Phosphoramidon disodium salt

• Catalog No.: R7385
• CAS Number: 119942-99-3
• M. F.: C23H32N3Na2O10P
• M. W.: 587.467581
• Purity: ≥97% (TLC)

SYNONYMS

• IUPAC name: disodium (2S)-3-(1H-indol-3-yl)-2-[(2S)-4-methyl-2-[({[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphinato)amino]pentanamido]propanoate
• IUPAC Traditional name: disodium (2S)-3-(1H-indol-3-yl)-2-[(2S)-4-methyl-2-({[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphinato}amino)pentanamido]propanoate
• Synonyms: N-(α-Rhamno-pyranosyl-phos-phono)-L-leucyl-L-tryptophan disodium salt; N-(α-Rhamno-pyranosyl-oxy-hydroxy-phosphinyl)-Leu-Trp disodium salt

DATABASE IDS

• MDL Number: MFCD00077870
• PubChem SID: 24278681
• CAS Number: 119942-99-3
• Beilstein Number: 8105669

PROPERTIES

• Solubility: H2O: soluble1 mM (Stock solution stable for 1 month at –20° C.)
• Solubility: DMSO: soluble
• Solubility: methanol: soluble
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C
• German water hazard class: 3
• Purity: ≥97% (TLC)

DETAILS

Description (English)

Application
Identification of phosphoramidon as a metallo-endopeptidase inhibitor was used to characterize endothelin converting enzyme as a metallo-endopeptidase.1 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.2
Biochem/physiol Actions
Potent inhibitor of thermolysin and other metallo-endopeptidases. Strongly inhibits mammalian enkephalinase. Does not inhibit trypsin, papain, chymotrypsin or pepsin. Weakly inhibits collagenase. Effective concentration 1-10 μM.
Substrates
Solubility testing at 10 mg/ml in water yields a clear, colorless to light yellow-green solution. The product is also soluble in methanol and DMSO; less soluble in ethanol and ethyl acetate; insoluble in benzene, hexane, and chloroform.Solutions can be stored in aliquots at -20 °C with an expected shelf life of at least one month.