3-Bromotyrosine (BioDeep_00000011539)

 

Secondary id: BioDeep_00001870165

human metabolite Endogenous


代谢物信息卡片


2-amino-3-(3-bromo-4-hydroxyphenyl)propanoic acid

  化学式: C9H10BrNO3 (258.9844)
中文名称: 3-溴酪氨酸
  谱图信息: 最多检出来源 Pteris henryi Christ(plant) 9.38%

分子结构信息

SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)Br)O
InChI: InChI=1S/C9H10BrNO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)


描述信息

3-Bromotyrosine(BY) is generated from the halogenation of tyrosine residues in plasma proteins via the enzyme Eosinophil peroxidase. The presence of free bromotyrosine in blood or urine is the result of enzymatic degradation of these brominated proteins. A significantly higher concentration of BY was observed in the urine from asthmatic patients than in that from healthy control subjects (PMID: 15196282). Bromotyrosine may be useful for monitoring the activation of eosinophils in asthmatic patients.
3-Bromotyrosine(BY) is generated from the halogenation of tyrosine residues in plasma proteins via the enzyme Eosinophil peroxidase. A significantly higher concentration of BY was observed in the urine from asthmatic patients than in that from healthy control subjects (PMID: 15196282). [HMDB]

同义名列表

7 个代谢物同义名

2-amino-3-(3-bromo-4-hydroxyphenyl)propanoic acid; 3-Bromo-DL-tyrosine; 3-bromo-Tyrosine; 3-bromotyrosine; Bromotyrosine; 3-Bromo-tyr; 3-Bromo-tyrosine



数据库引用编号

14 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 6 ALB, CAT, CLU, HPGDS, MAPK14, S100A12
Peripheral membrane protein 2 CLU, S100A12
Endoplasmic reticulum membrane 2 HMOX1, SPP1
Mitochondrion membrane 1 CLU
Nucleus 7 ALB, CLU, GABPA, HMOX1, MAPK14, MPO, S100A12
cytosol 7 ALB, CAT, CLU, HMOX1, HPGDS, MAPK14, S100A12
mitochondrial membrane 1 CLU
centrosome 1 ALB
nucleoplasm 5 GABPA, HMOX1, HPGDS, MAPK14, MPO
Cell membrane 2 S100A12, SPP1
Cytoplasmic side 2 CLU, HMOX1
Cytoplasmic granule 1 RNASE2
Multi-pass membrane protein 1 SPP1
Synapse 1 CLU
cell surface 2 CLU, PXDN
glutamatergic synapse 1 MAPK14
Golgi apparatus 4 ALB, CLU, SERPINA1, SPP1
mitochondrial inner membrane 1 CLU
Cytoplasm, cytosol 1 CLU
Lysosome 2 MPO, RNASE2
plasma membrane 2 S100A12, SPP1
Membrane 2 CAT, HMOX1
extracellular exosome 9 ALB, CAT, CLU, EPX, MPO, PXDN, RNASE2, SERPINA1, SPP1
endoplasmic reticulum 5 ALB, CLU, HMOX1, PXDN, SERPINA1
extracellular space 13 ALB, CLU, CRP, EPX, HMOX1, IL10, IL6, MPO, PXDN, RNASE2, RNASE3, SERPINA1, SPP1
perinuclear region of cytoplasm 3 CLU, HMOX1, SPP1
mitochondrion 3 CAT, CLU, MAPK14
protein-containing complex 3 ALB, CAT, CLU
intracellular membrane-bounded organelle 5 CAT, CLU, HPGDS, MPO, SERPINA1
Secreted 8 ALB, CLU, CRP, IL10, IL6, MDK, S100A12, SPP1
extracellular region 16 ALB, CAT, CLU, CRP, EPX, IL10, IL6, MAPK14, MDK, MPO, PXDN, RNASE2, RNASE3, S100A12, SERPINA1, SPP1
mitochondrial outer membrane 1 HMOX1
mitochondrial matrix 1 CAT
anchoring junction 1 ALB
COPII-coated ER to Golgi transport vesicle 1 SERPINA1
Cytoplasm, perinuclear region 1 CLU
Cytoplasm, cytoskeleton 1 S100A12
focal adhesion 1 CAT
extracellular matrix 1 PXDN
Peroxisome 1 CAT
basement membrane 1 PXDN
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 3 CLU, PXDN, SERPINA1
secretory granule 1 MPO
nuclear speck 1 MAPK14
ciliary basal body 1 ALB
chromatin 1 GABPA
cell projection 1 SPP1
cytoskeleton 1 S100A12
centriole 1 ALB
spindle pole 2 ALB, MAPK14
blood microparticle 2 ALB, CLU
azurophil granule 1 MPO
[Isoform 4]: Cytoplasm 1 CLU
Microsome 1 CLU
ficolin-1-rich granule lumen 3 CAT, MAPK14, SERPINA1
secretory granule lumen 4 CAT, EPX, MAPK14, S100A12
endoplasmic reticulum lumen 4 ALB, IL6, SERPINA1, SPP1
platelet alpha granule lumen 3 ALB, CLU, SERPINA1
azurophil granule lumen 3 MPO, RNASE2, RNASE3
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 SERPINA1
Single-pass type IV membrane protein 1 HMOX1
phagocytic vesicle lumen 1 MPO
apical dendrite 1 CLU
spherical high-density lipoprotein particle 1 CLU
Secreted, extracellular space, extracellular matrix, basement membrane 1 PXDN
[Isoform 1]: Secreted 1 CLU
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
neurofibrillary tangle 1 CLU
Cytoplasmic vesicle, secretory vesicle, chromaffin granule 1 CLU
chromaffin granule 1 CLU
[Isoform 6]: Cytoplasm 1 CLU
perinuclear endoplasmic reticulum lumen 1 CLU
ciliary transition fiber 1 ALB
[PXDN active fragment]: Secreted, extracellular space, extracellular matrix 1 PXDN


