A product of protein oxidation
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3-Bromotyrosine (trifluoroacetate salt)

Item No. 22606

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-bromo-L-tyrosine, monotrifluoroacetate salt
CAS Number
2320428-62-2
Synonyms
  • 3-bromo-Tyr
Molecular Formula
C9H10BrNO3 • CF3COOH
Formula Weight
374.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
BrC1=C(O)C=CC(C[C@H](N)C(O)=O)=C1.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C9H10BrNO3.C2HF3O2/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14;3-2(4,5)1(6)7/h1-3,7,12H,4,11H2,(H,13,14);(H,6,7)/t7-;/m0./s1
InChi Key
ZTELCZMTUMDSGB-FJXQXJEOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    3-Bromotyrosine is a product of protein oxidation found after activation of eosinophils during an allergic response.1,2,3 It has been used as a marker of eosinophil peroxidase-induced protein oxidation in vitro and in vivo.2,4 In addition to its production in eosinophils, 3-bromotyrosine is found at 5-fold higher levels in peritoneal exudate from mice infected with K. pneumoniae compared with uninfected animals, suggesting neutrophils release higher levels of oxidized products during inflammation.5 In a human study, 3-bromotyrosine was increased 10-fold in allergen-challenged lung samples from subjects with allergen-induced asthma.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mennini, T., Bizzi, A., Caccia, S., et al. Comparative studies on the anorectic activity of d-fenfluramine in mice, rats, and guinea pigs. Naunyn-Schmiedeberg's Arch. Pharmacol. 343(5), 483-490 (1991).

    2. Heinecke, J.W. Eosinophil-dependent bromination in the pathogenesis of asthma. J. Clin. Invest. 105(10), 1331-1332 (2000).

    3. Chen, H.-J., and Chiu, W.-L. Simultaneous detection and quantification of 3-nitrotyrosine and 3-bromotyrosine in human urine by stable isotope dilution liquid chromatography tandem mass spectrometry. Toxicol. Lett. 181(1), 31-39 (2008).

    4. MacPherson, J.C., Comhair, S.A., Erzurum, S.C., et al. Eosinophils are a major source of nitric oxide-derived oxidants in severe asthma: characterization of pathways available to eosinophils for generating reactive nitrogen species. J. Immunol. 166(9), 5763-5772 (2001).

    5. Wu, W., Chen, Y., d'Avignon, A., et al. 3-Bromotyrosine and 3,5-dibromotyrosine are major products of protein oxidation by eosinophil peroxidase: Potential markers for eosinophil-dependent tissue injury in vivo. Biochemistry 38(12), 3538-3548 (1999).