Human cytochrome P450 CYP2A13: predominant expression in the respiratory tract and its high efficiency metabolic activation of a tobacco-specific carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone.
paper
Cited
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- Authors
- Su, T; Bao, Z; Zhang, Q Y; Smith, T J; Hong, J Y; Ding, X
- Year
- 2000
- Journal
- Cancer research
- PMID
- 11016631
The human CYP2A subfamily comprises three genes, CYP2A6, CYP2A7, and CYP2A13. CYP2A6 is active toward many carcinogens and is the major coumarin 7-hydroxylase and nicotine C-oxidase in the liver, whereas CYP2A7 is not functional. The function of CYP2A13 has not been characterized. In this study, a CYP2A13 cDNA was prepared by RNA-PCR from human nasal mucosa and was translated using a baculovirus expression system. In a reconstituted system, the expressed CYP2A13 was more active than CYP2A6 in the metabolic activation of hexamethylphosphoramide, N,N-dimethylaniline, 2'-methoxyacetophenone, and N-nitrosomethylphenylamine but was much less active than CYP2A6 in coumarin 7-hydroxylation. Of particular interest, CYP2A13 was highly active in the metabolic activation of a major tobacco-specific carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, with a catalytic efficiency much greater than that of other human cytochrome P450 isoforms examined previously. The tissue distribution of CYP2A13 was determined with isoform-specific RNA-PCR. CYP2A13 mRNA was detected in liver and a number of extrahepatic tissues, including nasal mucosa, lung, trachea, brain, mammary gland, prostate, testis, and uterus, but not in heart, kidney, bone marrow, colon, small intestine, spleen, stomach, thymus, or skeletal muscle. Quantitative PCR analysis further revealed that CYP2A13 mRNA is expressed at the highest level in the nasal mucosa, followed by the lung and the trachea. Together, these findings suggest that CYP2A13 plays important roles in xenobiotic toxicity and tobacco-related tumorigenesis in the human respiratory tract.
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| Beta-2 adrenergic receptor gene (ADRB2) polymorphism and risk for lung adenocarcinoma: a case-control study in a Chinese population. | Wang H et al. | β | 2006 | β |
| Comparative cytochrome P450 -1A1, -2A6, -2B6, -2C, -2D6, -2E1, -3A5 and -4B1 expressions in human larynx tissue analysed at mRNA level. | Sarikaya D et al. | β | 2006 | β |
| CYP2A13 expressed in human bladder metabolically activates 4-aminobiphenyl. | Nakajima M et al. | β | 2006 | β |
| CYP2A13 in human respiratory tissues and lung cancers: an immunohistochemical study with a new peptide-specific antibody. | Zhu LR et al. | β | 2006 | β |
| Efficient activation of aflatoxin B1 by cytochrome P450 2A13, an enzyme predominantly expressed in human respiratory tract. | He XY et al. | β | 2006 | β |
| In vivo evaluation of coumarin and nicotine as probe drugs to predict the metabolic capacity of CYP2A6 due to genetic polymorphism in Thais. | Peamkrasatam S et al. | β | 2006 | β |
| Nasal cytotoxic and carcinogenic activities of systemically distributed organic chemicals. | Jeffrey AM et al. | β | 2006 | β |
| CYP2A13 genetic polymorphism in French Caucasian, Gabonese and Tunisian populations. | Cauffiez C et al. | β | 2005 | β |
| CYP2A6 AND CYP2B6 are involved in nornicotine formation from nicotine in humans: interindividual differences in these contributions. | Yamanaka H et al. | β | 2005 | β |
| CYP2S1: a short review. | Saarikoski ST et al. | β | 2005 | β |
| Expression of cytochrome p450 and other biotransformation genes in fetal and adult human nasal mucosa. | Zhang X et al. | β | 2005 | β |
| Generation and characterization of a transgenic mouse model with hepatic expression of human CYP2A6. | Zhang QY et al. | β | 2005 | β |
| Human cytochrome p450 2s1: lack of activity in the metabolic activation of several cigarette smoke carcinogens and in the metabolism of nicotine. | Wang SL et al. | β | 2005 | β |
| In situ naphthalene bioactivation and nasal airflow cause region-specific injury patterns in the nasal mucosa of rats exposed to naphthalene by inhalation. | Lee MG et al. | β | 2005 | β |
| Localization of cytochrome P450 CYP2S1 expression in human tissues by in situ hybridization and immunohistochemistry. | Saarikoski ST et al. | β | 2005 | β |
| Metabolism and disposition kinetics of nicotine. | Hukkanen J et al. | β | 2005 | β |
| Metabolism of nicotine and cotinine by human cytochrome P450 2A13. | Bao Z et al. | β | 2005 | β |
| Simultaneous measurement of 23 isoforms from the human cytochrome P450 families 1 to 3 by quantitative reverse transcriptase-polymerase chain reaction. | Girault I et al. | β | 2005 | β |
