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7423-93-0,MFCD00045865
Catalog No.:AA00ICFA

7423-93-0 | 3-Chloro-L-tyrosine

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1g
98%(HPLC)
in stock  
$32.00   $23.00
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5g
98%
in stock  
$87.00   $61.00
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10g
98%
in stock  
$140.00   $98.00
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25g
98%
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$311.00   $218.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00ICFA
Chemical Name:
3-Chloro-L-tyrosine
CAS Number:
7423-93-0
Molecular Formula:
C9H10ClNO3
Molecular Weight:
215.6336
MDL Number:
MFCD00045865
SMILES:
OC(=O)C(Cc1ccc(c(c1)Cl)O)N
Properties
Computed Properties
 
Complexity:
212  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
-1.8  

Literature

Title: Tyrosine modifications in aging.

Journal: Antioxidants & redox signaling 20121201

Title: Myeloperoxidase-derived chlorinating species induce protein carbamylation through decomposition of thiocyanate and urea: novel pathways generating dysfunctional high-density lipoprotein.

Journal: Antioxidants & redox signaling 20121015

Title: Products of 5-lipoxygenase and myeloperoxidase activities are increased in young male cigarette smokers.

Journal: Free radical research 20121001

Title: Myeloperoxidase and oxidative stress in rheumatoid arthritis.

Journal: Rheumatology (Oxford, England) 20121001

Title: Simultaneous measurement of protein-bound 3-chlorotyrosine and homocitrulline by LC-MS/MS after hydrolysis assisted by microwave: application to the study of myeloperoxidase activity during hemodialysis.

Journal: Talanta 20120915

Title: High plasma thiocyanate levels modulate protein damage induced by myeloperoxidase and perturb measurement of 3-chlorotyrosine.

Journal: Free radical biology & medicine 20120701

Title: Evidence of oxidative damage and inflammation associated with low glutathione redox status in the autism brain.

Journal: Translational psychiatry 20120701

Title: Site-specific oxidation of apolipoprotein A-I impairs cholesterol export by ABCA1, a key cardioprotective function of HDL.

Journal: Biochimica et biophysica acta 20120301

Title: Myeloperoxidase targets apolipoprotein A-I, the major high density lipoprotein protein, for site-specific oxidation in human atherosclerotic lesions.

Journal: The Journal of biological chemistry 20120224

Title: Redox proteomics identification of oxidatively modified myocardial proteins in human heart failure: implications for protein function.

Journal: PloS one 20120101

Title: Preventive effects of the extract of kinka-cha, a folk tea, on a rat model of metabolic syndrome.

Journal: Journal of natural medicines 20110701

Title: Detection of 3-chlorinated tyrosine residues in human cells by flow cytometry.

Journal: Journal of immunological methods 20110630

Title: Protein carbamylation renders high-density lipoprotein dysfunctional.

Journal: Antioxidants & redox signaling 20110615

Title: Oxidative stress in schizophrenia.

Journal: Current neuropharmacology 20110601

Title: Kinetics of 3-chlorotyrosine formation and loss due to hypochlorous acid and chloramines.

Journal: Chemical research in toxicology 20110321

Title: Sulfation of chlorotyrosine and nitrotyrosine by human lung endothelial and epithelial cells: role of the human SULT1A3.

Journal: Toxicology and applied pharmacology 20110301

Title: Myeloperoxidase-derived oxidation: mechanisms of biological damage and its prevention.

Journal: Journal of clinical biochemistry and nutrition 20110101

Title: 3-Chlorotyrosine in sputum of COPD patients: relationship with airway inflammation.

Journal: COPD 20101201

Title: Identifying peroxidases and their oxidants in the early pathology of cystic fibrosis.

Journal: Free radical biology & medicine 20101115

Title: Lipid rafts and redox regulation of cellular signaling in cholesterol induced atherosclerosis.

Journal: Current cardiology reviews 20101101

Title: Oxidation of apolipoprotein A-I by myeloperoxidase impairs the initial interactions with ABCA1 required for signaling and cholesterol export.

Journal: Journal of lipid research 20100701

Title: A high performance liquid chromatography-electrochemical array method for the measurement of oxidative/nitrative changes in human urine.

