4-Aminobiphenyl (BioDeep_00000001874)

   

human metabolite Endogenous


代谢物信息卡片


[1,1-Biphenyl]-4-ylamine (acd/name 4.0)

化学式: C12H11N (169.0891)
中文名称: 4-氨基联苯
谱图信息: 最多检出来源 Homo sapiens(general) 20.83%

分子结构信息

SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)N
InChI: InChI=1S/C12H11N/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H,13H2

描述信息

4-Aminobiphenyl is an amine derivative of biphenyl. It is used to manufacture azo dyes. It is a known human carcinogen and so it has been largely replaced by less toxic compounds. It is similar to benzidine. [HMDB]
4-Aminobiphenyl is an amine derivative of biphenyl. It is used to manufacture azo dyes. It is a known human carcinogen and so it has been largely replaced by less toxic compounds. It is similar to benzidine.
D009676 - Noxae > D002273 - Carcinogens

同义名列表

31 个代谢物同义名

[1,1-Biphenyl]-4-ylamine (acd/name 4.0); [1,1-Biphenyl]-4-amine (acd/name 4.0); 4-Biphenylamine hydrochloride; {[1,1-biphenyl]-4-amine}; (4-Phenyl-phenyl)-amine; 4-Biphenylnitrenium ion; (1,1-Biphenyl)-4-amine; [1,1-Biphenyl]-4-amine; 4-Amino-1,1-biphenyl; Biphenyl-4-ylamine; Paraaminodiphenyl; 4-Biphenylylamine; Biphenyl-4-amine; p-Aminodiphenyl; 4-Biphenylamine; P-Aminobiphenyl; 4-Aminobiphenyl; 4-Aminodiphenyl; p-Biphenylamine; p-Phenylaniline; 4-Phenylaniline; 4-Aminobifenyl; 4-Aminodifenil; Biphenylamine; Aminobiphenyl; 4-Bifenylamin; p-Xenylamine; Xenylamine; Xenylamin; 4-Aminobiphenyl; 4-Aminobiphenyl



数据库引用编号

17 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(6)

BioCyc(0)

PlantCyc(0)

代谢反应

51 个相关的代谢反应过程信息。

Reactome(51)

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 11 ALB, CAT, CYP1A1, CYP2A13, CYP2E1, GSTM1, NAT2, NFE2L2, RAD18, SULT1A1, TP53
Peripheral membrane protein 3 CYP1A1, CYP1B1, CYP2E1
Endoplasmic reticulum membrane 9 CYP1A1, CYP1A2, CYP1B1, CYP2A13, CYP2E1, UGT1A1, UGT1A3, UGT1A4, UGT1A9
Nucleus 5 ALB, NAT2, NFE2L2, RAD18, TP53
cytosol 8 ALB, CAT, GSTM1, NAT1, NAT2, NFE2L2, SULT1A1, TP53
nuclear body 1 RAD18
centrosome 4 ALB, NFE2L2, RAD18, TP53
nucleoplasm 3 NFE2L2, RAD18, TP53
RNA polymerase II transcription regulator complex 1 NFE2L2
Cell membrane 2 NAT1, NAT2
Multi-pass membrane protein 3 NAT1, NAT2, SLC45A2
Synapse 1 NAT1
cell surface 1 NAT1
Golgi apparatus 2 ALB, NFE2L2
mitochondrial inner membrane 2 CYP1A1, CYP2E1
neuronal cell body 1 NAT2
presynaptic membrane 1 NAT1
Cytoplasm, cytosol 1 NFE2L2
plasma membrane 4 NAT1, NAT2, NFE2L2, UGT1A1
synaptic vesicle membrane 1 NAT1
Membrane 10 CAT, CYP1B1, NAT1, NAT2, SLC45A2, TP53, UGT1A1, UGT1A3, UGT1A4, UGT1A9
apical plasma membrane 1 NAT1
axon 2 NAT1, NAT2
basolateral plasma membrane 2 NAT1, NAT2
extracellular exosome 4 ALB, CAT, NAT2, SPINK1
endoplasmic reticulum 6 ALB, TP53, UGT1A1, UGT1A3, UGT1A4, UGT1A9
extracellular space 1 ALB
perinuclear region of cytoplasm 1 UGT1A1
mitochondrion 4 CAT, CYP1A1, CYP1B1, TP53
protein-containing complex 3 ALB, CAT, TP53
intracellular membrane-bounded organelle 6 CAT, CYP1A1, CYP1A2, CYP1B1, CYP2A13, CYP2E1
Microsome membrane 4 CYP1A1, CYP1A2, CYP1B1, CYP2E1
Secreted 2 ALB, SPINK1
extracellular region 2 ALB, CAT
Single-pass membrane protein 4 UGT1A1, UGT1A3, UGT1A4, UGT1A9
neuronal cell body membrane 1 NAT1
Mitochondrion matrix 1 TP53
mitochondrial matrix 2 CAT, TP53
anchoring junction 1 ALB
transcription regulator complex 2 NAT2, TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 RAD18, TP53
nucleolus 1 TP53
Melanosome membrane 1 SLC45A2
Cytoplasm, perinuclear region 1 UGT1A1
Mitochondrion inner membrane 2 CYP1A1, CYP2E1
Cytoplasm, cytoskeleton 1 TP53
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 TP53
PML body 1 TP53
ciliary basal body 1 ALB
chromatin 2 NFE2L2, TP53
mediator complex 1 NFE2L2
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 NAT1
site of double-strand break 2 RAD18, TP53
intercellular bridge 1 GSTM1
germ cell nucleus 1 TP53
replication fork 2 RAD18, TP53
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 1 ALB
nuclear matrix 1 TP53
transcription repressor complex 1 TP53
platelet alpha granule lumen 1 ALB
[Isoform 1]: Nucleus 1 TP53
protein-DNA complex 1 NFE2L2
external side of apical plasma membrane 1 NAT2
nuclear inclusion body 1 RAD18
catalase complex 1 CAT
endoplasmic reticulum chaperone complex 1 UGT1A1
cytochrome complex 1 UGT1A1
NatA complex 1 NAT2
ciliary transition fiber 1 ALB
Rad6-Rad18 complex 1 RAD18


