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Q16696

- CP2AD_HUMAN

UniProt

Q16696 - CP2AD_HUMAN

Protein

Cytochrome P450 2A13

Gene

CYP2A13

Organism
Homo sapiens (Human)
Status
Reviewed - Annotation score: 5 out of 5- Experimental evidence at protein leveli
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    • History
      Entry version 138 (01 Oct 2014)
      Sequence version 3 (11 Oct 2005)
      Previous versions | rss
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    Functioni

    Exhibits a coumarin 7-hydroxylase activity. Active in the metabolic activation of hexamethylphosphoramide, N,N-dimethylaniline, 2'-methoxyacetophenone, N-nitrosomethylphenylamine, and the tobacco-specific carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Possesses phenacetin O-deethylation activity.1 Publication

    Catalytic activityi

    RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O.

    Cofactori

    Heme group.

    Kineticsi

    1. KM=10.7 µM for phenacetin1 Publication

    Sites

    Feature keyPosition(s)LengthDescriptionGraphical viewFeature identifierActions
    Binding sitei297 – 2971Substrate
    Metal bindingi439 – 4391Iron (heme axial ligand)

    GO - Molecular functioni

    1. aromatase activity Source: UniProtKB-EC
    2. heme binding Source: UniProtKB
    3. iron ion binding Source: InterPro

    GO - Biological processi

    1. small molecule metabolic process Source: Reactome
    2. xenobiotic metabolic process Source: Reactome

    Keywords - Molecular functioni

    Monooxygenase, Oxidoreductase

    Keywords - Ligandi

    Heme, Iron, Metal-binding

    Enzyme and pathway databases

    ReactomeiREACT_13543. Xenobiotics.
    REACT_13797. CYP2E1 reactions.
    REACT_13814. Fatty acids.
    SABIO-RKQ16696.

    Names & Taxonomyi

    Protein namesi
    Recommended name:
    Cytochrome P450 2A13 (EC:1.14.14.1)
    Alternative name(s):
    CYPIIA13
    Gene namesi
    Name:CYP2A13
    OrganismiHomo sapiens (Human)
    Taxonomic identifieri9606 [NCBI]
    Taxonomic lineageiEukaryotaMetazoaChordataCraniataVertebrataEuteleostomiMammaliaEutheriaEuarchontogliresPrimatesHaplorrhiniCatarrhiniHominidaeHomo
    ProteomesiUP000005640: Chromosome 19

    Organism-specific databases

    HGNCiHGNC:2608. CYP2A13.

    Subcellular locationi

    GO - Cellular componenti

    1. endoplasmic reticulum membrane Source: Reactome

    Keywords - Cellular componenti

    Endoplasmic reticulum, Membrane, Microsome

    Pathology & Biotechi

    Mutagenesis

    Feature keyPosition(s)LengthDescriptionGraphical viewFeature identifierActions
    Mutagenesisi110 – 1101L → V: Decreases phenacetin O-deethylation activity 8 fold. 1 Publication
    Mutagenesisi117 – 1171A → V: Increases phenacetin O-deethylation activity 5 fold. 1 Publication
    Mutagenesisi208 – 2081S → I: Decreases phenacetin O-deethylation activity 10 fold. 1 Publication
    Mutagenesisi213 – 2131A → S: Decreases phenacetin O-deethylation activity 2 fold. 1 Publication
    Mutagenesisi300 – 3001F → I: Decreases phenacetin O-deethylation activity 40 fold. 1 Publication
    Mutagenesisi301 – 3011A → G: Decreases phenacetin O-deethylation activity 20 fold. 1 Publication
    Mutagenesisi365 – 3651M → V: Decreases phenacetin O-deethylation activity 7 fold. 1 Publication
    Mutagenesisi366 – 3661L → I: Increases phenacetin O-deethylation activity 3 fold. 1 Publication
    Mutagenesisi369 – 3691G → S: Decreases phenacetin O-deethylation activity 9 fold. 1 Publication
    Mutagenesisi372 – 3721H → R: Decreases phenacetin O-deethylation activity 3 fold. 1 Publication

    Organism-specific databases

    PharmGKBiPA27101.

