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36357-77-4

36357-77-4 | Phosphoramidon

CAS No: 36357-77-4 Catalog No: AG01FG8K MDL No:

Product Description

Catalog Number:
AG01FG8K
Chemical Name:
Phosphoramidon
CAS Number:
36357-77-4
IUPAC Name:
(2S)-2-[[(2S)-2-[[hydroxy-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
InChI:
InChI=1S/C23H34N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16-,17-,18-,19+,20+,23-/m0/s1
InChI Key:
ZPHBZEQOLSRPAK-XLCYBJAPSA-N
EC Number:
252-996-3
UNII:
T3G94E2LB1

Properties

Complexity:
848  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
0
Exact Mass:
543.198g/mol
Formal Charge:
0
Heavy Atom Count:
37  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
8  
Isotope Atom Count:
0
Molecular Weight:
543.51g/mol
Monoisotopic Mass:
543.198g/mol
Rotatable Bond Count:
11  
Topological Polar Surface Area:
211A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.2  

Literature

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Nociceptin inhibits airway microvascular leakage induced by HCl intra-oesophageal instillation. British journal of pharmacology 20040301
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Pathways and kinetics of deslorelin degradation in an airway epithelial cell line (Calu-1). Pharmaceutical research 20030501
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Pseudomonas aeruginosa elastase degrades surfactant proteins A and D. American journal of respiratory cell and molecular biology 20030401
Vasospasm following subarachnoid hemorrhage: evidence against functional upregulation of protein kinase C constrictor pathway. Neurological research 20030401
Binding of a new bioactive 31-amino-acid endothelin-1 to an endothelin ET(B) or ET(B)-like receptor in porcine lungs. European journal of pharmacology 20030328
Peptidases prevent mu-opioid receptor internalization in dorsal horn neurons by endogenously released opioids. The Journal of neuroscience : the official journal of the Society for Neuroscience 20030301
The formyl peptide N-formyl-methionyl-leucyl-phenylalanine downregulates the expression of FcgammaRs in interferon-gamma-activated monocytes/macrophages in vitro and in vivo. Scandinavian journal of immunology 20030301
Identification and localization of a neprilysin-like activity that degrades tachykinin-related peptides in the brain of the cockroach, Leucophaea maderae, and locust, Locusta migratoria. The Journal of comparative neurology 20030224
Effects of kinins on mammalian spermatozoa and the impact of peptidolytic enzymes. Andrologia 20030201
Effect of endothelin-1 (1-31) on the renal resistance vessels. The journal of medical investigation : JMI 20030201
Role of tachykinins in the bronchoconstriction induced by HCl intraesophageal instillation in the rabbit. Life sciences 20030124
Action of three ectopeptidases on corticotropin-releasing factor: metabolism and functional aspects. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20030101
Attenuation of renal ischemia/reperfusion injury by a triple drug combination therapy. Journal of nephrology 20030101
Mechanical stretch-induced mitogen-activated protein kinase activation is mediated via angiotensin and endothelin systems in vascular smooth muscle cells. Biological & pharmaceutical bulletin 20021201
High-performance liquid chromatographic separation of renin-angiotensin system peptides and most of their metabolic fragments. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021125
Role of abnormal neutral endopeptidase-like activities in Hyp mouse bone cells in renal phosphate transport. American journal of physiology. Cell physiology 20021101
Cardioprotective effects of phosphoramidon on myocardial structure and function in murine Chagas' disease. International journal for parasitology 20021101
The mechanisms for tachykinin-induced contractions of the rabbit corpus cavernosum. British journal of pharmacology 20021101
Extracellular peptidases of imaginal discs of Drosophila melanogaster. Peptides 20021101
Effect of endothelin-converting enzyme inhibitors on big endothelin-1 induced contraction in isolated rat basilar artery. Acta neurochirurgica 20021101
Combination therapy of N-acetylcysteine, sodium nitroprusside and phosphoramidon attenuates ischemia-reperfusion injury in rat kidney. Molecular and cellular biochemistry 20021101
Attenuation of ischemia/reperfusion induced MAP kinases by N-acetyl cysteine, sodium nitroprusside and phosphoramidon. Molecular and cellular biochemistry 20021101
