N7389

3-Nitro-L-tyrosine

crystalline

• Linear Formula: O₂NC₆H₃-4-(OH)CH₂CH(NH₂)CO₂H
• CAS Number: 621-44-3
• Molecular Weight: 226.19
• Beilstein: 2813157
• EC Number: 210-688-6
• MDL number: MFCD00007123
• UNSPSC Code: 12352200
• eCl@ss: 32160406
• PubChem Substance ID: 24897825
• NACRES: NA.32

Properties

• form: crystalline
• 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

Description

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.

Safety Information

• 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