A marker of protein nitration
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Nitrotyrosine

Item No. 89540

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-nitro-L-tyrosine
CAS Number
621-44-3
Synonyms
  • NT
Molecular Formula
C9H10N2O5
Formula Weight
226.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: <50 µg/mlDMSO: <50 µg/mlEthanol: <50 µg/mlPBS pH 7.2: >2 mg/ml
λmax
217, 274, 355 nm
SMILES
OC(=O)[C@@H](N)Cc1ccc(O)c(c1)[N](=O)O
InChi Code
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)
InChi Key
FBTSQILOGYXGMD-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 g

    $28

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    5 g

    $76

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    10 g

    $138

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    25 g

    $275

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    Product Description

    Nitrotyrosine is formed by peroxynitrite-mediated nitration of protein tyrosine residues. Its presence on proteins can be used as a marker for peroxynitrite formation in vivo.1,2,3,4 Both free and protein-bound nitrotyrosine are commonly found in mammalian tissues and are increased in pathological conditions.2,5,6 The basal levels of free nitrotyrosine in human plasma is approximately 3 nM as determined by gas chromatography/mass spectrometry.7,8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Beckman, J.S., and Koppenol, W.H. Nitric oxide, superoxide, and peroxynitrite: The good, the bad, and the ugly. Am. J. Physiol. 271(5 Pt 1), C1424-C1437 (1996).

    2. Beckman, J.S., Ye, Y.Z., Anderson, P.G., et al. Extensive nitration of protein tyrosines in human atherosclerosis detected by immunohistochemistry. Biol. Chem. Hoppe Seyler 375(2), 81-88 (1994).

    3. Abe, K., Pan, L.H., Watanabe, M., et al. Upregulation of protein-tyrosine nitration in the anterior horn cells of amyotrophic lateral sclerosis. Neurol. Res. 19(2), 124-128 (1997).

    4. Ferrante, R.J., Shinobu, L.A., Schulz, J.B., et al. Increased 3-nitrotyrosine and oxidative damage in mice with a human copper/zinc superoxide dismutase mutation. Ann. Neurol. 42(3), 326-334 (1997).

    5. Haddad, I.Y., Pataki, G., Hu, P., et al. Quantitation of nitrotyrosine levels in lung sections of patients and animals with acute lung injury. J. Clin. Invest. 94, 2407-2413 (1994).

    6. Ohya, M., Marukawa, S., Inoue, T., et al. Plasma nitrotyrosine concentration relates to prognosis in human septic shock. Shock 18(2), 116-118 (2002).

    7. Tsikas, D., Schwedhelm, E., Stutzer, F.K., et al. Accurate quantification of basal plasma levels of 3-nitrotyrosine and 3-nitrotyrosinoalbumin by gas chromatography-tandem mass spectrometry. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 784(1), 77-90 (2003).

    8. Schwedhelm, E., Tsikas, D., Gutzki, F.M., et al. Gas chromatographic-tandem mass spectrometric quantification of free 3-nitrotyrosine in human plasma at the basal state. Anal. Biochem. 276, 195-203 (1999).

    Product Citations

    Liu, J., and Lloyd, S.G. High-fat, low-carbohydrate diet alters myocardial oxidative stress and impairs recovery of cardiac function after ischemia and reperfusion in obese rats. Nutr. Res. 33(4), 311-321 (2013).