[Met5]enkephalin-Arg-Gly-Leu-induced antinociception is greatly increased by peptidase inhibitors. European journal of pharmacology 20021018
The increased proliferation of cultured neuroblastoma cells treated with vasoactive intestinal peptide is enhanced by simultaneous inhibition of neutral endopeptidase. Regulatory peptides 20021015
Degradation of nociceptin (orphanin FQ) by mouse spinal cord synaptic membranes is triggered by endopeptidase-24.11: an in vitro and in vivo study. Biochemical pharmacology 20021015
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Effect of quercetin on plasma extravasation in rat CNS and dura mater by ACE and NEP inhibition. Phytotherapy research : PTR 20020901
Effect of glycerol on endothelium-derived factors in the vasculature of the rabbit kidney. Clinical and experimental pharmacology & physiology 20020801
Endothelin-converting enzyme activity in human cerebral circulation. Neurosurgery 20020801
Characterization of PgPepO, a bacterial homologue of endothelin-converting enzyme-1. Clinical science (London, England : 1979) 20020801
Expression, purification and characterization of the monomeric and dimeric forms of soluble bovine endothelin converting enzyme-1a. Clinical science (London, England : 1979) 20020801
Phosphoramidon treatment improves the consequences of chagasic heart disease in mice. Clinical science (London, England : 1979) 20020801
Tachykinins and airway microvascular leakage induced by HCl intra-oesophageal instillation. The European respiratory journal 20020801
Induction of apoptosis and CD10/neutral endopeptidase expression by jaspamide in HL-60 line cells. Cellular and molecular life sciences : CMLS 20020801
Pressor and pulmonary responses to ET-1(1-31) in guinea-pigs. British journal of pharmacology 20020701
Possible involvement of placental peptidases that degrade gonadotropin-releasing hormone (GnRH) in the dynamic pattern of placental hCG secretion via GnRH degradation. Placenta 20020701
Vasospasm following subarachnoid hemorrhage: evidence against functional upregulation of Rho kinase constrictor pathway. Neurological research 20020601
Efficient transesterification of sucrose catalysed by the metalloprotease thermolysin in dimethylsulfoxide. FEBS letters 20020522
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Inactivation of a tachykinin-related peptide: identification of four neuropeptide-degrading enzymes in neuronal membranes of insects from four different orders. Peptides 20020401
Substance P induced preprotachykinin-a mRNA, neutral endopeptidase mRNA and substance P in cultured normal fibroblasts. International archives of allergy and immunology 20020401
Enhancement of neurokinin A-induced smooth muscle contraction in human urinary bladder by mucosal removal and phosphoramidon: relationship to peptidase inhibition. European journal of pharmacology 20020308
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Endothelin-1[1-31]: a novel autocrine-paracrine regulator of human adrenal cortex secretion and growth. The Journal of clinical endocrinology and metabolism 20020101
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Mycosin-1, a subtilisin-like serine protease of Mycobacterium tuberculosis, is cell wall-associated and expressed during infection of macrophages. BMC microbiology 20020101
Vascular endothelin converting enzyme-1 expression and activity is upregulated in clinical diabetes. Ethnicity & disease 20020101
Zinc and Manduca sexta hemocyte functions. Journal of insect science (Online) 20020101
Abstracts of the Fourth International Symposium on Molecular Insect Science. May 28-June 2, 2002. Tucson, Arizona, USA. Journal of insect science (Online) 20020101
Tachykinin NK(3) receptor agonists induced microvascular leakage hypersensitivity in the guinea-pig airways. European journal of pharmacology 20011221
Soluble recombinant neprilysin induces aggrecanase-mediated cleavage of aggrecan in cartilage explant cultures. Archives of biochemistry and biophysics 20011215
The role of substance P release in the lung with esophageal acid. The American journal of medicine 20011203
Effect of neutral endopeptidase inhibitor on bradykinin-induced bronchoconstriction. Life sciences 20011121
Relaxation and modulation of cyclic AMP production in response to atrial natriuretic peptides in guinea pig tracheal smooth muscle. European journal of pharmacology 20011102