Journal: Journal of chromatography. A 20100507

Title: CSF neutrophils are implicated in the development of vasospasm in subarachnoid hemorrhage.

Journal: Neurocritical care 20100401

Title: Myeloperoxidase acts as a profibrotic mediator of atrial fibrillation.

Journal: Nature medicine 20100401

Title: Myeloperoxidase: an oxidative pathway for generating dysfunctional high-density lipoprotein.

Journal: Chemical research in toxicology 20100315

Title: Functionally active macrophage-derived myeloperoxidase in the skin of drug-induced toxic epidermal necrolysis.

Journal: Dermatology (Basel, Switzerland) 20100101

Title: Role of nitric oxide and its metabolites as potential markers in lung cancer.

Journal: Annals of thoracic medicine 20100101

Title: [Markers of chloric acid (I) in biological systems--identification and properties].

Journal: Postepy biochemii 20100101

Title: Multivariate modeling identifies neutrophil- and Th17-related factors as differential serum biomarkers of chronic murine colitis.

Journal: PloS one 20100101

Title: Oxidative stress induces myeloperoxidase expression in endocardial endothelial cells from patients with chronic heart failure.

Journal: Basic research in cardiology 20090501

Title: Characterization of pu-erh tea using chemical and metabolic profiling approaches.

Journal: Journal of agricultural and food chemistry 20090422

Title: Development of novel mass spectrometric methods for identifying HOCl-induced modifications to proteins.

Journal: Proteomics 20090301

Title: Quantification of Modified Tyrosines in Healthy and Diabetic Human Urine using Liquid Chromatography/Tandem Mass Spectrometry.

Journal: Journal of clinical biochemistry and nutrition 20090101

Title: Preparation and Characterization of a Polyclonal Antibody against Brominated Protein.

Journal: Journal of clinical biochemistry and nutrition 20090101

Title: Role of endothelial cell stress in the pathogenesis of chronic heart failure.

Journal: Frontiers in bioscience (Landmark edition) 20090101

Title: In vivo administration of BL-3050: highly stable engineered PON1-HDL complexes.

Journal: BMC clinical pharmacology 20090101

Title: Chlorotyrosine promotes human aortic smooth muscle cell migration through increasing superoxide anion production and ERK1/2 activation.

Journal: Atherosclerosis 20081101

Title: Mass spectrometric analysis of HOCl- and free-radical-induced damage to lipids and proteins.

Journal: Biochemical Society transactions 20081001

Title: Loss of 3-chlorotyrosine by inflammatory oxidants: implications for the use of 3-chlorotyrosine as a bio-marker in vivo.

Journal: Biochemical and biophysical research communications 20080620

Title: Beneficial effect of coenzyme Q10 on increased oxidative and nitrative stress and inflammation and individual metabolic components developing in a rat model of metabolic syndrome.

Journal: Journal of pharmacological sciences 20080601

Title: Elevated levels of myeloperoxidase, white blood cell count and 3-chlorotyrosine in Taiwanese patients with acute myocardial infarction.

Journal: Clinical biochemistry 20080501

Title: Hypochlorous acid damages histone proteins forming 3-chlorotyrosine and 3,5-dichlorotyrosine.

Journal: Chemical research in toxicology 20080501

Title: 3-chlorotyrosine and 3,5-dichlorotyrosine as biomarkers of respiratory tract exposure to chlorine gas.

Journal: Journal of analytical toxicology 20080101

Title: Hypochlorous acid is a potent inactivator of human plasminogen at concentrations secreted by activated granulocytes.

Journal: Clinical chemistry and laboratory medicine 20080101

Title: Oxidative damage markers and antioxidants in patients with acute myocardial infarction and their clinical significance.

Journal: BioFactors (Oxford, England) 20080101

Title: Heterogeneity in primary structure, post-translational modifications, and germline gene usage of nine full-length amyloidogenic kappa1 immunoglobulin light chains.

Journal: Biochemistry 20071211

Title: Plasma concentrations of myeloperoxidase predict mortality after myocardial infarction.

Journal: Journal of the American College of Cardiology 20070522

Title: The pro-inflammatory oxidant hypochlorous acid induces Bax-dependent mitochondrial permeabilisation and cell death through AIF-/EndoG-dependent pathways.

