ChemicalBook Product Catalog Organic Chemistry Phosphines PHOSPHORAMIDON

PHOSPHORAMIDON

PHOSPHORAMIDON Basic information
Product Name:PHOSPHORAMIDON
Synonyms:N-(A-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP;N-(ALPHA-RHAMNOPYRANOSYLOXYHYDROXYPHOSPHINYL)-LEU-TRP-OH;PHOSPHORAMIDON;n-(α-rhamno-pyranosyl-oxy-hydroxy-phosphinyl)-leu-trp disodium salt;PHOSPHORAMIDON SODIUM SALT, FROM MICROBIAL SOURCE;N-(alpha-Rhamnopyranosyloxyhydroxyphosphinyl)-Leu-Trp disodium salt;N-(alpha-rhamnopyranosylphos.)-L-leucyl-L-tryp. disod. salt;N-(A-rhamnopyranosyloxyhydroxy-*phosphinyl)-leu-T
CAS:119942-99-3
MF:C23H35N3NaO10P
MW:567.51
EINECS:252-996-3
Product Categories:peptides;inhibitor;Chiral Reagents;Inhibitors;Intermediates & Fine Chemicals;Pepetides;Pharmaceuticals;Phosphorylating and Phosphitylating Agents
Mol File:119942-99-3.mol
PHOSPHORAMIDON Structure
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
MSDS Information
PHOSPHORAMIDON Usage And Synthesis
DescriptionPhosphoramidon (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
UsesAn endothelin-converting enzyme inhibitor, attenuates lipopolysaccharide-induced acute lung injury.
UsesPhosphoramidon 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 DescriptionPhosphoramidon [N-(α-rhamnopyranosyl-oxyhydroxyphosphinyl)-Leu-Trp] is a competitive inhibitor of several soluble zinc metalloproteases. Phosphoramidate is produced naturally by Streptomyces?tanashiensis.
Biochem/physiol ActionsPhosphoramidon can inhibit ZMPSTE24, an integral membrane protein zinc metalloprotease. It is capable of blocking thermolysin.
References1) 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 Preparation Products And Raw materials
Palmitoyl Dipeptide-7 Glycylglycyl-L-isoleucine Glycyl-glycyl-glycine Glycyl-L-glutamine monohydrate Glycylglycyl-L-leucine N-Glycyl-L-isoleucine Glycyl-glycyl-L-valine N-Glycyl-L-leucine Muramyl Dipeptide L-Alanyl-L-Glutamine Glycyl-L-valine PHOSPHORAMIDON DISODIUM SALT,PHOSPHORAMIDON,PHOSPHORAMIDON DISODIUM SALT DIHYDRATE,PHOSPHORAMIDON SODIUM SALT PHOSPHORAMIDON--N/H PHOSPHORAMIDON L-ALANYL-L-TRYPTOPHAN H-LEU-TRP-OH GLYCYL-L-TRYPTOPHAN PHOSPHORAMIDON NA 2H20
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