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