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
Nitration of tyrosine residues in protein-nucleic acid complexes.	2001	11357592
Propofol attenuates diaphragmatic dysfunction induced by septic peritonitis in hamsters.	2001 Apr	11379687
Enhanced vascular permeability in solid tumor involving peroxynitrite and matrix metalloproteinases.	2001 Apr	11346467
Analysis of peptides and proteins containing nitrotyrosine by matrix-assisted laser desorption/ionization mass spectrometry.	2001 Apr	11322190
Nitric oxide and protein nitration are eosinophil dependent in allergen-challenged mice.	2001 Apr	11316664
Antiinflammatory properties of inducible nitric oxide synthase in acute hyperoxic lung injury.	2001 Apr	11306431
Oxidative stress and disturbed glutamate transport in hereditary nucleotide repair disorders.	2001 Apr	11305870
Involvement of nitric oxide in chondrocyte cell death in chondro-osteophyte formation.	2001 Apr	11300746
A hydroxyl radical-like species oxidizes cynomolgus monkey artery wall proteins in early diabetic vascular disease.	2001 Apr	11285304
ONO1714, a new inducible nitric oxide synthase inhibitor, attenuates sepsis-induced diaphragmatic dysfunction in hamsters.	2001 Apr	11273934
Nonalcoholic steatohepatitis: association of insulin resistance and mitochondrial abnormalities.	2001 Apr	11266382
Perineurium inflammation and altered connexin isoform expression in a rat model of diabetes related peripheral neuropathy.	2001 Apr 27	11297825
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 Apr 30	11325563
Evidence for reactive nitrogen species formation in the gingivomucosal tissue.	2001 Feb	11332535
Nitric oxide and peroxynitrite in postischemic myocardium.	2001 Feb	11294189
Inhibition of peroxynitrite-induced dityrosine formation with oxidized and reduced thiols, nitric oxide donors, and purine derivatives.	2001 Feb	11291595
Effect of peroxynitrite on motor function of the opossum esophagus.	2001 Jan	11270791
Expression of inducible nitric oxide synthase and nitrotyrosine in multiple sclerosis lesions.	2001 Jun	11395383
IGF-1 overexpression inhibits the development of diabetic cardiomyopathy and angiotensin II-mediated oxidative stress.	2001 Jun	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 Jun	11360250
Increased nitric oxide metabolites in exhaled breath condensate after exposure to tobacco smoke.	2001 Jun	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 Jun	11356911
Development of an internally quenched fluorescent substrate and a continuous fluorimetric assay for Streptococcus pneumoniae signal peptidase I.	2001 Jun 1	11373083
Site-selective nitration of tyrosine in human serum albumin by peroxynitrite.	2001 Jun 1	11373077
In vivo and in vitro apoptosis of human thymocytes are associated with nitrotyrosine formation.	2001 Jun 1	11369646
Protein oxidation and proteolysis by the nonradical oxidants singlet oxygen or peroxynitrite.	2001 Jun 1	11368922
Free 3-nitrotyrosine causes striatal neurodegeneration in vivo.	2001 Jun 1	11344255
Differential expression of nitric oxide synthases in bacterial meningitis: role of the inducible isoform for blood-brain barrier breakdown.	2001 Jun 15	11372027
Role of reactive nitrogen species in neuronal cell damage during intestinal schistosomiasis.	2001 Mar	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 Mar	11277188
Hyaluronan suppressed nitric oxide production in the meniscus and synovium of rabbit osteoarthritis model.	2001 May	11398866
iNOS and nitrotyrosine expression after spinal cord injury.	2001 May	11393255
Circulating activated endothelial cells in systemic lupus erythematosus: further evidence for diffuse vasculopathy.	2001 May	11352255
Nitrogen dioxide induces death in lung epithelial cells in a density-dependent manner.	2001 May	11350828
Low incidence of Helicobacter pylori infection in patients with duodenal ulcer and chronic liver disease.	2001 May	11346200
Protective effects of n-acetylcysteine on lung injury and red blood cell modification induced by carrageenan in the rat.	2001 May	11344087
Absence of endogenous interleukin 10 enhances early stress response during post-ischaemic injury in mice intestine.	2001 May	11302957
Hypoxia-ischemia in fetal rabbit brain increases reactive nitrogen species production: quantitative estimation of nitrotyrosine.	2001 May 1	11316585
Hepatocellular oxidative DNA injury induced by macrophage-derived nitric oxide.	2001 May 1	11316582
Peroxynitrite inhibits inducible (type 2) nitric oxide synthase in murine lung epithelial cells in vitro.	2001 May 1	11316578
Acidic fibroblast growth factor (FGF-1) signaling inhibits peroxynitrite-induced cell death during pancreatic tumorigenesis.	2001 May 1	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 May 1	11313420
Mitochondrial abnormalities in Alzheimer's disease.	2001 May 1	11312286
Role of NADPH oxidase in the vascular hypertrophic and oxidative stress response to angiotensin II in mice.	2001 May 11	11349005
Role of nitric oxide synthase in collagen-platelet interaction: involvement of platelet nonintegrin collagen receptor nitrotyrosylation.	2001 May 15	11369427
Activated macrophages migrate to the subcutaneous tumor site via the peritoneum: a novel route of cell trafficking.	2001 May 15	11339823
Involvement of enhanced sensitivity of N-methyl-D-aspartate receptors in vulnerability of developing cortical neurons to methylmercury neurotoxicity.	2001 May 18	11368974
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 May 22	11369694
Nitrotyrosination contributes minimally to toxicity of mutant SOD1 associated with ALS.	2001 May 8	11338199
Evaluation of nitric oxide synthase and arginase in the induction of a Peyronie's-like condition in the rat.	2001 May-Jun	11330651

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

Download

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