    PTM / Processingi

    Molecule processing

    Feature keyPosition(s)LengthDescriptionGraphical viewFeature identifierActions
    Chaini1 – 494494Cytochrome P450 2A13PRO_0000051676Add
    BLAST

    Proteomic databases

    PaxDbiQ16696.
    PRIDEiQ16696.

    PTM databases

    PhosphoSiteiQ16696.

    Expressioni

    Tissue specificityi

    Expressed 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.1 Publication

    Gene expression databases

    BgeeiQ16696.
    CleanExiHS_CYP2A13.
    GenevestigatoriQ16696.

    Interactioni

    Protein-protein interaction databases

    STRINGi9606.ENSP00000332679.

    Structurei

    Secondary structure

    1
    494
    Legend: HelixTurnBeta strand
    Show more details
    Feature keyPosition(s)LengthDescriptionGraphical viewFeature identifierActions
    Turni41 – 433
    Helixi46 – 483
    Helixi51 – 533
    Helixi54 – 6512
    Beta strandi67 – 737
    Beta strandi76 – 816
    Helixi84 – 918
    Turni92 – 987
    Helixi105 – 1117
    Turni116 – 1183
    Helixi121 – 13717
    Turni138 – 1414
    Helixi143 – 16119
    Turni162 – 1654
    Helixi171 – 18717
    Helixi196 – 21217
    Helixi215 – 22713
    Beta strandi230 – 2323
    Helixi233 – 25624
    Helixi267 – 27711
    Turni278 – 2803
    Helixi288 – 31932
    Helixi321 – 33414
    Beta strandi337 – 3393
    Helixi343 – 3486
    Helixi350 – 36314
    Beta strandi378 – 3803
    Beta strandi383 – 3853
    Beta strandi390 – 3934
    Helixi395 – 3995
    Turni402 – 4043
    Helixi413 – 4164
    Beta strandi419 – 4213
    Helixi442 – 45918
    Beta strandi460 – 4667
    Helixi468 – 4703
    Beta strandi476 – 4838
    Beta strandi489 – 4935

    3D structure databases

    Select the link destinations:
    PDBe
    RCSB PDB
    PDBj
    Links Updated
    EntryMethodResolution (Å)ChainPositionsPDBsum
    2P85X-ray2.35A/B/C/D/E/F26-494[»]
    2PG5X-ray1.95A/B/C/D31-494[»]
    2PG6X-ray2.53A/B/C/D31-494[»]
    2PG7X-ray2.80A/B/C/D31-494[»]
    3T3SX-ray3.00A/B/C/D/E/F/G/H31-494[»]
    4EJGX-ray2.50A/B/C/D/E/F/G/H31-494[»]
    4EJHX-ray2.35A/B/C/D/E/F/G/H31-494[»]
    4EJIX-ray2.10A31-494[»]
    ProteinModelPortaliQ16696.
    SMRiQ16696. Positions 31-494.
    ModBaseiSearch...
    MobiDBiSearch...

    Miscellaneous databases

    EvolutionaryTraceiQ16696.

    Family & Domainsi

    Sequence similaritiesi

    Belongs to the cytochrome P450 family.Curated

    Phylogenomic databases

    eggNOGiCOG2124.
    HOGENOMiHOG000036992.
    HOVERGENiHBG015789.
    InParanoidiQ16696.
    KOiK17685.
    OMAiRGTHGAN.
    OrthoDBiEOG7RBZ85.
    PhylomeDBiQ16696.
    TreeFamiTF352043.