文献列表

  • Medjda Bellamri, Kyle Brandt, Christina V Brown, Ming-Tsang Wu, Robert J Turesky. Cytotoxicity and genotoxicity of the carcinogen aristolochic acid I (AA-I) in human bladder RT4 cells. Archives of toxicology. 2021 06; 95(6):2189-2199. doi: 10.1007/s00204-021-03059-3. [PMID: 33938965]
  • Jingshu Guo, Peter W Villalta, Christopher J Weight, Radha Bonala, Francis Johnson, Thomas A Rosenquist, Robert J Turesky. Targeted and Untargeted Detection of DNA Adducts of Aromatic Amine Carcinogens in Human Bladder by Ultra-Performance Liquid Chromatography-High-Resolution Mass Spectrometry. Chemical research in toxicology. 2018 12; 31(12):1382-1397. doi: 10.1021/acs.chemrestox.8b00268. [PMID: 30387604]
  • Byeong Hwa Yun, Medjda Bellamri, Thomas A Rosenquist, Robert J Turesky. Method for Biomonitoring DNA Adducts in Exfoliated Urinary Cells by Mass Spectrometry. Analytical chemistry. 2018 08; 90(16):9943-9950. doi: 10.1021/acs.analchem.8b02170. [PMID: 30001485]
  • Daniel Hanna, Ariane Emami Riedmaier, Kim S Sugamori, Denis M Grant. Influence of sex and developmental stage on acute hepatotoxic and inflammatory responses to liver procarcinogens in the mouse. Toxicology. 2016 Dec; 373(?):30-40. doi: 10.1016/j.tox.2016.10.006. [PMID: 27746196]
  • Shuang Wang, Debbie Bott, Aveline Tung, Kim S Sugamori, Denis M Grant. Relative Contributions of CYP1A2 and CYP2E1 to the Bioactivation and Clearance of 4-Aminobiphenyl in Adult Mice. Drug metabolism and disposition: the biological fate of chemicals. 2015 Jul; 43(7):916-21. doi: 10.1124/dmd.115.063297. [PMID: 25922528]
  • Arup Bhattacharya, Joshua J Klaene, Yun Li, Joseph D Paonessa, Aimee B Stablewski, Paul Vouros, Yuesheng Zhang. The inverse relationship between bladder and liver in 4-aminobiphenyl-induced DNA damage. Oncotarget. 2015 Jan; 6(2):836-45. doi: 10.18632/oncotarget.2722. [PMID: 25596734]
  • Hyun-Wook Lee, Hsiang-Tsui Wang, Mao-wen Weng, Yu Hu, Wei-sheng Chen, David Chou, Yan Liu, Nicholas Donin, William C Huang, Herbert Lepor, Xue-Ru Wu, Hailin Wang, Frederick A Beland, Moon-shong Tang. Acrolein- and 4-Aminobiphenyl-DNA adducts in human bladder mucosa and tumor tissue and their mutagenicity in human urothelial cells. Oncotarget. 2014 Jun; 5(11):3526-40. doi: 10.18632/oncotarget.1954. [PMID: 24939871]
  • Gerhard Scherer, Kirk Newland, Ermioni Papadopoulou, Emmanuel Minet. A correlation study applied to biomarkers of internal and effective dose for acrylonitrile and 4-aminobiphenyl in smokers. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2014 Jun; 19(4):291-301. doi: 10.3109/1354750x.2014.910271. [PMID: 24754403]
  • Jingjing Yu, Sheng Wang, Ge Zhao, Bing Wang, Li Ding, Xiaobing Zhang, Jianping Xie, Fuwei Xie. Determination of urinary aromatic amines in smokers and nonsmokers using a MIPs-SPE coupled with LC-MS/MS method. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2014 May; 958(?):130-5. doi: 10.1016/j.jchromb.2014.03.023. [PMID: 24735928]
  • Lori M Millner, Mark A Doll, Jian Cai, J Christopher States, David W Hein. NATb/NAT1*4 promotes greater arylamine N-acetyltransferase 1 mediated DNA adducts and mutations than NATa/NAT1*4 following exposure to 4-aminobiphenyl. Molecular carcinogenesis. 2012 Aug; 51(8):636-46. doi: 10.1002/mc.20836. [PMID: 21837760]
  • Jae-In Yoon, Sang-In Kim, Stella Tommasi, Ahmad Besaratinia. Organ specificity of the bladder carcinogen 4-aminobiphenyl in inducing DNA damage and mutation in mice. Cancer prevention research (Philadelphia, Pa.). 2012 Feb; 5(2):299-308. doi: 10.1158/1940-6207.capr-11-0309. [PMID: 22086680]
  • Juan Alguacil, Manolis Kogevinas, Debra T Silverman, Núria Malats, Francisco X Real, Montserrat García-Closas, Adonina Tardón, Manuel Rivas, Montserrat Torà, Reina García-Closas, Consol Serra, Alfredo Carrato, Ruth M Pfeiffer, Joan Fortuny, Claudine Samanic, Nathaniel Rothman. Urinary pH, cigarette smoking and bladder cancer risk. Carcinogenesis. 2011 Jun; 32(6):843-7. doi: 10.1093/carcin/bgr048. [PMID: 21402590]
