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

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) Stephenson and Kenny et al. (1987),?The hydrolysis of alpha-human atrial natriuretic peptide by pig kidney microvillar membranes is initiated by endopeptidase-24.11.; Biochem. J.,?243?183. 2) Rose?et al.?(2002),?Cell-specific activity of neprilysin 2 isoforms and enzymic specificity compared with neprilysin; Biochem. J.,?363?697 3) Ahn?et al.?(1998),?Soluble human endothelin-converting enzyme-1: expression, purification, and demonstration of pronounced pH sensitivity; Arch. Biochem. Biphys.,?359?258 4) Marr and Hafez (2014),?Amyloid-beta and Alzheimer’s disease: the role of neprilysin-2 in amyloid-beta clearance; Front. Aging Neurosci.,?6?187

PHOSPHORAMIDON(119942-99-3)Related Product Information

• Palmitoyl Dipeptide-7
• Glycyl-L-valine
• L-Alanyl-L-Glutamine
• N-Glycyl-L-leucine
• Glycyl-glycyl-L-valine
• N-Glycyl-L-isoleucine
• Gly-Gly-Leu
• Glycyl-L-glutamine monohydrate
• Glycyl-glycyl-glycine
• Glycylglycyl-L-isoleucine
• Muramyl Dipeptide
• GLYCYL-L-TRYPTOPHAN
• PHOSPHORAMIDON
• H-LEU-TRP-OH
• PHOSPHORAMIDON DISODIUM SALT,PHOSPHORAMIDON,PHOSPHORAMIDON DISODIUM SALT DIHYDRATE,PHOSPHORAMIDON SODIUM SALT
• L-ALANYL-L-TRYPTOPHAN
• PHOSPHORAMIDON--N/H
• PHOSPHORAMIDON NA 2H20