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Key Documents

N7389

Sigma-Aldrich

3-Nitro-L-tyrosine

crystalline

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About This Item

Linear Formula:
O2NC6H3-4-(OH)CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
226.19
Beilstein:
2813157
EC Number:
MDL number:
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32

form

crystalline

Quality Level

mp

233-235 °C (dec.) (lit.)

SMILES string

N[C@@H](Cc1ccc(O)c(c1)[N+]([O-])=O)C(O)=O

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

InChI key

FBTSQILOGYXGMD-LURJTMIESA-N

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Application

3-Nitro-L-tyrosine has been used in:
  • western blot analysis to quantify the nitrotyrosine levels in mice tissue protein
  • Murashige–Skoog medium to treat wild type and mitogen-activated protein kinase 6 (mpk6)-2 mutant seedlings for inferring the connection between nitric oxide (NO) and MPK6 functions in the regulation of mitotic microtubule organization
  • immunocytochemistry

Biochem/physiol Actions

3-Nitro-L-tyrosine is an oxidant and cytotoxic agent. 3-Nitrotyrosine serves as a biological marker of proteins modified by nitrogen-free radical species in systemic autoimmunogenic conditions. It is a marker for oxidative damage mediated by peroxynitrite. Nitrotyrosine is associated with VEGF-C expression and lymph node metastasis in breast cancer. 3-Nitrotyrosine is produced due to oxidative/nitrosative stress-mediated chemical modifications such as nitration of proteins, which is observed in lung carcinogenesis.

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Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Remmelt Van der Werf et al.
Cardiovascular diabetology, 17(1), 104-104 (2018-07-22)
Oxidative stress (OS) plays an important role in type 2 diabetes (T2D) pathogenesis and its complications. New therapies target natural antioxidants as an alternative and/or supplemental strategy to prevent and control them. Our previous chemical and biological studies highlighted the
Tzu-Hao Li et al.
Scientific reports, 6, 39405-39405 (2016-12-23)
Thalidomide can modulate the TNFα-NFκB and iNOS pathway, which involve in the pathogenesis of hepatopulmonary syndrome (HPS) and muscle wasting in cirrhosis. In bile duct ligated-cirrhotic rats, the increased circulating CD16+ (inflammatory) monocytes and its intracellular TNFα, NFκB, monocyte chemotactic
Eman Ahmed Alaa El-Din et al.
Environmental science and pollution research international, 26(21), 21556-21564 (2019-05-28)
The evaluation of the toxicological effects of titanium dioxide nanoparticles (TiO2NPs) is increasingly important due to their growing occupational and industrial use. Curcumin is a yellow curry spice with a long history of use in herbal medicine and has numerous
Brian Bostick et al.
Metabolism: clinical and experimental, 63(8), 1000-1011 (2014-06-17)
Consumption of a high-fat/high-fructose Western diet (WD) is linked to rising obesity and heart disease, particularly diastolic dysfunction which characterizes early obesity/metabolic cardiomyopathy. Mounting evidence supports a role for inflammation, oxidative stress and fibrosis in the pathophysiology of metabolic cardiomyopathy.
Olga Lenčová-Popelová et al.
Toxicology, 372, 52-63 (2016-11-07)
Chronic anthracycline (ANT) cardiotoxicity is a serious complication of cancer chemotherapy. Molsidomine, a NO-releasing drug, has been found cardioprotective in different models of I/R injury and recently in acute high-dose ANT cardiotoxicity. Hence, we examined whether its cardioprotective effects are

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