3-Nitrotyrosine

Description

Description of 3-Nitrotyrosine with associated disease summary

In bronchial biopsies, a strong immunoreactivity has been demonstrated for nitrotyrosine in the airway epithelium, lung parenchyma, and inflammatory cells of asthmatic patients. Nitrotyrosine is detectable in the exhaled breath condensate (EBC) of both healthy subjects and asthmatic patients ( Allergy. (2006)). Nitration of tyrosine residues seems to inactivate numerous enzymes and prevent kinase substrate phosphorylation, giving rise to nitrosative stress, and play a role in the pathobiology of inflammatory diseases. One study reported a significant increase in nitrotyrosine levels in EBC of patients with stable cystic fibrosis (CF) compared to normal subjects. The elevation in nitrotyrosine reflects the increase oxidative stress in the airways of CF patients ( Eur Respir J. (2001) ). Another study reported high levels of nitrotyrosine in individuals with COPD, particularly in retired elderly miners ( Saf Health Work. (2014) ). A third study reported an increase in nitrotyrosine levels in the EBC of adult patients with mild asthma ( Allergy. (2006)). Although the significant increase in nitrotyrosine levels was confirmed in the EBC of patients with mild asthma in another study, the levels of nitrotyrosine in EBC of patients with moderate/severe asthma were lower. This suggests that there may be a correlation between nitrotyrosine and additional factors ( Am J Respir Crit Care Med. (2000) ). Of interest, normalizing nitrotyrosine to tyrosine may be helpful as an internal reference, for reducing variabilities in analyzing EBC samples ( Allergy. (2006)). According to studies, there was no significant difference in nitrotyrosine levels between the steroid-naive and steroid treated groups ( Eur Respir J. (2001) ). Description of disease(s) related to Nitrotyrosine:

Asthma

Nitrotyrosine is detectable in the exhaled breath condensate (EBC) of both healthy subjects and asthmatic patients ( Allergy. (2006) ). Although the significant increase in nitrotyrosine levels was confirmed in the EBC of patients with mild asthma in another study, the levels of nitrotyrosine in EBC of patients with moderate/severe asthma were lower. This suggests that there may be a correlation between nitrotyrosine and additional factors ( Am J Respir Crit Care Med. (2000) ).

Chronic obstructive pulmonary disease (COPD)

One study reported high levels of nitrotyrosine in individuals with COPD, particularly in retired elderly miners ( Saf Health Work. (2014) ).

Cystic Fibrosis

One study reported a significant increase in nitrotyrosine levels in EBC of patients with stable cystic fibrosis (CF) compared to normal subjects. The elevation in nitrotyrosine reflects the increase oxidative stress in the airways of CF patients ( Eur Respir J. (2001) ).

Summary of extracted biomedical information

3-nitrotyrosine is associated with abnormalities such as Lung diseases. The involved biomedical functions are known as Exhalation, Synthesis, Inflammation Process, Adjudication and nitration. 3-nitrotyrosine is associated with Nitrogen Oxides, Protons and Nitrate.
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Associated references with human 8

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Reference title

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Journal Year Authors & PubMed Link
Increased Exhaled 8-Isoprostane and Interleukin-6 in Patients with Helicobacter pylori Infection. Helicobacter 2016 Z. Yildirim, B. Bozkurt, D. Ozol, F. Armutcu, R. Akgedik, H. Karamanli, D. Kizilirmak, M. İkizek
Helicobacter 2016 Oct;21(5):389-94. PubMed:27061444
Exhaled breath condensate biomarkers in asbestos-related lung disorders. Respir Med 2009 S. Chow, C. Campbell, A. Sandrini, PS. Thomas, AR. Johnson, DH. Yates
Respir Med 2009 Aug;103(8):1091-7. PubMed:19520561
Exposure to concentrated ambient particles does not affect vascular function in patients with coronary heart disease. Environ. Health Perspect. 2008 NL. Mills, SD. Robinson, PH. Fokkens, DL. Leseman, MR. Miller, D. Anderson, EJ. Freney, MR. Heal, RJ. Donovan, A. Blomberg, T. Sandström, W. MacNee, NA. Boon, K. Donaldson, DE. Newby, FR. Cassee
Environ. Health Perspect. 2008 Jun;116(6):709-15. PubMed:18560524
Flunisolide decreases exhaled nitric oxide and nitrotyrosine levels in asthmatic children. Mediators Inflamm. 2006 A. Bodini, DG. Peroni, F. Zardini, M. Corradi, R. Alinovi, AL. Boner, GL. Piacentini
Mediators Inflamm. 2006 ;2006(4):31919. PubMed:17047290
Free 3-nitrotyrosine in exhaled breath condensates of children fails as a marker for oxidative stress in stable cystic fibrosis and asthma. Nitric Oxide 2006 S. Celio, H. Troxler, SS. Durka, J. Chládek, JH. Wildhaber, FH. Sennhauser, CW. Heizmann, A. Moeller
Nitric Oxide 2006 Nov;15(3):226-32. PubMed:16931075
Sensitive and accurate analyses of free 3-nitrotyrosine in exhaled breath condensate by LC-MS/MS. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 2005 T. Göen, A. Müller-Lux, P. Dewes, A. Musiol, T. Kraus
J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 2005 Nov;826(1-2):261-6. PubMed:16143570
Selective quantification of free 3-nitrotyrosine in exhaled breath condensate in asthma using gas chromatography/tandem mass spectrometry. Nitric Oxide 2005 M. Lärstad, AS. Söderling, K. Caidahl, AC. Olin
Nitric Oxide 2005 Sep;13(2):134-44. PubMed:16006156
Mass spectrometry and 3-nitrotyrosine: strategies, controversies, and our current perspective. Mass Spectrom Rev D. Tsikas, MW. Duncan
Mass Spectrom Rev 2014 Jul-Aug;33(4):237-76. PubMed:24167057

Associated curated diseases 3

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Associated disease mapping

Mapping of all associated diseases to 3-Nitrotyrosine is displayed in red.

