An internal standard for the quantification of 3-bromotyrosine
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3-Bromotyrosine-13C9,15N (trifluoroacetate salt)

Item No. 9003007

Technical Information
Formal Name
(S)-2-(amino-15N)-3-(3-bromo-4-hydroxyphenyl-1,2,3,4,5,6-13C6)propanoic-1,2,3-13C3 acid, 2,2,2-trifluoroacetic acid
Synonyms
  • 3-bromo-Tyr-13C9,15N
Molecular Formula
[13C9]H10Br[15N]O3 • CF3COOH
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mLDMSO: 30 mg/mLEthanol: 30 mg/mLPBS (pH 7.2): 10 mg/mL
SMILES
Br[13C]1=[13C](O)[13CH]=[13CH][13C]([13CH2][13C@H]([15NH2])[13C](O)=O)=[13CH]1.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/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,11+1;
InChi Key
ZTELCZMTUMDSGB-HLRMJPPESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3-Bromotyrosine-13C9,15N is intended for use as an internal standard for the quantification of 3-bromotyrosine (Item No. 22606) by GC- or LC-MS.1,2 3-Bromotyrosine is a product of protein oxidation found after activation of eosinophils during an allergic response.3,4,2 It has been used as a marker of eosinophil peroxidase-induced protein oxidation in vitro and in vivo.4,5 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.1 In a human study, 3-bromotyrosine was increased in allergen-challenged lung samples from subjects with allergen-induced asthma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gaut, J.P., Belaaouaj, A., Byun, J.Y., et alVitamin C fails to protect amino acids and lipids from oxidation during acute inflammation. Free Radic. Biol. Med. 40(9), 1494-1501 (2006).

    2. MacPherson, J.C., Comhair, S.A., Erzurum, S.C., et alEosinophils 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).

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

    4. Wu, W., Samoszuk, M.K., Comhair, S.A., et alEosinophils generate brominating oxidants in allergen-induced asthma. J. Clin. Invest. 105(10), 1455-1463 (2000).

    5. Wu, W., Chen, Y., d'Avignon, A., et al3-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).