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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
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Product Name

3-Nitro-L-tyrosine, crystalline

form

crystalline

Quality Segment

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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