Phosphoramidon is a neutral endopeptidase 24.11 (NEP, neprilysin; EC 3.4.24.11) (Ki=2nM) inhibitor, which cleaves bioactive peptides such as bradykinin, neurotensin, and enkephalin. It also inhibits neprilysin 2 (Ki~2nM) and endothelin-converting enzyme (ECE) (IC50=0.68 μM).
CAT No: R0805
CAS No:119942-99-3
Synonyms/Alias:N-(alpha-Rhamnopyranosyloxyhydroxyphosphinyl)-L-leucyl-L-tryptophan
Phosphoramidon is a naturally occurring peptide antibiotic and potent metalloprotease inhibitor, originally isolated from Streptomyces tanashiensis. Structurally characterized as a modified oligopeptide, it is distinguished by its ability to selectively inhibit a range of zinc-dependent endopeptidases, most notably neutral endopeptidase (NEP, also known as neprilysin). Its unique inhibitory profile has made it an indispensable tool in enzymology, neurobiology, and peptide metabolism research, where precise modulation of protease activity is essential for elucidating complex biochemical pathways and regulatory mechanisms.
Enzyme inhibition studies: As a highly specific inhibitor of metalloproteases, phosphoramidon is extensively employed to dissect the roles of neutral endopeptidase and related enzymes in diverse biological systems. By selectively blocking NEP activity, researchers can delineate the contribution of this protease to peptide hormone degradation, neuropeptide signaling, and extracellular matrix remodeling. Its use enables precise functional studies of enzyme-substrate interactions, kinetic analyses, and the identification of proteolytic cleavage sites within complex protein mixtures.
Neuropeptide metabolism research: The compound is particularly valuable in investigations of neuropeptide turnover and regulation within the central and peripheral nervous systems. By inhibiting neprilysin-mediated degradation, it allows for the accumulation and quantification of endogenous peptides such as enkephalins, substance P, and atrial natriuretic peptide. This facilitates the study of neuropeptide signaling dynamics, receptor activation, and the physiological consequences of altered peptide levels in neuronal and non-neuronal tissues.
Peptide processing pathway elucidation: Phosphoramidon serves as a critical tool for mapping peptide processing events in vitro and in cell-based systems. Its capacity to inhibit a spectrum of zinc-dependent endopeptidases, including thermolysin and endothelin-converting enzyme, supports the characterization of precursor processing, maturation, and inactivation steps in peptide biosynthesis. This application is fundamental for understanding the regulation of bioactive peptide pools and the mechanisms underlying proteolytic control in health and disease models.
Analytical method development: The inhibitor is routinely incorporated into biochemical assays and analytical protocols designed to assess protease activity or profile endogenous peptide substrates. Its specificity enhances the reliability of fluorometric, colorimetric, or mass spectrometric methods by minimizing background degradation and ensuring accurate quantitation of target analytes. Laboratories leverage its properties to validate assay selectivity and to standardize conditions for comparative studies across different sample types and experimental platforms.
Cell and tissue culture studies: In ex vivo and in vitro systems, phosphoramidon is added to cell culture media or tissue extracts to preserve labile peptide hormones and signaling molecules during experimental manipulations. Its inclusion prevents unwanted proteolysis, thereby maintaining the integrity of peptide analytes for downstream analyses such as immunoassays, receptor binding studies, and functional bioassays. This application is particularly important in neurobiology, endocrinology, and cardiovascular research fields, where peptide stability is critical for obtaining reproducible and physiologically relevant results.
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More