  • Joseph D Paonessa, Yi Ding, Kristen L Randall, Rex Munday, Dayana Argoti, Paul Vouros, Yuesheng Zhang. Identification of an unintended consequence of Nrf2-directed cytoprotection against a key tobacco carcinogen plus a counteracting chemopreventive intervention. Cancer research. 2011 Jun; 71(11):3904-11. doi: 10.1158/0008-5472.can-11-0396. [PMID: 21487034]
  • Kim S Sugamori, Debbie Brenneman, Denis M Grant. Liver-selective expression of human arylamine N-acetyltransferase NAT2 in transgenic mice. Drug metabolism and disposition: the biological fate of chemicals. 2011 May; 39(5):882-90. doi: 10.1124/dmd.111.038216. [PMID: 21317369]
  • Tiffany H Seyler, John T Bernert. Analysis of 4-aminobiphenyl in smoker's and nonsmoker's urine by tandem mass spectrometry. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2011 May; 16(3):212-21. doi: 10.3109/1354750x.2010.544755. [PMID: 21438718]
  • J G Hengstler, H Foth, T Gebel, P-J Kramer, W Lilienblum, H Schweinfurth, W Völkel, K-M Wollin, U Gundert-Remy. Critical evaluation of key evidence on the human health hazards of exposure to bisphenol A. Critical reviews in toxicology. 2011 Apr; 41(4):263-91. doi: 10.3109/10408444.2011.558487. [PMID: 21438738]
  • Thomas Schettgen, K Heinrich, T Kraus, Monika Gube. Determination of 2,5-toluylenediamine (2,5-TDA) and aromatic amines in urine after personal application of hair dyes: kinetics and doses. Archives of toxicology. 2011 Feb; 85(2):127-33. doi: 10.1007/s00204-010-0563-3. [PMID: 20549195]
  • Nilusha Ragunathan, Julien Dairou, Elodie Sanfins, Florent Busi, Christophe Noll, Nathalie Janel, Jean-Marie Dupret, Fernando Rodrigues-Lima. Cadmium alters the biotransformation of carcinogenic aromatic amines by arylamine N-acetyltransferase xenobiotic-metabolizing enzymes: molecular, cellular, and in vivo studies. Environmental health perspectives. 2010 Dec; 118(12):1685-91. doi: 10.1289/ehp.1002334. [PMID: 20810355]
  • Tiffany H Seyler, Levi-Rose Reyes, John T Bernert. Analysis of 4-aminobiphenyl hemoglobin adducts in smokers and nonsmokers by pseudo capillary on-column gas chromatography- tandem mass spectrometry. Journal of analytical toxicology. 2010 Jul; 34(6):304-11. doi: 10.1093/jat/34.6.304. [PMID: 20663282]
  • John H Warner, Qiwei Liang, Mohamadi Sarkar, Paul E Mendes, Hans J Roethig. Adaptive regression modeling of biomarkers of potential harm in a population of U.S. adult cigarette smokers and nonsmokers. BMC medical research methodology. 2010 Mar; 10(?):19. doi: 10.1186/1471-2288-10-19. [PMID: 20233412]
  • Ki Youn Kim, Jae Hoon Roh, Se Hoon Lee, Jong Uk Won, Chi Nyon Kim. Effects of ethanol and phenobarbital on hemoglobin adducts formation in rats exposed to benzidine and Direct Black 38. Industrial health. 2009 Aug; 47(4):383-92. doi: 10.2486/indhealth.47.383. [PMID: 19672012]
  • Mieke J J Van Hemelrijck, Dominique S Michaud, Gregory N Connolly, Zubair Kabir. Secondhand smoking, 4-aminobiphenyl, and bladder cancer: two meta-analyses. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2009 Apr; 18(4):1312-20. doi: 10.1158/1055-9965.epi-08-0613. [PMID: 19336562]
  • Maura Lodovici, Elisabetta Bigagli. Biomarkers of induced active and passive smoking damage. International journal of environmental research and public health. 2009 03; 6(3):874-88. doi: 10.3390/ijerph6030874. [PMID: 19440419]
  • Erin E Bessette, Angela K Goodenough, Sophie Langouët, Isil Yasa, Ivan D Kozekov, Simon D Spivack, Robert J Turesky. Screening for DNA adducts by data-dependent constant neutral loss-triple stage mass spectrometry with a linear quadrupole ion trap mass spectrometer. Analytical chemistry. 2009 Jan; 81(2):809-19. doi: 10.1021/ac802096p. [PMID: 19086795]
  • David W Hein, Jean Bendaly, Jason R Neale, Mark A Doll. Systemic functional expression of N-acetyltransferase polymorphism in the F344 Nat2 congenic rat. Drug metabolism and disposition: the biological fate of chemicals. 2008 Dec; 36(12):2452-9. doi: 10.1124/dmd.108.023960. [PMID: 18799801]
  • Vikas Kumar, Chandrajeetbalo Majumdar, Partha Roy. Effects of endocrine disrupting chemicals from leather industry effluents on male reproductive system. The Journal of steroid biochemistry and molecular biology. 2008 Sep; 111(3-5):208-16. doi: 10.1016/j.jsbmb.2008.06.005. [PMID: 18606229]