Journal: Cellular signalling 20070401

Title: Depletion of neutrophils reduces neuronal degeneration and inflammatory responses induced by quinolinic acid in vivo.

Journal: Glia 20070301

Title: Chlorinative stress: an under appreciated mediator of neurodegeneration?

Journal: Cellular signalling 20070201

Title: Elevated circulating levels of markers of oxidative-nitrative stress and inflammation in a genetic rat model of metabolic syndrome.

Journal: Nitric oxide : biology and chemistry 20061201

Title: Corosolic acid prevents oxidative stress, inflammation and hypertension in SHR/NDmcr-cp rats, a model of metabolic syndrome.

Journal: Life sciences 20061125

Title: Nitrotyrosine and chlorotyrosine: clinical significance and biological functions in the vascular system.

Journal: The Journal of surgical research 20060615

Title: Pathways for oxidation of high-density lipoprotein in human cardiovascular disease.

Journal: Current opinion in molecular therapeutics 20060601

Title: Myeloperoxidase impairs ABCA1-dependent cholesterol efflux through methionine oxidation and site-specific tyrosine chlorination of apolipoprotein A-I.

Journal: The Journal of biological chemistry 20060407

Title: Reductive dechlorination of polychlorinated biphenyls as affected by natural halogenated aromatic compounds.

Journal: Journal of microbiology (Seoul, Korea) 20060201

Title: Bromination and chlorination reactions of myeloperoxidase at physiological concentrations of bromide and chloride.

Journal: Archives of biochemistry and biophysics 20060115

Title: Characterization of oxidative pathways in chronic rhinosinusitis and sinonasal polyposis.

Journal: American journal of rhinology 20060101

Title: Myeloperoxidase promoter polymorphism -463G is associated with more severe clinical expression of cystic fibrosis pulmonary disease.

Journal: Mediators of inflammation 20060101

Title: The extensible alloscutal cuticle of the tick, Ixodes ricinus.

Journal: Insect biochemistry and molecular biology 20051001

Title: Sputum analysis in diagnosis and management of obstructive airway diseases.

Journal: Therapeutics and clinical risk management 20050901

Title: Ablation of the inflammatory enzyme myeloperoxidase mitigates features of Parkinson's disease in mice.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050713

Title: 3-nitrotyrosine attenuates respiratory syncytial virus infection in human bronchial epithelial cell line.

Journal: American journal of physiology. Lung cellular and molecular physiology 20050501

Title: Trace analysis of oxidized, nitrated, and chlorinated aromatic amino acids by capillary electrophoresis with electroosmotic flow modification allowing large-volume sample stacking.

Journal: Electrophoresis 20050501

Title: Isolation and structure elucidation of the new fungal metabolite (-)-xylariamide A.

Journal: Journal of natural products 20050501

Title: Facilitated nitration and oxidation of LDL in cigarette smokers.

Journal: European journal of clinical investigation 20050301

Title: Tyrosine 192 in apolipoprotein A-I is the major site of nitration and chlorination by myeloperoxidase, but only chlorination markedly impairs ABCA1-dependent cholesterol transport.

Journal: The Journal of biological chemistry 20050218

Title: Hydrogen sulphide: a novel inhibitor of hypochlorous acid-mediated oxidative damage in the brain?

Journal: Biochemical and biophysical research communications 20050128

Title: Circulating levels of nitrated apolipoprotein A-I are increased in type 2 diabetic patients.

Journal: Clinical chemistry and laboratory medicine 20050101

Title: Myeloperoxidase and protein oxidation in the airways of young children with cystic fibrosis.

Journal: American journal of respiratory and critical care medicine 20041215

Title: Urinary eicosanoid and tyrosine derivative concentrations in patients with vasculitides.

Journal: The Journal of allergy and clinical immunology 20041201

Title: Human atherosclerotic intima and blood of patients with established coronary artery disease contain high density lipoprotein damaged by reactive nitrogen species.

Journal: The Journal of biological chemistry 20041008

Title: NMR analysis of neutrophil activation in sputum samples from patients with cystic fibrosis.

Journal: Magnetic resonance in medicine 20041001

Title: Chlorinated tyrosine derivatives in insect cuticle.

