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Chemical Compound Review

SureCN157442     2-amino-3-(3-chloro-4- hydroxy...

Synonyms: AG-A-59425, HMDB01885, C9H10ClNO3, AC1L3OFH, KB-31251, ...
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Disease relevance of NSC334318


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Chemical compound and disease context of NSC334318


Biological context of NSC334318


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Gene context of NSC334318


Analytical, diagnostic and therapeutic context of NSC334318

  • The assay combines gas chromatography with stable isotope dilution mass spectrometry, and it detects attomole levels of 3-chlorotyrosine in a single determination [17].
  • Utilizing isotope dilution gas chromatography-mass spectrometry, we compared 3-chlorotyrosine levels in plasma proteins of five patients on chronic hemodialysis therapy with those of age- and sex-matched healthy controls [10].


  1. The myeloperoxidase product hypochlorous acid oxidizes HDL in the human artery wall and impairs ABCA1-dependent cholesterol transport. Bergt, C., Pennathur, S., Fu, X., Byun, J., O'Brien, K., McDonald, T.O., Singh, P., Anantharamaiah, G.M., Chait, A., Brunzell, J., Geary, R.L., Oram, J.F., Heinecke, J.W. Proc. Natl. Acad. Sci. U.S.A. (2004) [Pubmed]
  2. Human neutrophils use the myeloperoxidase-hydrogen peroxide-chloride system to chlorinate but not nitrate bacterial proteins during phagocytosis. Rosen, H., Crowley, J.R., Heinecke, J.W. J. Biol. Chem. (2002) [Pubmed]
  3. Chlorination of bacterial and neutrophil proteins during phagocytosis and killing of Staphylococcus aureus. Chapman, A.L., Hampton, M.B., Senthilmohan, R., Winterbourn, C.C., Kettle, A.J. J. Biol. Chem. (2002) [Pubmed]
  4. Nitration of proteins in bronchoalveolar lavage fluid from patients with acute respiratory distress syndrome receiving inhaled nitric oxide. Lamb, N.J., Quinlan, G.J., Westerman, S.T., Gutteridge, J.M., Evans, T.W. Am. J. Respir. Crit. Care Med. (1999) [Pubmed]
  5. Hypochlorous acid induces apoptosis of cultured cortical neurons through activation of calpains and rupture of lysosomes. Yap, Y.W., Whiteman, M., Bay, B.H., Li, Y., Sheu, F.S., Qi, R.Z., Tan, C.H., Cheung, N.S. J. Neurochem. (2006) [Pubmed]
  6. Myeloperoxidase produces nitrating oxidants in vivo. Gaut, J.P., Byun, J., Tran, H.D., Lauber, W.M., Carroll, J.A., Hotchkiss, R.S., Belaaouaj, A., Heinecke, J.W. J. Clin. Invest. (2002) [Pubmed]
  7. 3-Chlorotyrosine, a specific marker of myeloperoxidase-catalyzed oxidation, is markedly elevated in low density lipoprotein isolated from human atherosclerotic intima. Hazen, S.L., Heinecke, J.W. J. Clin. Invest. (1997) [Pubmed]
  8. Human neutrophils employ chlorine gas as an oxidant during phagocytosis. Hazen, S.L., Hsu, F.F., Mueller, D.M., Crowley, J.R., Heinecke, J.W. J. Clin. Invest. (1996) [Pubmed]
  9. Plasma 3-nitrotyrosine and outcome in neonates with severe bronchopulmonary dysplasia after inhaled nitric oxide. Lorch, S.A., Banks, B.A., Christie, J., Merrill, J.D., Althaus, J., Schmidt, K., Ballard, P.L., Ischiropoulos, H., Ballard, R.A. Free Radic. Biol. Med. (2003) [Pubmed]
  10. Myeloperoxidase-catalyzed 3-chlorotyrosine formation in dialysis patients. Himmelfarb, J., McMenamin, M.E., Loseto, G., Heinecke, J.W. Free Radic. Biol. Med. (2001) [Pubmed]
  11. 3-Chlorotyrosine as a marker of protein damage by myeloperoxidase in tracheal aspirates from preterm infants: association with adverse respiratory outcome. Buss, I.H., Senthilmohan, R., Darlow, B.A., Mogridge, N., Kettle, A.J., Winterbourn, C.C. Pediatr. Res. (2003) [Pubmed]
  12. NMR analysis of neutrophil activation in sputum samples from patients with cystic fibrosis. Saude, E.J., Lacy, P., Musat-Marcu, S., Mayes, D.C., Bagu, J., Man, S.F., Sykes, B.D., Moqbel, R. Magnetic resonance in medicine : official journal of the Society of Magnetic Resonance in Medicine / Society of Magnetic Resonance in Medicine. (2004) [Pubmed]
  13. Pathways for oxidation of high-density lipoprotein in human cardiovascular disease. Shao, B., Oda, M.N., Vaisar, T., Oram, J.F., Heinecke, J.W. Curr. Opin. Mol. Ther. (2006) [Pubmed]
  14. Tyrosine 192 in apolipoprotein A-I is the major site of nitration and chlorination by myeloperoxidase, but only chlorination markedly impairs ABCA1-dependent cholesterol transport. Shao, B., Bergt, C., Fu, X., Green, P., Voss, J.C., Oda, M.N., Oram, J.F., Heinecke, J.W. J. Biol. Chem. (2005) [Pubmed]
  15. Myeloperoxidase and protein oxidation in the airways of young children with cystic fibrosis. Kettle, A.J., Chan, T., Osberg, I., Senthilmohan, R., Chapman, A.L., Mocatta, T.J., Wagener, J.S. Am. J. Respir. Crit. Care Med. (2004) [Pubmed]
  16. Eosinophil peroxidase produces hypobromous acid in the airways of stable asthmatics. Aldridge, R.E., Chan, T., van Dalen, C.J., Senthilmohan, R., Winn, M., Venge, P., Town, G.I., Kettle, A.J. Free Radic. Biol. Med. (2002) [Pubmed]
  17. Mass spectrometric quantification of 3-chlorotyrosine in human tissues with attomole sensitivity: a sensitive and specific marker for myeloperoxidase-catalyzed chlorination at sites of inflammation. Hazen, S.L., Crowley, J.R., Mueller, D.M., Heinecke, J.W. Free Radic. Biol. Med. (1997) [Pubmed]
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