    Family and domain databases

    Gene3Di1.10.630.10. 1 hit.
    InterProiIPR001128. Cyt_P450.
    IPR017972. Cyt_P450_CS.
    IPR002401. Cyt_P450_E_grp-I.
    IPR008067. Cyt_P450_E_grp-I_CYP2A-like.
    [Graphical view]
    PfamiPF00067. p450. 1 hit.
    [Graphical view]
    PRINTSiPR00463. EP450I.
    PR01684. EP450ICYP2A.
    PR00385. P450.
    SUPFAMiSSF48264. SSF48264. 1 hit.
    PROSITEiPS00086. CYTOCHROME_P450. 1 hit.
    [Graphical view]

    Sequencei

    Sequence statusi: Complete.

    Q16696-1 [UniParc]FASTAAdd to Basket

    « Hide

    MLASGLLLVT LLACLTVMVL MSVWRQRKSR GKLPPGPTPL PFIGNYLQLN    50
    TEQMYNSLMK ISERYGPVFT IHLGPRRVVV LCGHDAVKEA LVDQAEEFSG 100
    RGEQATFDWL FKGYGVAFSN GERAKQLRRF SIATLRGFGV GKRGIEERIQ 150
    EEAGFLIDAL RGTHGANIDP TFFLSRTVSN VISSIVFGDR FDYEDKEFLS 200
    LLRMMLGSFQ FTATSTGQLY EMFSSVMKHL PGPQQQAFKE LQGLEDFIAK 250
    KVEHNQRTLD PNSPRDFIDS FLIRMQEEEK NPNTEFYLKN LVMTTLNLFF 300
    AGTETVSTTL RYGFLLLMKH PEVEAKVHEE IDRVIGKNRQ PKFEDRAKMP 350
    YTEAVIHEIQ RFGDMLPMGL AHRVNKDTKF RDFFLPKGTE VFPMLGSVLR 400
    DPRFFSNPRD FNPQHFLDKK GQFKKSDAFV PFSIGKRYCF GEGLARMELF 450
    LFFTTIMQNF RFKSPQSPKD IDVSPKHVGF ATIPRNYTMS FLPR 494
    Length:494
    Mass (Da):56,688
    Last modified:October 11, 2005 - v3
    Checksum:iA39F18AD71C28821
    GO

    Experimental Info

    Feature keyPosition(s)LengthDescriptionGraphical viewFeature identifierActions
    Sequence conflicti208 – 2081S → R in AAB40519. (PubMed:7668294)Curated
    Sequence conflicti213 – 2131A → G in AAB40519. (PubMed:7668294)Curated
    Sequence conflicti398 – 3981V → E in AAB40519. (PubMed:7668294)Curated
    Sequence conflicti409 – 4124RDFN → QDCS in AAB40519. (PubMed:7668294)Curated
    Sequence conflicti419 – 4191K → E in AAB40519. (PubMed:7668294)Curated

    Polymorphismi

    The frequencies of the Cys-257 allele in white, black, Hispanic, and Asian individuals are 1.9%, 14.4%, 5.8%, and 7.7%, respectively. The Cys-257 variant is 37 to 56% less active than the wild-type Arg-257 protein toward all substrates tested.

    Natural variant

    Feature keyPosition(s)LengthDescriptionGraphical viewFeature identifierActions
    Natural varianti25 – 251R → Q in allele CYP2A13*2. 2 Publications
    Corresponds to variant rs8192784 [ dbSNP | Ensembl ].
    VAR_018334
    Natural varianti101 – 1011R → Q in allele CYP2A13*4. 1 Publication
    VAR_018335
    Natural varianti134 – 1341T → TT in allele CYP2A13*3. 1 Publication
    VAR_018336
    Natural varianti158 – 1581D → E in allele CYP2A13*3 and allele CYP2A13*8. 2 Publications
    Corresponds to variant rs112337232 [ dbSNP | Ensembl ].
    VAR_018337
    Natural varianti257 – 2571R → C in allele CYP2A13*2. 2 Publications
    Corresponds to variant rs8192789 [ dbSNP | Ensembl ].
    VAR_013835
    Natural varianti323 – 3231V → L in allele CYP2A13*9. 1 Publication
    VAR_018356
    Natural varianti453 – 4531F → Y in allele CYP2A13*5. 1 Publication
    VAR_018338
    Natural varianti494 – 4941R → C in allele CYP2A13*6. 1 Publication
    Corresponds to variant rs138870349 [ dbSNP | Ensembl ].
    VAR_018339

