distilled water may be stored at -20°C for up to 2 months.

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

10-21

HS Code 

2940000080

PHOSPHORAMIDON Usage And Synthesis

Description

Phosphoramidon (119942-99-3) inhibits neutral endopeptidase 24.11 (NEP; Neprilysin; EC 3.4.24.11), Ki=2 nM.1?Also inhibits neprilysin 2 (Ki~2 nM).2?Also inhibits endothelin-converting enzyme (IC50?= 0.68 μM).3?Induces a dramatic increase in amyloid-beta levels in rodents.4

Uses

An endothelin-converting enzyme inhibitor, attenuates lipopolysaccharide-induced acute lung injury.

Uses

Phosphoramidon is an inhibitor of NEP 24.11 and NEP2. It is an inhibitor of the enzyme thermolysin, a membrane metallo-endopeptidase inhibitor, and an endothelin converting enzyme inhibitor.

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.

Biochem/physiol Actions

Phosphoramidon can inhibit ZMPSTE24, an integral membrane protein zinc metalloprotease. It is capable of blocking thermolysin.

References

[1] S L STEPHENSON  A J K. The hydrolysis of alpha-human atrial natriuretic peptide by pig kidney microvillar membranes is initiated by endopeptidase-24.11.[J]. Biochemical Journal, 1987, 243 1: 183-187. DOI:10.1042/bj2430183
[2] C. ROSE. Cell-specific activity of neprilysin 2 isoforms and enzymic specificity compared with neprilysin.[J]. The Ukrainian Biochemical Journal, 2002, 30 1: 697-705. DOI:10.1042/0264-6021:3630697
[3] KYUNGHYE AHN  Douglass C F  Sarah B Herman. Soluble Human Endothelin-Converting Enzyme-1: Expression, Purification, and Demonstration of Pronounced pH Sensitivity[J]. Archives of biochemistry and biophysics, 1998, 359 2: Pages 258-268. DOI:10.1006/abbi.1998.0913
[4] ROBERT A MARR  Daniel M H. Amyloid-beta and Alzheimer’s disease: the role of neprilysin-2 in amyloid-beta clearance.[J]. Frontiers in Aging Neuroscience, 2014, 6: 187. DOI:10.3389/fnagi.2014.00187

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