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Merck
CN

N7389

3-Nitro-L-tyrosine

Oxidant, crystalline

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About This Item

Linear Formula:
O2NC6H3-4-(OH)CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
226.19
NACRES:
NA.32
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352200
EC Number:
210-688-6
MDL number:
Beilstein/REAXYS Number:
2813157
Form:
crystalline
Quality level:
Technical Service
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Product Name

3-Nitro-L-tyrosine, crystalline

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

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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PLoS pathogens, 14(5), e1007065-e1007065 (2018-06-01)
Chagasic cardiomyopathy is caused by Trypanosoma cruzi infection. Poly(ADP-ribose) polymerase 1 (PARP1) is known for its function in nuclear DNA repair. In this study, we have employed genetic deletion and chemical inhibition approaches to determine the role of PARP1 in
Joseph Pierre Aboumsallem et al.
International journal of molecular sciences, 20(6) (2019-03-16)
The risk of heart failure (HF) is prominently increased in patients with type 2 diabetes mellitus. The objectives of this study were to establish a murine model of diabetic cardiomyopathy induced by feeding a high-sugar/high-fat (HSHF) diet and to evaluate
Karen S Harris et al.
Scientific reports, 9(1), 10820-10820 (2019-07-28)
Asparaginyl endopeptidases (AEPs) are a class of enzymes commonly associated with proteolysis in the maturation of seed storage proteins. However, a subset of AEPs work preferentially as peptide ligases, coupling release of a leaving group to formation of a new



Global Trade Item Number

SKUGTIN
N7389-25G04061833631157
N7389-10G04061833631140
N7389-5G04061834118008