Journal: Insect biochemistry and molecular biology 20041001

Title: Urinary 3-bromotyrosine and 3-chlorotyrosine concentrations in asthmatic patients: lack of increase in 3-bromotyrosine concentration in urine and plasma proteins in aspirin-induced asthma after intravenous aspirin challenge.

Journal: Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20040601

Title: Potential role of methionine sulfoxide in the inactivation of the chaperone GroEL by hypochlorous acid (HOCl) and peroxynitrite (ONOO-).

Journal: The Journal of biological chemistry 20040507

Title: Lysine residues direct the chlorination of tyrosines in YXXK motifs of apolipoprotein A-I when hypochlorous acid oxidizes high density lipoprotein.

Journal: The Journal of biological chemistry 20040227

Title: Plasma 3-nitrotyrosine and outcome in neonates with severe bronchopulmonary dysplasia after inhaled nitric oxide.

Journal: Free radical biology & medicine 20030501

Title: The role of acidic dissociation of substrate's phenol group in the mechanism of tyrosine phenol-lyase.

Journal: Biochimica et biophysica acta 20030411

Title: Functional significance of inducible nitric oxide synthase induction and protein nitration in the thermally injured cutaneous microvasculature.

Journal: The American journal of pathology 20030401

Title: 3-Chlorotyrosine as a marker of protein damage by myeloperoxidase in tracheal aspirates from preterm infants: association with adverse respiratory outcome.

Journal: Pediatric research 20030301

Title: Analysis of 3-chlorotyrosine as a specific marker of protein oxidation: the use of N(O,S)-ethoxycarbonyltrifluoroethyl ester derivatives and gas chromatography/mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20030101

Title: Eosinophil peroxidase produces hypobromous acid in the airways of stable asthmatics.

Journal: Free radical biology & medicine 20020915

Title: Human neutrophils use the myeloperoxidase-hydrogen peroxide-chloride system to chlorinate but not nitrate bacterial proteins during phagocytosis.

Journal: The Journal of biological chemistry 20020823

Title: Myeloperoxidase produces nitrating oxidants in vivo.

Journal: The Journal of clinical investigation 20020515

Title: Vitamin C protects against hypochlorous Acid-induced glutathione depletion and DNA base and protein damage in human vascular smooth muscle cells.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20020401

Title: Chlorination of bacterial and neutrophil proteins during phagocytosis and killing of Staphylococcus aureus.

Journal: The Journal of biological chemistry 20020322

Title: An unnatural base pair for incorporating amino acid analogs into proteins.

Journal: Nature biotechnology 20020201

Title: Artifact-free quantification of free 3-chlorotyrosine, 3-bromotyrosine, and 3-nitrotyrosine in human plasma by electron capture-negative chemical ionization gas chromatography mass spectrometry and liquid chromatography-electrospray ionization tandem mass spectrometry.

Journal: Analytical biochemistry 20020115

Title: Myeloperoxidase-catalyzed 3-chlorotyrosine formation in dialysis patients.

Journal: Free radical biology & medicine 20011115

Title: alpha(2)-Macroglobulin from rheumatoid arthritis synovial fluid: functional analysis defines a role for oxidation in inflammation.

Journal: Archives of biochemistry and biophysics 20010701

Title: Eosinophils are a major source of nitric oxide-derived oxidants in severe asthma: characterization of pathways available to eosinophils for generating reactive nitrogen species.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20010501

Title: Increased atherosclerosis in myeloperoxidase-deficient mice.

Journal: The Journal of clinical investigation 20010215

Title: Chlorination of N-acetyltyrosine with HOCl, chloramines, and myeloperoxidase-hydrogen peroxide-chloride system.

Journal: Acta biochimica Polonica 20010101

Title: Hazen SL, et al. 3-Chlorotyrosine, a specific marker of myeloperoxidase-catalyzed oxidation, is markedly elevated in low density lipoprotein isolated from human atherosclerotic intima. J Clin Invest. 1997 May 1;99(9):2075-81.

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Tags:7423-93-0 Molecular Formula|7423-93-0 MDL|7423-93-0 SMILES|7423-93-0 3-Chloro-L-tyrosine