3-NITRO-L-TYROSINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H10N2O5
Molecular Weight	226.1861
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N[C@@H](CC1=CC=C(O)C(=C1)[N+]([O-])=O)C(O)=O

InChI

InChIKey=FBTSQILOGYXGMD-LURJTMIESA-N

InChI=1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C9H10N2O5
Molecular Weight	226.1861
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Differential expression of nitric oxide synthases in bacterial meningitis: role of the inducible isoform for blood-brain barrier breakdown.	2001-06-15	11372027
Development of an internally quenched fluorescent substrate and a continuous fluorimetric assay for Streptococcus pneumoniae signal peptidase I.	2001-06-01	11373083
Site-selective nitration of tyrosine in human serum albumin by peroxynitrite.	2001-06-01	11373077
In vivo and in vitro apoptosis of human thymocytes are associated with nitrotyrosine formation.	2001-06-01	11369646
Protein oxidation and proteolysis by the nonradical oxidants singlet oxygen or peroxynitrite.	2001-06-01	11368922
Free 3-nitrotyrosine causes striatal neurodegeneration in vivo.	2001-06-01	11344255
Expression of inducible nitric oxide synthase and nitrotyrosine in multiple sclerosis lesions.	2001-06	11395383
IGF-1 overexpression inhibits the development of diabetic cardiomyopathy and angiotensin II-mediated oxidative stress.	2001-06	11375343
Nitric oxide and Coxsackievirus B3 myocarditis: differential expression of inducible nitric oxide synthase in mouse heart after infection with virulent or attenuated virus.	2001-06	11360250
Increased nitric oxide metabolites in exhaled breath condensate after exposure to tobacco smoke.	2001-06	11359961
Colon epithelial cell death in 2,4,6-trinitrobenzenesulfonic acid-induced colitis is associated with increased inducible nitric-oxide synthase expression and peroxynitrite production.	2001-06	11356911
Acute cardiac allograft rejection in nitric oxide synthase-2(-/-) and nitric oxide synthase-2(+/+) mice: effects of cellular chimeras on myocardial inflammation and cardiomyocyte damage and apoptosis.	2001-05-22	11369694
Involvement of enhanced sensitivity of N-methyl-D-aspartate receptors in vulnerability of developing cortical neurons to methylmercury neurotoxicity.	2001-05-18	11368974
Role of nitric oxide synthase in collagen-platelet interaction: involvement of platelet nonintegrin collagen receptor nitrotyrosylation.	2001-05-15	11369427
Activated macrophages migrate to the subcutaneous tumor site via the peritoneum: a novel route of cell trafficking.	2001-05-15	11339823
Role of NADPH oxidase in the vascular hypertrophic and oxidative stress response to angiotensin II in mice.	2001-05-11	11349005
Nitrotyrosination contributes minimally to toxicity of mutant SOD1 associated with ALS.	2001-05-08	11338199
Evaluation of nitric oxide synthase and arginase in the induction of a Peyronie's-like condition in the rat.	2001-05-02	11330651
Hypoxia-ischemia in fetal rabbit brain increases reactive nitrogen species production: quantitative estimation of nitrotyrosine.	2001-05-01	11316585
Hepatocellular oxidative DNA injury induced by macrophage-derived nitric oxide.	2001-05-01	11316582
Peroxynitrite inhibits inducible (type 2) nitric oxide synthase in murine lung epithelial cells in vitro.	2001-05-01	11316578
Acidic fibroblast growth factor (FGF-1) signaling inhibits peroxynitrite-induced cell death during pancreatic tumorigenesis.	2001-05-01	11316575
Eosinophils are a major source of nitric oxide-derived oxidants in severe asthma: characterization of pathways available to eosinophils for generating reactive nitrogen species.	2001-05-01	11313420
Mitochondrial abnormalities in Alzheimer's disease.	2001-05-01	11312286