| Transgenic mice with a hypomorphic NADPH-cytochrome P450 reductase gene: effects on development, reproduction, and microsomal cytochrome P450. | Wu L et al. | β | 2005 | β |
| Arg257Cys polymorphism of CYP2A13 in a Chinese population. | Cheng XY et al. | β | 2004 | β |
| Genetic polymorphism of the human cytochrome CYP2A13 in a French population: implication in lung cancer susceptibility. | Cauffiez C et al. | β | 2004 | β |
| Genetic polymorphisms of CYP2A13 and its relationship to nasopharyngeal carcinoma in the Cantonese population. | Jiang JH et al. | β | 2004 | β |
| Identification of critical amino acid residues of human CYP2A13 for the metabolic activation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, a tobacco-specific carcinogen. | He XY et al. | β | 2004 | β |
| Identification of Val117 and Arg372 as critical amino acid residues for the activity difference between human CYP2A6 and CYP2A13 in coumarin 7-hydroxylation. | He XY et al. | β | 2004 | β |
| Molecular modelling of CYP2A enzymes: application to metabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). | Jalas JR et al. | β | 2004 | β |
| Polymorphic NF-Y dependent regulation of human nicotine C-oxidase (CYP2A6). | von Richter O et al. | β | 2004 | β |
| Regulation of cytochrome P450 gene expression in the olfactory mucosa. | Ling G et al. | β | 2004 | β |
| The effect of oxythioquinox exposure on normal human mammary epithelial cell gene expression: a microarray analysis study. | Gwinn MR et al. | β | 2004 | β |
| Biotransformation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in peripheral human lung microsomes. | Smith GB et al. | β | 2003 | β |
| Catalog of 680 variations among eight cytochrome p450 ( CYP) genes, nine esterase genes, and two other genes in the Japanese population. | Saito S et al. | β | 2003 | β |
| Comparative metabolism of the tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol by rat cytochrome P450 2A3 and human cytochrome P450 2A13. | Jalas JR et al. | β | 2003 | β |
| CYP2A13-catalysed coumarin metabolism: comparison with CYP2A5 and CYP2A6. | von Weymarn LB et al. | β | 2003 | β |
| Homology modelling of CYP2A6 based on the CYP2C5 crystallographic template: enzyme-substrate interactions and QSARs for binding affinity and inhibition. | Lewis DF et al. | β | 2003 | β |
| Human extrahepatic cytochromes P450: function in xenobiotic metabolism and tissue-selective chemical toxicity in the respiratory and gastrointestinal tracts. | Ding X et al. | β | 2003 | β |
| Immunoblot analysis and immunohistochemical characterization of CYP2A expression in human olfactory mucosa. | Chen Y et al. | β | 2003 | β |
| Liver-specific deletion of the NADPH-cytochrome P450 reductase gene: impact on plasma cholesterol homeostasis and the function and regulation of microsomal cytochrome P450 and heme oxygenase. | Gu J et al. | β | 2003 | β |
| Markers of genetic susceptibility in human environmental hygiene and toxicology: the role of selected CYP, NAT and GST genes. | Thier R et al. | β | 2003 | β |
| Single nucleotide polymorphisms of the human cyp2a13 gene: evidence for a null allele. | Zhang X et al. | β | 2003 | β |
| Study of inhibition of CYP2A6 by some drugs derived from quinoline. | Hirano Y et al. | β | 2003 | β |
| CYP2A6 genetic variation and potential consequences. | Xu C et al. | β | 2002 | β |
| Genetic polymorphisms of the human CYP2A13 gene: identification of single-nucleotide polymorphisms and functional characterization of an Arg257Cys variant. | Zhang X et al. | β | 2002 | β |
| Genetic variation in CYP2A6-mediated nicotine metabolism alters smoking behavior. | Tyndale RF et al. | β | 2002 | β |
| Summary of information on human CYP enzymes: human P450 metabolism data. | Rendic S | β | 2002 | β |
| Identification and tissue distribution of the novel human cytochrome P450 2S1 (CYP2S1). | Rylander T et al. | β | 2001 | β |
| Organization, structure and evolution of the CYP2 gene cluster on human chromosome 19. | Hoffman SM et al. | β | 2001 | β |
| Polymorphisms of CYP2A6 and its practical consequences. | Raunio H et al. | β | 2001 | β |
| Predicting the mutagenicity of tobacco-related N-nitrosamines in humans using 11 strains of Salmonella typhimurium YG7108, each coexpressing a form of human cytochrome P450 along with NADPH-cytochrome P450 reductase. | Fujita K et al. | β | 2001 | β |
| Transport of the beta -O-glucuronide conjugate of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) by the multidrug resistance protein 1 (MRP1). Requirement for glutathione or a non-sulfur-containing analog. | Leslie EM et al. | β | 2001 | β |
| Characterization of cytochrome P450 2A4 and 2A5-catalyzed 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) metabolism. | Felicia ND et al. | β | 2000 | β |