  • Amit Bafana, Kannan Krishnamurthi, Sivanesan Saravana Devi, Tapan Chakrabarti. Biological decolourization of C.I. Direct Black 38 by E. gallinarum. Journal of hazardous materials. 2008 Aug; 157(1):187-93. doi: 10.1016/j.jhazmat.2007.12.085. [PMID: 18280646]
  • J W M Yuen, M D I Gohel. The dual roles of Ganoderma antioxidants on urothelial cell DNA under carcinogenic attack. Journal of ethnopharmacology. 2008 Jul; 118(2):324-30. doi: 10.1016/j.jep.2008.05.003. [PMID: 18550308]
  • Hans J Roethig, Shixia Feng, Qiwei Liang, Jianmin Liu, William A Rees, Barbara K Zedler. A 12-month, randomized, controlled study to evaluate exposure and cardiovascular risk factors in adult smokers switching from conventional cigarettes to a second-generation electrically heated cigarette smoking system. Journal of clinical pharmacology. 2008 May; 48(5):580-91. doi: 10.1177/0091270008315316. [PMID: 18319361]
  • Patrudu Makena, King-Thom Chung. Evidence that 4-aminobiphenyl, benzidine, and benzidine congeners produce genotoxicity through reactive oxygen species. Environmental and molecular mutagenesis. 2007 Jun; 48(5):404-13. doi: 10.1002/em.20288. [PMID: 17370336]
  • Amit Bafana, Sivanesan Saravana Devi, Kannan Krishnamurthi, Tapan Chakrabarti. Kinetics of decolourisation and biotransformation of direct black 38 by C. hominis and P. stutzeri. Applied microbiology and biotechnology. 2007 Apr; 74(5):1145-52. doi: 10.1007/s00253-006-0751-5. [PMID: 17318544]
  • F K St Charles, G R Krautter, M Dixon, D C Mariner. A comparison of nicotine dose estimates in smokers between filter analysis, salivary cotinine, and urinary excretion of nicotine metabolites. Psychopharmacology. 2006 Dec; 189(3):345-54. doi: 10.1007/s00213-006-0586-x. [PMID: 17028908]
  • Mustafa Al-Zoughool, Paul Succop, Pankaj Desai, Jay Vietas, Glenn Talaska. Effect of N-glucuronidation on urinary bladder genotoxicity of 4-aminobiphenyl in male and female mice. Environmental toxicology and pharmacology. 2006 Sep; 22(2):153-9. doi: 10.1016/j.etap.2006.02.002. [PMID: 21783703]
  • Armin Beyerbach, Nathaniel Rothman, Vijai K Bhatnagar, Rekha Kashyap, Gabriele Sabbioni. Hemoglobin adducts in workers exposed to benzidine and azo dyes. Carcinogenesis. 2006 Aug; 27(8):1600-6. doi: 10.1093/carcin/bgi362. [PMID: 16497705]
  • Paul L Skipper, Laura J Trudel, Thomas W Kensler, John D Groopman, Patricia A Egner, Rosa G Liberman, Gerald N Wogan, Steven R Tannenbaum. DNA adduct formation by 2,6-dimethyl-, 3,5-dimethyl-, and 3-ethylaniline in vivo in mice. Chemical research in toxicology. 2006 Aug; 19(8):1086-90. doi: 10.1021/tx060082q. [PMID: 16918249]
  • Kirsten Riedel, Gerhard Scherer, Johannes Engl, Heinz-Werner Hagedorn, Anthony R Tricker. Determination of three carcinogenic aromatic amines in urine of smokers and nonsmokers. Journal of analytical toxicology. 2006 Apr; 30(3):187-95. doi: 10.1093/jat/30.3.187. [PMID: 16803653]
  • John T Bernert, Ram B Jain, James L Pirkle, Lanqing Wang, Barbara B Miller, Eric J Sampson. Urinary tobacco-specific nitrosamines and 4-aminobiphenyl hemoglobin adducts measured in smokers of either regular or light cigarettes. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2005 Oct; 7(5):729-38. doi: 10.1080/14622200500259762. [PMID: 16191744]
  • Stephen E Wilson, Robert S Kahn, Jane Khoury, Bruce P Lanphear. Racial differences in exposure to environmental tobacco smoke among children. Environmental health perspectives. 2005 Mar; 113(3):362-7. doi: 10.1289/ehp.7379. [PMID: 15743729]
  • Qing-Yi Lu, Yu-Sheng Jin, Allan Pantuck, Zuo-Feng Zhang, David Heber, Arie Belldegrun, Mai Brooks, Robert Figlin, Jianyu Rao. Green tea extract modulates actin remodeling via Rho activity in an in vitro multistep carcinogenic model. Clinical cancer research : an official journal of the American Association for Cancer Research. 2005 Feb; 11(4):1675-83. doi: 10.1158/1078-0432.ccr-04-1608. [PMID: 15746073]