Vasoconstrictor activity of novel endothelin peptide, ET-1(1 - 31), in human mammary and coronary arteries in vitro. British journal of pharmacology 20011101
In vitro contractile effects of neurokinin receptor blockade in the human ureter. The Journal of urology 20011001
Differential effects of U46619 on renal regional hemodynamics in the rat: involvement of endothelin. The Journal of pharmacology and experimental therapeutics 20011001
Determination of bradykinin in rat urine by coupled-column high pressure liquid chromatography with precolumn derivatization with a water-soluble fluorogenic reagent. Analytical biochemistry 20011001
Roles of mast cells and sensory nerves in cutaneous vascular hyperpermeability and scratching behavior induced by poly-L-arginine in rats. European journal of pharmacology 20010817
A proteinase inhibitor decreases tumor growth in a laparoscopic rat model. Surgical endoscopy 20010801
Deletion of neutral endopeptidase exacerbates intestinal inflammation induced by Clostridium difficile toxin A. American journal of physiology. Gastrointestinal and liver physiology 20010801
Changes in the expression of tachykinin receptors in the rat uterus during the course of pregnancy. Biology of reproduction 20010801
Effect of quercetin on tachykinin-induced plasma extravasation in rat urinary bladder. Phytotherapy research : PTR 20010801
Immune complexes (IC) down-regulate the basal and interferon-gamma-induced expression of MHC class II on human monocytes. Clinical and experimental immunology 20010801
Apparent B-type natriuretic peptide selectivity in the kidney due to differential processing. Canadian journal of physiology and pharmacology 20010801
Degradation of the Alzheimer's amyloid beta peptide by endothelin-converting enzyme. The Journal of biological chemistry 20010706
Bradykinin augments fibroblast-mediated contraction of released collagen gels. American journal of physiology. Lung cellular and molecular physiology 20010701
Upregulation of neutral endopeptidase expression and enzymatic activity during the differentiation of human choriocarcinoma cells. Placenta 20010701
Endogenously released endothelin-1 from human pulmonary artery smooth muscle promotes cellular proliferation: relevance to pathogenesis of pulmonary hypertension and vascular remodeling. American journal of respiratory cell and molecular biology 20010701
Neprilysin degrades both amyloid beta peptides 1-40 and 1-42 most rapidly and efficiently among thiorphan- and phosphoramidon-sensitive endopeptidases. The Journal of biological chemistry 20010615
Soluble CD44 inhibits melanoma tumor growth by blocking cell surface CD44 binding to hyaluronic acid. Oncogene 20010607
Tachykinin-induced bronchoconstriction in sheep is NK-1 receptor mediated and exhibits tachyphylaxis. Respirology (Carlton, Vic.) 20010601
Effect of ECE and NEP inhibition on cigarette smoke-induced cell proliferation in the rat lung. Inhalation toxicology 20010601
Purification and characterization of a 43.5 kDa keratinolytic metalloprotease from Microsporum canis. Medical mycology 20010601
Endothelium-dependent relaxation in response to low concentrations of bradykinin is enhanced by phosphoramidon, bosentan and BQ-123 in bovine coronary arteries in vitro. Japanese journal of pharmacology 20010601
Airway hyperresponsiveness to bronchoconstrictor challenge after wood smoke exposure in guinea pigs. Life sciences 20010518
The role of endothelin in the pathogenesis of Chagas' disease. International journal for parasitology 20010501
Pulmonary adrenomedullin counteracts deterioration of coronary flow and myocardial performance evoked by pulmonary endothelins in experimental acute respiratory distress syndrome. Critical care medicine 20010501
The lungs as an anti-inflammatory organ of the body. Critical care medicine 20010501
A three-dimensional model of endothelin-converting enzyme (ECE) based on the X-ray structure of neutral endopeptidase 24.11 (NEP). Protein engineering 20010501
Isoprostaglandin E2 type-III (8-iso-prostaglandin E2) evoked contractions in the human internal mammary artery. Life sciences 20010413
Mechanisms underlying increased release of endothelin-1 from aorta in diabetic rats. Peptides 20010401
Phosphoramidon-sensitive endothelin-converting enzymes modulate cerebral blood flow and neural damage of hypoxic rats. Neuroscience letters 20010330
Reverse mode of the Na+-Ca2+ exchange after myocardial stretch: underlying mechanism of the slow force response. Circulation research 20010302