Heart Lung Airway Esophagus Kidney Intestine
Disease Name

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Description of MeSH term

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Number of references
Asthma MeSH: Asthma
A form of bronchial disorder with three distinct components: airway hyper-responsiveness (RESPIRATORY HYPERSENSITIVITY), airway INFLAMMATION, and intermittent AIRWAY OBSTRUCTION. It is characterized by spasmodic contraction of airway smooth muscle, WHEEZING, and dyspnea (DYSPNEA, PAROXYSMAL).
Link to MeSH Database: D001249
91
Cystic Fibrosis MeSH: Cystic Fibrosis
An autosomal recessive genetic disease of the EXOCRINE GLANDS. It is caused by mutations in the gene encoding the CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR expressed in several organs including the LUNG, the PANCREAS, the BILIARY SYSTEM, and the SWEAT GLANDS. Cystic fibrosis is characterized by epithelial secretory dysfunction associated with ductal obstruction resulting in AIRWAY OBSTRUCTION; chronic RESPIRATORY INFECTIONS; PANCREATIC INSUFFICIENCY; maldigestion; salt depletion; and HEAT PROSTRATION. Year introduced: 1967
Link to MeSH Database: D003550
20
Chronic Obstructive Pulmonary Disease (Copd) MeSH: Pulmonary Disease, Chronic Obstructive
A disease of chronic diffuse irreversible airflow obstruction. Subcategories of COPD include CHRONIC BRONCHITIS and PULMONARY EMPHYSEMA. Year introduced: 2002
Link to MeSH Database: D029424
31

Associated abnormalities 1

Concept Name External ID Weighted Score Hits References
Lung diseases 1000.0 1
  1. Sensitive and accurate analyses of free 3-nitrotyrosine in exhaled breath condensate by LC-MS/MS.
    T. Göen, A. Müller-Lux, P. Dewes, A. Musiol, T. Kraus (2005) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci.

Associated chemicals 3

Concept Name External ID Definition Weighted Score Hits References
Protons CHEBI:24636 1000.0 1
  1. Exhaled breath condensate biomarkers in asbestos-related lung disorders.
    S. Chow, C. Campbell, A. Sandrini, PS. Thomas, AR. Johnson, DH. Yates (2009) Respir Med
Nitrate 1000.0 1
  1. Sensitive and accurate analyses of free 3-nitrotyrosine in exhaled breath condensate by LC-MS/MS.
    T. Göen, A. Müller-Lux, P. Dewes, A. Musiol, T. Kraus (2005) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci.
Nitrogen Oxides 931.25 1
  1. Exhaled breath condensate biomarkers in asbestos-related lung disorders.
    S. Chow, C. Campbell, A. Sandrini, PS. Thomas, AR. Johnson, DH. Yates (2009) Respir Med

Associated functions 6

Concept Name External ID Definition Weighted Score Hits References
Exhalation 653.0 3
  1. Sensitive and accurate analyses of free 3-nitrotyrosine in exhaled breath condensate by LC-MS/MS.
    T. Göen, A. Müller-Lux, P. Dewes, A. Musiol, T. Kraus (2005) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci.
Inflammation Process 1000.0 1
  1. Sensitive and accurate analyses of free 3-nitrotyrosine in exhaled breath condensate by LC-MS/MS.
    T. Göen, A. Müller-Lux, P. Dewes, A. Musiol, T. Kraus (2005) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci.
Synthesis 944.0 1
  1. Sensitive and accurate analyses of free 3-nitrotyrosine in exhaled breath condensate by LC-MS/MS.
    T. Göen, A. Müller-Lux, P. Dewes, A. Musiol, T. Kraus (2005) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci.
Adjudication 1000.0 1
  1. Sensitive and accurate analyses of free 3-nitrotyrosine in exhaled breath condensate by LC-MS/MS.
    T. Göen, A. Müller-Lux, P. Dewes, A. Musiol, T. Kraus (2005) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci.
Respiratory physiology 795.45 1
  1. Exhaled breath condensate biomarkers in asbestos-related lung disorders.
    S. Chow, C. Campbell, A. Sandrini, PS. Thomas, AR. Johnson, DH. Yates (2009) Respir Med
Inflammation 1000.0 1
  1. Sensitive and accurate analyses of free 3-nitrotyrosine in exhaled breath condensate by LC-MS/MS.
    T. Göen, A. Müller-Lux, P. Dewes, A. Musiol, T. Kraus (2005) J. Chromatogr. B Analyt. Technol. Biomed. Life Sci.

Associated genes 0

No associated genes are detected in current reference collection.

There are 8 associated references with 3-Nitrotyrosine. Due to lack of full text of references or no associated genes are detected in our text-mining workflow, we cannot extract any gene terms from the associated reference collection.

Chemical Information

Formula C9H10N2O5
Mass 226.188
Synonyms 3-Nitrotyrosine
3-Nitro-Tyrosine
2-amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid
3-Nitro-DL-tyrosine
3604-79-3
Nitrotyrosine
CHEBI:86269
SBB056706
3-Nitro-L-tyrosine crystalline
AC1Q5AP2
MLS000585488
SCHEMBL108202
ACMC-209n00
AC1L5V05
CHEMBL322036
BDBM36554
CTK7I4434
MolPort-005-938-081
HMS2577B10
NSC37413
PubChem CID 235719