  • S Arikan, T Akcay, D Konukoglu, C Obek, A R Kural. The relationship between antioxidant enzymes and bladder cancer. Neoplasma. 2005; 52(4):314-7. doi: . [PMID: 16059648]
  • J Esteban Castelao, Jian-Min Yuan, Manuela Gago-Dominguez, Paul L Skipper, Steven R Tannenbaum, Kenneth K Chan, Mary A Watson, Douglas A Bell, Gerhard A Coetzee, Ronald K Ross, Mimi C Yu. Carotenoids/vitamin C and smoking-related bladder cancer. International journal of cancer. 2004 Jun; 110(3):417-23. doi: 10.1002/ijc.20104. [PMID: 15095308]
  • Mirle Ferrer, Carles Cristófol, Angel Sánchez-Lamar, Jorge Luís Fuentes, Jordi Barbé, Montserrat Llagostera. Modulation of rat and human cytochromes P450 involved in PhIP and 4-ABP activation by an aqueous extract of Phyllanthus orbicularis. Journal of ethnopharmacology. 2004 Feb; 90(2-3):273-7. doi: 10.1016/j.jep.2003.10.005. [PMID: 15013192]
  • Young H Ju, Michael J Plewa. Mutant spectra analysis at hisG46 in Salmonella typhimurium strain YG1029 induced by mammalian S9- and plant-activated aromatic amines. Teratogenesis, carcinogenesis, and mutagenesis. 2003; Suppl 1(?):47-60. doi: 10.1002/tcm.10061. [PMID: 12616596]
  • Linda S Von Tungeln, Ping Yi, Thomas J Bucci, Victor M Samokyszyn, Ming W Chou, Fred F Kadlubar, Peter P Fu. Tumorigenicity of chloral hydrate, trichloroacetic acid, trichloroethanol, malondialdehyde, 4-hydroxy-2-nonenal, crotonaldehyde, and acrolein in the B6C3F(1) neonatal mouse. Cancer letters. 2002 Nov; 185(1):13-9. doi: 10.1016/s0304-3835(02)00231-8. [PMID: 12142074]
  • Tobias Weiss, Jürgen Angerer. Simultaneous determination of various aromatic amines and metabolites of aromatic nitro compounds in urine for low level exposure using gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Oct; 778(1-2):179-92. doi: 10.1016/s0378-4347(01)00542-4. [PMID: 12376125]
  • Luigi Robbiano, Roberto Carrozzino, Marianna Bacigalupo, Carlo Corbu, Giovanni Brambilla. Correlation between induction of DNA fragmentation in urinary bladder cells from rats and humans and tissue-specific carcinogenic activity. Toxicology. 2002 Sep; 179(1-2):115-28. doi: 10.1016/s0300-483x(02)00354-2. [PMID: 12204548]
  • Hui-Ming Chen, Tao Qin, Li-Xin Zhao, Xiao-Bai Xu. Effects of lead on 4-aminobiphenyl pharmacokinetics in liver, kidney, spleen, testes, heart, lung and hemoglobin adduct for rat model. Ecotoxicology (London, England). 2002 Aug; 11(4):255-64. doi: 10.1023/a:1016396121312. [PMID: 12211698]
  • Jan W Dallinga, Guido R M M Haenen, Aalt Bast, Frederik-Jan Van Schooten. The effect of the trolox equivalent antioxidant capacity (TEAC) in plasma on the formation of 4-aminobiphenylhaemoglobin adducts in smokers. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2002 Jul; 7(4):291-8. doi: 10.1080/13547500210148306. [PMID: 12171756]
  • Mohamadi A Sarkar, Unyime O Nseyo, Bao-Zhen Zhong. Mutagenic outcome of the urinary carcinogen 4-aminobiphenyl is increased in acidic pH. Environmental toxicology and pharmacology. 2002 Jan; 11(1):23-6. doi: 10.1016/s1382-6689(01)00098-9. [PMID: 21782583]
  • R Thier, J Lewalter, S Selinski, H M Bolt. Biological monitoring in workers in a nitrobenzene reduction plant: haemoglobin versus serum albumin adducts. International archives of occupational and environmental health. 2001 Sep; 74(7):483-8. doi: 10.1007/s004200100250. [PMID: 11697451]
  • E Richter, S Rösler, G Scherer, J G Gostomzyk, A Grübl, U Krämer, H Behrendt. Haemoglobin adducts from aromatic amines in children in relation to area of residence and exposure to environmental tobacco smoke. International archives of occupational and environmental health. 2001 Aug; 74(6):421-8. doi: 10.1007/s004200100243. [PMID: 11563605]
  • S D Turner, H Tinwell, W Piegorsch, P Schmezer, J Ashby. The male rat carcinogens limonene and sodium saccharin are not mutagenic to male Big Blue rats. Mutagenesis. 2001 Jul; 16(4):329-32. doi: 10.1093/mutage/16.4.329. [PMID: 11420401]
  • R D Hurt, G A Croghan, T D Wolter, I T Croghan, K P Offord, G M Williams, M V Djordjevic, J P Richie, A M Jeffrey. Does smoking reduction result in reduction of biomarkers associated with harm? A pilot study using a nicotine inhaler. Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco. 2000 Nov; 2(4):327-36. doi: 10.1080/713688154. [PMID: 11197312]