The neprilysin (NEP) family of zinc metalloendopeptidases: genomics and function. BioEssays : news and reviews in molecular, cellular and developmental biology 20010301
Interactions of human matrix metalloproteinase 7 (matrilysin) with the inhibitors thiorphan and R-94138. Journal of biochemistry 20010301
Characterization of increased cough sensitivity after antigen challenge in guinea pigs. Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20010301
Antinociceptive effect produced by intracerebroventricularly administered dynorphin A is potentiated by p-hydroxymercuribenzoate or phosphoramidon in the mouse formalin test. Brain research 20010209
Chronic tobacco smoke exposure increases airway sensitivity to capsaicin in awake guinea pigs. Journal of applied physiology (Bethesda, Md. : 1985) 20010201
Neutral endopeptidase terminates substance P-induced inflammation in allergic contact dermatitis. Journal of immunology (Baltimore, Md. : 1950) 20010115
Mitogen-activated protein kinase activity regulation role of angiotensin and endothelin systems in vascular smooth muscle cells. European journal of pharmacology 20010105
NK2 tachykinin receptors mediate contraction of the pig intravesical ureter: tachykinin-induced enhancement of non-adrenergic non-cholinergic excitatory neurotransmission. Neurourology and urodynamics 20010101
Effect of phosphoramidon on brain tissue angiogenesis in the chronic phase of vasospasm after subarachnoid hemorrhage in the rat. Medical science monitor : international medical journal of experimental and clinical research 20010101
Role of endothelin-converting enzyme-1 in the suppression of constitutive nitric oxide synthase in rat gastric mucosal injury by indomethacin. Scandinavian journal of gastroenterology 20001101
Pharmacological characterization of a novel sulfonylureid-pyrazole derivative, SM-19712, a potent nonpeptidic inhibitor of endothelin converting enzyme. Japanese journal of pharmacology 20000901
Potent and selective non-peptidic inhibitors of endothelin-converting enzyme-1 with sustained duration of action. Journal of medicinal chemistry 20000210
Morphine preconditioning attenuates neutrophil activation in rat models of myocardial infarction. Cardiovascular research 19981201
Acute and chronic effects of capsaicin in perfused rat muscle: the role of tachykinins and calcitonin gene-related peptide. The Journal of pharmacology and experimental therapeutics 19981101
Influence of several peptidase inhibitors on the pro-inflammatory effects of substance P, capsaicin and collagenase. Naunyn-Schmiedeberg's archives of pharmacology 19961101
In vitro metabolism of an insect neuropeptide by neural membrane preparations from Lymantria dispar. Peptides 19960101
Regulation of N-formyl-methionyl-leucyl-phenylalanine receptor recycling by surface membrane neutral endopeptidase-mediated degradation of ligand. Journal of leukocyte biology 19951001
Brain cathepsin B but not metalloendopeptidases degrade rAPP751 with production of amyloidogenic fragments. Comparison with synthetic peptides emulating beta- and gamma-secretase sites. International journal of peptide and protein research 19950101
Purification and characterization of a neutral zinc endopeptidase secreted by Flavobacterium meningosepticum. Archives of biochemistry and biophysics 19940515
Profile of capsaicin-induced mouse ear oedema as neurogenic inflammatory model: comparison with arachidonic acid-induced ear oedema. British journal of pharmacology 19931201
Degradation of bradykinin by neutral endopeptidase (EC 3.4.24.11) in cultured human endothelial cells. European journal of clinical chemistry and clinical biochemistry : journal of the Forum of European Clinical Chemistry Societies 19930501
Jurkat T cells express a functional neutral endopeptidase activity (CALLA) involved in T cell activation. The EMBO journal 19921101
Functional reactivity of different central opioid receptor systems following clomipramine treatments. Pharmacological research 19900101
Neuropeptide-degrading endopeptidase activity of locust (Schistocerca gregaria) synaptic membranes. The Biochemical journal 19881101
Effects of bestatin and phosphoramidon on the hypertensive response to physostigmine in the rat. Fundamental & clinical pharmacology 19870101
Enkephalinase inhibition suppresses naloxone-induced jumping in morphine-dependent mice. Archives internationales de pharmacodynamie et de therapie 19861001

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