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Phosphoramidon

BML-PI111

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Neprilysin inhibitor

Inhibits neutral endopeptidase 24.11 (NEP, neprilysin; EC 3.4.24.11) (K_i=2nM), a cell surface zinc metalloprotease which cleaves bioactive peptides such as bradykinin, neurotensin, and enkephalin. Also inhibits neprilysin 2 (K_i~2nM). Potent inhibitor of endothelin-converting enzyme (ECE) (IC₅₀=0.68μM).

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Product Details

Alternative Name	N-(α-Rhamnopyranosyloxyhydroxyphosphinyl)-L-leucyl-L-tryptophan
Appearance	White to slightly yellow solid.
CAS	119942-99-3
Formula	C₂₃H₃₄N₃O₁₀P . 2Na
MW	541.5 . 46.0
Purity	≥97% (HPLC)
Sequence	N-(α-Rhamnopyranosyloxyhydroxyphosphinyl)-Leu-Trp . 2Na
Solubility	Soluble in water, DMSO or methanol.
Technical Info / Product Notes	Note: Product is not sterile.

Handling & Storage

Use/Stability	As indicated on product label or CoA when stored as recommended. Stable for at least 1 year after receipt when stored at -20°C. Stock solutions are stable for up to 3 months at -20°C.
Long Term Storage	-20°C
Shipping	Ambient Temperature

Regulatory Status	RUO – Research Use Only

ADAM10 and Neprilysin level decreases in immune cells of mice bearing metastatic breast carcinoma: Possible role in cancer inflammatory response: N. Erin, et al.; Int. Immunopharmacol. 127, 111384 (2024), Abstract
Cell-specific activity of neprilysin 2 isoforms and enzymic specificity compared with neprilysin: C. Rose, et al.; Biochem. J. 363, 697 (2002), Abstract
Neutral endopeptidase and angiotensin-converting enzyme inhibitors increase nitric oxide production in isolated canine coronary microvessels by a kinin-dependent mechanism: X. Zhang, et al.; J. Cardiovasc. Pharmacol. 31, 623 (1998), Abstract
Neurotensin is metabolized by endogenous proteases in prostate cancer cell lines: T.W. Moody, et al.; Peptides 19, 253 (1998), Abstract
Soluble human endothelin-converting enzyme-1: expression, purification, and demonstration of pronounced pH sensitivity: K. Ahn, et al.; Arch. Biochem. Biophys. 359, 258 (1998), Abstract
Almost complete protection from [Met5]-enkephalin-Arg6-Gly7-Leu8 (Met-enk-RGL) hydrolysis in membrane preparations by the combination of amastatin, captopril and phosphoramidon: T. Hiranuma, et al.; J. Pharmacol. Exp. Ther. 281, 769 (1997), Abstract
Neutral endopeptidase-24.11 inhibitors: from analgesics to antihypertensives?: B.P. Roques & A. Beaumont; Trends Pharmacol. Sci. 11, 245 (1990), Abstract
Phosphoramidon, a metalloproteinase inhibitor, suppresses the hypertensive effect of big endothelin-1: Y. Matsumura, et al.; Eur. J. Pharmacol. 185, 103 (1990), Abstract
The hydrolysis of alpha-human atrial natriuretic peptide by pig kidney microvillar membranes is initiated by endopeptidase-24.11: S.L Stephenson & A.J. Kenny; Biochem. J. 243, 183 (1987), Abstract
Letter: A thermolysin inhibitor produced by Actinomycetes: phospholamidon: H. Suda, et al.; J. Antibiot. (Tokyo) 26, 621 (1973), Abstract

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Phosphoramidon

BML-PI111

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