  • G Grimmer, G Dettbarn, A Seidel, J Jacob. Detection of carcinogenic aromatic amines in the urine of non-smokers. The Science of the total environment. 2000 Feb; 247(1):81-90. doi: 10.1016/s0048-9697(99)00471-4. [PMID: 10721145]
  • V K Bhatnagar, G Talaska. Carcinogen exposure and effect biomarkers. Toxicology letters. 1999 Sep; 108(2-3):107-16. doi: 10.1016/s0378-4274(99)00079-x. [PMID: 10511252]
  • T V Zenser, V M Lakshmi, B B Davis. Human and Escherichia coli beta-glucuronidase hydrolysis of glucuronide conjugates of benzidine and 4-aminobiphenyl, and their hydroxy metabolites. Drug metabolism and disposition: the biological fate of chemicals. 1999 Sep; 27(9):1064-7. doi: . [PMID: 10460807]
  • D Tang, D Warburton, S R Tannenbaum, P Skipper, R M Santella, G S Cereijido, F G Crawford, F P Perera. Molecular and genetic damage from environmental tobacco smoke in young children. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 1999 May; 8(5):427-31. doi: . [PMID: 10350438]
  • P A Thompson, F Seyedi, N P Lang, S L MacLeod, G N Wogan, K E Anderson, Y M Tang, B Coles, F F Kadlubar. Comparison of DNA adduct levels associated with exogenous and endogenous exposures in human pancreas in relation to metabolic genotype. Mutation research. 1999 Mar; 424(1-2):263-74. doi: 10.1016/s0027-5107(99)00024-x. [PMID: 10064866]
  • G J Hammons, J V Fletcher, K R Stepps, E A Smith, D A Balentine, M E Harbowy, F F Kadlubar. Effects of chemoprotective agents on the metabolic activation of the carcinogenic arylamines PhIP and 4-aminobiphenyl in human and rat liver microsomes. Nutrition and cancer. 1999; 33(1):46-52. doi: 10.1080/01635589909514747. [PMID: 10227043]
  • Y H Ju, M J Plewa. Involvement of nitroreductase and O-acetyltransferase on the mutagenicity of plant-activated benzidine and 4-aminobiphenyl. Environmental and molecular mutagenesis. 1997; 30(3):330-8. doi: 10.1002/(sici)1098-2280(1997)30:3<330::aid-em12>3.0.co;2-e. [PMID: 9366912]
  • Y H Ju, M J Plewa. Plant-activation of the bicyclic aromatic amines benzidine and 4-aminobiphenyl. Environmental and molecular mutagenesis. 1997; 29(1):81-90. doi: . [PMID: 9020311]
  • M T Landi, C Zocchetti, I Bernucci, F F Kadlubar, S Tannenbaum, P Skipper, H Bartsch, C Malaveille, P Shields, N E Caporaso, P Vineis. Cytochrome P4501A2: enzyme induction and genetic control in determining 4-aminobiphenyl-hemoglobin adduct levels. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 1996 Sep; 5(9):693-8. doi: . [PMID: 8877060]
  • S R Myers, J A Spinnato, M T Pinorini-Godly, C Cook, B Boles, G C Rodgers. Characterization of 4-aminobiphenyl-hemoglobin adducts in maternal and fetal blood-samples. Journal of toxicology and environmental health. 1996 Apr; 47(6):553-66. doi: 10.1080/009841096161537. [PMID: 8614023]
  • M T Pinorini-Godly, S R Myers. HPLC and GC/MS determination of 4-aminobiphenyl haemoglobin adducts in fetuses exposed to the tobacco smoke carcinogen in utero. Toxicology. 1996 Mar; 107(3):209-17. doi: 10.1016/0300-483x(95)03263-f. [PMID: 8604481]
  • F Y Bois, G Krowech, L Zeise. Modeling human interindividual variability in metabolism and risk: the example of 4-aminobiphenyl. Risk analysis : an official publication of the Society for Risk Analysis. 1995 Apr; 15(2):205-13. doi: 10.1111/j.1539-6924.1995.tb00314.x. [PMID: 7597257]
  • M J Miller, D C Parmelee, T Benjamin, S Sechi, K L Dooley, F F Kadlubar. Plasma proteins as early biomarkers of exposure to carcinogenic aromatic amines. Chemico-biological interactions. 1994 Dec; 93(3):221-34. doi: 10.1016/0009-2797(94)90021-3. [PMID: 7923441]
  • P Vineis. Epidemiology of cancer from exposure to arylamines. Environmental health perspectives. 1994 Oct; 102 Suppl 6(?):7-10. doi: 10.1289/ehp.94102s67. [PMID: 7889862]
  • E D Wagner, S R Smith, H Xin, M J Plewa. Comparative mutagenicity of plant-activated aromatic amines using Salmonella strains with different acetyltransferase activities. Environmental and molecular mutagenesis. 1994; 23(1):64-9. doi: 10.1002/em.2850230110. [PMID: 8125084]