文献列表

  • Mariusz G Fleszar, Paulina Fortuna, Marek Zawadzki, Bogna Kosyk, Małgorzata Krzystek-Korpacka. Simultaneous LC-MS/MS-Based Quantification of Free 3-Nitro-l-tyrosine, 3-Chloro-l-tyrosine, and 3-Bromo-l-tyrosine in Plasma of Colorectal Cancer Patients during Early Postoperative Period. Molecules (Basel, Switzerland). 2020 Nov; 25(21):. doi: 10.3390/molecules25215158. [PMID: 33167555]
  • Panpicha Sattasathuchana, Naris Thengchaisri, Jan S Suchodolski, Jonathan A Lidbury, Jörg M Steiner. Analytical validation of fecal 3-bromotyrosine concentrations in healthy dogs and dogs with chronic enteropathy. Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc. 2019 May; 31(3):434-439. doi: 10.1177/1040638719831340. [PMID: 30767618]
  • Suzy A A Comhair, Grazyna Bochenek, Sara Baicker-McKee, Zeneng Wang, Tomasz Stachura, Marek Sanak, Jeffrey P Hammel, Stanley L Hazen, Serpil C Erzurum, Ewa Nizankowska-Mogilnicka. The utility of biomarkers in diagnosis of aspirin exacerbated respiratory disease. Respiratory research. 2018 Oct; 19(1):210. doi: 10.1186/s12931-018-0909-6. [PMID: 30376852]
  • P Sattasathuchana, K Allenspach, R Lopes, J S Suchodolski, J M Steiner. Evaluation of Serum 3-Bromotyrosine Concentrations in Dogs with Steroid-Responsive Diarrhea and Food-Responsive Diarrhea. Journal of veterinary internal medicine. 2017 Jul; 31(4):1056-1061. doi: 10.1111/jvim.14742. [PMID: 28626891]
  • Panpicha Sattasathuchana, Nora Berghoff, Niels Grützner, Naris Thengchaisri, Venkat R Rangachari, Jan S Suchodolski, Jörg M Steiner. Development and analytic validation of an electron ionization gas chromatography/mass spectrometry (EI-GC/MS) method for the measurement of 3-bromotyrosine in canine serum. Veterinary clinical pathology. 2016 Sep; 45(3):515-23. doi: 10.1111/vcp.12373. [PMID: 27428603]
  • Kenji M Cunnion, Lauren K Willis, Heather B Minto, Tanya C Burch, Alice L Werner, Tushar A Shah, Neel K Krishna, Julius O Nyalwidhe, Kelly M Maples. Eosinophil Quantitated Urine Kinetic: A novel assay for assessment of eosinophilic esophagitis. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2016 05; 116(5):435-9. doi: 10.1016/j.anai.2016.02.011. [PMID: 27017558]
  • Panpicha Sattasathuchana, Niels Grützner, Rosana Lopes, Blake C Guard, Jan S Suchodolski, Jörg M Steiner. Stability of 3-bromotyrosine in serum and serum 3-bromotyrosine concentrations in dogs with gastrointestinal diseases. BMC veterinary research. 2015 Jan; 11(?):5. doi: 10.1186/s12917-015-0321-0. [PMID: 25595676]
  • Narendrababu Kolisetty, Richard J Bull, Srinivasa Muralidhara, Leah J Costyn, Don A Delker, Zhongxian Guo, Joseph A Cotruvo, Jeffrey W Fisher, Brian S Cummings. Association of brominated proteins and changes in protein expression in the rat kidney with subcarcinogenic to carcinogenic doses of bromate. Toxicology and applied pharmacology. 2013 Oct; 272(2):391-8. doi: 10.1016/j.taap.2013.06.018. [PMID: 23811332]
  • Hauh-Jyun Candy Chen, Wei-Loong Chiu. Simultaneous detection and quantification of 3-nitrotyrosine and 3-bromotyrosine in human urine by stable isotope dilution liquid chromatography tandem mass spectrometry. Toxicology letters. 2008 Sep; 181(1):31-9. doi: 10.1016/j.toxlet.2008.06.867. [PMID: 18652882]
  • H Mita, N Higashi, M Taniguchi, A Higashi, Y Kawagishi, K Akiyama. Urinary 3-bromotyrosine and 3-chlorotyrosine concentrations in asthmatic patients: lack of increase in 3-bromotyrosine concentration in urine and plasma proteins in aspirin-induced asthma after intravenous aspirin challenge. Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology. 2004 Jun; 34(6):931-8. doi: 10.1111/j.1365-2222.2004.01968.x. [PMID: 15196282]
  • David I Pattison, Michael J Davies. Kinetic analysis of the reactions of hypobromous acid with protein components: implications for cellular damage and use of 3-bromotyrosine as a marker of oxidative stress. Biochemistry. 2004 Apr; 43(16):4799-809. doi: 10.1021/bi035946a. [PMID: 15096049]
  • Joseph P Gaut, Jaeman Byun, Hung D Tran, Jay W Heinecke. Artifact-free quantification of free 3-chlorotyrosine, 3-bromotyrosine, and 3-nitrotyrosine in human plasma by electron capture-negative chemical ionization gas chromatography mass spectrometry and liquid chromatography-electrospray ionization tandem mass spectrometry. Analytical biochemistry. 2002 Jan; 300(2):252-9. doi: 10.1006/abio.2001.5469. [PMID: 11779118]
  • W Wu, Y Chen, A d'Avignon, S L Hazen. 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. 1999 Mar; 38(12):3538-48. doi: 10.1021/bi982401l. [PMID: 10090740]