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Merck

N7389

3-Nitro-L-tyrosine

Oxidant, crystalline

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About This Item

Linear Formula:
O2NC6H3-4-(OH)CH2CH(NH2)CO2H
CAS Number:
621-44-3
Molecular Weight:
226.19
Beilstein/REAXYS Number:
2813157
NACRES:
NA.32
PubChem Substance ID:
24897825
eCl@ss:
32160406
UNSPSC Code:
12352200
EC Number:
210-688-6
MDL number:
MFCD00007123
Form:
crystalline
Quality level:
200

Key Documents

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Product Name

3-Nitro-L-tyrosine, crystalline

form

crystalline

Quality Level

200

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

Related Categories

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)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

N7389-BULK: + N7389-5G: + N7389-25G: + N7389-10G: + N7389-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1272
BCCJ8403
BCCJ8402
BCCD7454
BCBZ9143

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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
Ana C Andreazza et al.
Journal of neurochemistry, 127(4), 552-561 (2013-05-23)
Previously, we found decreased mitochondrial complex I subunits levels and increased protein oxidation and nitration in postmortem prefrontal cortex (PFC) from patients with bipolar disorder (BD) and schizophrenia (SCZ). The objectives of this study were to replicate our findings in
John Y Ng et al.
Open biology, 3(2), 120148-120148 (2013-02-08)
Protein 3-nitrotyrosine is a post-translational modification that commonly arises from the nitration of tyrosine residues. This modification has been detected under a wide range of pathological conditions and has been shown to alter protein function. Whether 3-nitrotyrosine is important in
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