  • J J Collins, M E Strauss, G J Levinskas, P R Conner. The mortality experience of workers exposed to 2,3,7,8-tetrachlorodibenzo-p-dioxin in a trichlorophenol process accident. Epidemiology (Cambridge, Mass.). 1993 Jan; 4(1):7-13. doi: 10.1097/00001648-199301000-00003. [PMID: 8420584]
  • P Vineis. The use of biomarkers in epidemiology: the example of bladder cancer. Toxicology letters. 1992 Dec; 64-65 Spec No(?):463-7. doi: 10.1016/0378-4274(92)90220-e. [PMID: 1471198]
  • J C Pink, E M Messing, C A Reznikoff, G T Bryan, S Swaminathan. Correlation between N-acetyltransferase activities in uroepithelia and in vivo acetylator phenotype. Drug metabolism and disposition: the biological fate of chemicals. 1992 Jul; 20(4):559-65. doi: . [PMID: 1356735]
  • J D Groopman, P L Skipper, P R Donahue, L J Trudel, M Wildschutte, F F Kadlubar, S R Tannenbaum. Monoclonal antibodies and rabbit antisera recognizing 4-aminobiphenyl--DNA adducts and application to immunoaffinity chromatography. Carcinogenesis. 1992 Jun; 13(6):917-22. doi: 10.1093/carcin/13.6.917. [PMID: 1600611]
  • A Weston, N E Caporaso, K Taghizadeh, R N Hoover, S R Tannenbaum, P L Skipper, J H Resau, B F Trump, C C Harris. Measurement of 4-aminobiphenyl-hemoglobin adducts in lung cancer cases and controls. Cancer research. 1991 Oct; 51(19):5219-23. doi: . [PMID: 1913645]
  • F F Kadlubar, K L Dooley, C H Teitel, D W Roberts, R W Benson, M A Butler, J R Bailey, J F Young, P W Skipper, S R Tannenbaum. Frequency of urination and its effects on metabolism, pharmacokinetics, blood hemoglobin adduct formation, and liver and urinary bladder DNA adduct levels in beagle dogs given the carcinogen 4-aminobiphenyl. Cancer research. 1991 Aug; 51(16):4371-7. doi: . [PMID: 1868460]
  • S Karreth, W Lenk. The metabolism of 4-aminobiphenyl in rat. III. Urinary metabolites of 4-aminobiphenyl. Xenobiotica; the fate of foreign compounds in biological systems. 1991 Jun; 21(6):709-24. doi: 10.3109/00498259109039511. [PMID: 1949903]
  • S Karreth, W Lenk. The metabolism of 4-aminobiphenyl in rat. I. Reaction of N-hydroxy-4-aminobiphenyl with rat blood in vivo. Xenobiotica; the fate of foreign compounds in biological systems. 1991 Mar; 21(3):417-28. doi: 10.3109/00498259109039481. [PMID: 1862663]
  • H Bartsch, N Caporaso, M Coda, F Kadlubar, C Malaveille, P Skipper, G Talaska, S R Tannenbaum, P Vineis. Carcinogen hemoglobin adducts, urinary mutagenicity, and metabolic phenotype in active and passive cigarette smokers. Journal of the National Cancer Institute. 1990 Dec; 82(23):1826-31. doi: 10.1093/jnci/82.23.1826. [PMID: 2250298]
  • G Talaska, K L Dooley, F F Kadlubar. Detection and characterization of carcinogen-DNA adducts in exfoliated urothelial cells from 4-aminobiphenyl-treated dogs by 32P-postlabelling and subsequent thin-layer and high-pressure liquid chromatography. Carcinogenesis. 1990 Apr; 11(4):639-46. doi: 10.1093/carcin/11.4.639. [PMID: 2323002]
  • M Maclure, R B Katz, M S Bryant, P L Skipper, S R Tannenbaum. Elevated blood levels of carcinogens in passive smokers. American journal of public health. 1989 Oct; 79(10):1381-4. doi: 10.2105/ajph.79.10.1381. [PMID: 2782507]
  • K Tatsumi, S Kitamura, H Amano, K Ueda. Comparative study on metabolic formation of N-arylformamides and N-arylacetamides from carcinogenic arylamines in mammalian species. Cancer research. 1989 Apr; 49(8):2059-64. doi: . [PMID: 2702648]
  • K Randerath, J G Liehr, A Gladek, E Randerath. Use of the 32P-postlabelling assay to study transplacental carcinogens and transplacental carcinogenesis. IARC scientific publications. 1989; ?(96):189-205. doi: . [PMID: 2509347]
  • D W Roberts, R W Benson, J D Groopman, T J Flammang, W A Nagle, A J Moss, F F Kadlubar. Immunochemical quantitation of DNA adducts derived from the human bladder carcinogen 4-aminobiphenyl. Cancer research. 1988 Nov; 48(22):6336-42. doi: . [PMID: 3180051]