Hyaluronan suppressed nitric oxide production in the meniscus and synovium of rabbit osteoarthritis model.	2001-05	11398866
iNOS and nitrotyrosine expression after spinal cord injury.	2001-05	11393255
Circulating activated endothelial cells in systemic lupus erythematosus: further evidence for diffuse vasculopathy.	2001-05	11352255
Nitrogen dioxide induces death in lung epithelial cells in a density-dependent manner.	2001-05	11350828
Low incidence of Helicobacter pylori infection in patients with duodenal ulcer and chronic liver disease.	2001-05	11346200
Protective effects of n-acetylcysteine on lung injury and red blood cell modification induced by carrageenan in the rat.	2001-05	11344087
Absence of endogenous interleukin 10 enhances early stress response during post-ischaemic injury in mice intestine.	2001-05	11302957
Induction of urinary excretion of 3-nitrotyrosine, a marker of oxidative stress, following administration of pyridostigmine bromide, DEET (N,N-diethyl-m-toluamide) and permethrin, alone and in combination in rats.	2001-04-30	11325563
Perineurium inflammation and altered connexin isoform expression in a rat model of diabetes related peripheral neuropathy.	2001-04-27	11297825
Propofol attenuates diaphragmatic dysfunction induced by septic peritonitis in hamsters.	2001-04	11379687
Enhanced vascular permeability in solid tumor involving peroxynitrite and matrix metalloproteinases.	2001-04	11346467
Analysis of peptides and proteins containing nitrotyrosine by matrix-assisted laser desorption/ionization mass spectrometry.	2001-04	11322190
Nitric oxide and protein nitration are eosinophil dependent in allergen-challenged mice.	2001-04	11316664
Antiinflammatory properties of inducible nitric oxide synthase in acute hyperoxic lung injury.	2001-04	11306431
Oxidative stress and disturbed glutamate transport in hereditary nucleotide repair disorders.	2001-04	11305870
Involvement of nitric oxide in chondrocyte cell death in chondro-osteophyte formation.	2001-04	11300746
A hydroxyl radical-like species oxidizes cynomolgus monkey artery wall proteins in early diabetic vascular disease.	2001-04	11285304
ONO1714, a new inducible nitric oxide synthase inhibitor, attenuates sepsis-induced diaphragmatic dysfunction in hamsters.	2001-04	11273934
Nonalcoholic steatohepatitis: association of insulin resistance and mitochondrial abnormalities.	2001-04	11266382
Role of reactive nitrogen species in neuronal cell damage during intestinal schistosomiasis.	2001-03	11320648
Cytotoxic effects of peroxynitrite, polymorphonuclear neutrophils, free-radical scavengers, inhibitors of myeloperoxidase, and inhibitors of nitric oxide synthase on bovine mammary secretory epithelial cells.	2001-03	11277188
Evidence for reactive nitrogen species formation in the gingivomucosal tissue.	2001-02	11332535
Nitric oxide and peroxynitrite in postischemic myocardium.	2001-02	11294189
Inhibition of peroxynitrite-induced dityrosine formation with oxidized and reduced thiols, nitric oxide donors, and purine derivatives.	2001-02	11291595
Effect of peroxynitrite on motor function of the opossum esophagus.	2001-01	11270791
Nitration of tyrosine residues in protein-nucleic acid complexes.	2001	11357592

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:22:29 GMT 2025` Edited by `admin` on `Mon Mar 31 19:22:29 GMT 2025`
Record UNII	7COY1HA6HK
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-37413

Preferred Name

English

3-NITRO-L-TYROSINE

Systematic Name

English

(2S)-2-AMINO-3-(4-HYDROXY-3-NITROPHENYL)PROPANOIC ACID

Systematic Name

English

NITROTYROSINE

Systematic Name

English

TYROSINE, 3-NITRO-, L-

Systematic Name

English

3-NITROTYROSINE

Systematic Name

English

L-TYROSINE, 3-NITRO-

Systematic Name

English

NITRATED TYROSINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C73539