  • S D Jatoe, M Kajbaf, J W Gorrod. High-performance liquid chromatography with on-line radioactivity monitoring for metabolic studies of 2- and 4-[14C]aminobiphenyls. Journal of chromatography. 1988 Jun; 442(?):394-400. doi: 10.1016/s0021-9673(00)94489-3. [PMID: 3417828]
  • M Kajbaf, J W Gorrod. Metabolism of [14C]2-aminobiphenyl in vivo by different species. European journal of drug metabolism and pharmacokinetics. 1987 Oct; 12(4):285-90. doi: 10.1007/bf03189914. [PMID: 3449387]
  • F P Perera, R M Santella, D Brenner, M C Poirier, A A Munshi, H K Fischman, J Van Ryzin. DNA adducts, protein adducts, and sister chromatid exchange in cigarette smokers and nonsmokers. Journal of the National Cancer Institute. 1987 Sep; 79(3):449-56. doi: NULL. [PMID: 3114532]
  • S D Jatoe, J W Gorrod. The in vitro/in vivo comparative metabolism of 4-aminobiphenyl using isolated hepatocytes. Archives of toxicology. 1987; 60(1-3):65-8. doi: 10.1007/bf00296949. [PMID: 3619645]
  • P L Skipper, M S Bryant, S R Tannenbaum, J D Groopman. Analytical methods for assessing exposure to 4-aminobiphenyl based on protein adduct formation. Journal of occupational medicine. : official publication of the Industrial Medical Association. 1986 Aug; 28(8):643-6. doi: 10.1097/00043764-198608000-00021. [PMID: 3746485]
  • L J Lu, R M Disher, M V Reddy, K Randerath. 32P-postlabeling assay in mice of transplacental DNA damage induced by the environmental carcinogens safrole, 4-aminobiphenyl, and benzo(a)pyrene. Cancer research. 1986 Jun; 46(6):3046-54. doi: . [PMID: 3698023]
  • L J Lu, R M Disher, K Randerath. Differences in the covalent binding of benzo[a]pyrene, safrole, 1'-hydroxysafrole, and 4-aminobiphenyl to DNA of pregnant and non-pregnant mice. Cancer letters. 1986 Apr; 31(1):43-52. doi: 10.1016/0304-3835(86)90165-5. [PMID: 3697953]
  • S R Tannenbaum, P L Skipper. Blood proteins as carcinogen dosimeters. Basic life sciences. 1986; 38(?):473-8. doi: 10.1007/978-1-4615-9462-8_49. [PMID: 3741339]
  • P L Skipper, M W Obiedzinski, S R Tannenbaum, D W Miller, R K Mitchum, F F Kadlubar. Identification of the major serum albumin adduct formed by 4-aminobiphenyl in vivo in rats. Cancer research. 1985 Oct; 45(10):5122-7. doi: . [PMID: 4027989]
  • C M Steele, M Lalies, C Ioannides. Inhibition of the mutagenicity of aromatic amines by the plant flavonoid (+)-catechin. Cancer research. 1985 Aug; 45(8):3573-7. doi: . [PMID: 4016737]
  • B W Manning, C E Cerniglia, T W Federle. Metabolism of the benzidine-based azo dye Direct Black 38 by human intestinal microbiota. Applied and environmental microbiology. 1985 Jul; 50(1):10-5. doi: 10.1128/aem.50.1.10-15.1985. [PMID: 4026284]
  • P L Skipper, L C Green, M S Bryant, S R Tannenbaum, F F Kadlubar. Monitoring exposure to 4-aminobiphenyl via blood protein adducts. IARC scientific publications. 1984; ?(59):143-50. doi: . [PMID: 6545277]
  • M Fouarge, M Mercier, F Poncelet. Liver, kidney and small-intestine microsomal-mediated mutagenicity of carcinogenic aromatic amines. Mutation research. 1984 Jan; 125(1):23-31. doi: 10.1016/0027-5107(84)90028-9. [PMID: 6361544]
  • Y Honma, T Kakizoe, H Komatsu, T Niijima, T Sugimura, S Nagase. Agglutination assay of bladder cells by Concanavalin A proved the high susceptibility of analbuminemic rats to bladder carcinogens. Cancer letters. 1983 May; 19(1):7-11. doi: 10.1016/0304-3835(83)90128-3. [PMID: 6850570]
  • M Fouarge, M Mercier, F Poncelet. Mutagenicity of three aromatic amines in the presence of fractions from various tissues. Toxicology letters. 1982 May; 11(3-4):313-20. doi: 10.1016/0378-4274(82)90166-7. [PMID: 7048632]
  • Y Hirao, Y Miyata, W L Hearn, J L Radomski, R Oyasu. Development of sarcomas in heterotopically transplanted rat urinary bladder unit exposed to glucuronic acid conjugate of N-hydroxy-4-aminobiphenyl. Cancer letters. 1981 Feb; 11(4):309-13. doi: 10.1016/0304-3835(81)90096-3. [PMID: 7296524]
  • J J MATTHEWS, A L WALPOLE. Tumours of the liver and kidney induced in Wistar rats with 4'-fluoro-4-aminodiphenyl. British journal of cancer. 1958 Jun; 12(2):234-41. doi: 10.1038/bjc.1958.28. [PMID: 13546523]