    Sequence databases

    Select the link destinations:
    EMBL
    GenBank
    DDBJ
    Links Updated
    U22028 Genomic DNA. Translation: AAB40519.1.
    AF209774 mRNA. Translation: AAG35775.1.
    AY513604 mRNA. Translation: AAR90935.1.
    AY513605 mRNA. Translation: AAR90936.1.
    AY513606 mRNA. Translation: AAR90937.1.
    AY513608 mRNA. Translation: AAR90939.1.
    AY513609 mRNA. Translation: AAR90940.1.
    CCDSiCCDS12571.1.
    PIRiI38966.
    RefSeqiNP_000757.2. NM_000766.4.
    UniGeneiHs.567252.

    Genome annotation databases

    EnsembliENST00000330436; ENSP00000332679; ENSG00000197838.
    GeneIDi1553.
    KEGGihsa:1553.
    UCSCiuc002opt.4. human.

    Polymorphism databases

    DMDMi77416854.

    Keywords - Coding sequence diversityi

    Polymorphism

    Cross-referencesi

    Web resourcesi

    Cytochrome P450 Allele Nomenclature Committee

    CYP2A13 alleles

    Sequence databases

    Select the link destinations:
    EMBL
    GenBank
    DDBJ
    Links Updated
    U22028 Genomic DNA. Translation: AAB40519.1 .
    AF209774 mRNA. Translation: AAG35775.1 .
    AY513604 mRNA. Translation: AAR90935.1 .
    AY513605 mRNA. Translation: AAR90936.1 .
    AY513606 mRNA. Translation: AAR90937.1 .
    AY513608 mRNA. Translation: AAR90939.1 .
    AY513609 mRNA. Translation: AAR90940.1 .
    CCDSi CCDS12571.1.
    PIRi I38966.
    RefSeqi NP_000757.2. NM_000766.4.
    UniGenei Hs.567252.

    3D structure databases

    Select the link destinations:
    PDBe
    RCSB PDB
    PDBj
    Links Updated
    Entry Method Resolution (Å) Chain Positions PDBsum
    2P85 X-ray 2.35 A/B/C/D/E/F 26-494 [» ]
    2PG5 X-ray 1.95 A/B/C/D 31-494 [» ]
    2PG6 X-ray 2.53 A/B/C/D 31-494 [» ]
    2PG7 X-ray 2.80 A/B/C/D 31-494 [» ]
    3T3S X-ray 3.00 A/B/C/D/E/F/G/H 31-494 [» ]
    4EJG X-ray 2.50 A/B/C/D/E/F/G/H 31-494 [» ]
    4EJH X-ray 2.35 A/B/C/D/E/F/G/H 31-494 [» ]
    4EJI X-ray 2.10 A 31-494 [» ]
    ProteinModelPortali Q16696.
    SMRi Q16696. Positions 31-494.
    ModBasei Search...
    MobiDBi Search...

    Protein-protein interaction databases

    STRINGi 9606.ENSP00000332679.

    Chemistry

    BindingDBi Q16696.
    DrugBanki DB01242. Clomipramine.
    DB00184. Nicotine.

    PTM databases

    PhosphoSitei Q16696.

    Polymorphism databases

    DMDMi 77416854.

    Proteomic databases

    PaxDbi Q16696.
    PRIDEi Q16696.

    Protocols and materials databases

    DNASUi 1553.
    Structural Biology Knowledgebase Search...

    Genome annotation databases

    Ensembli ENST00000330436 ; ENSP00000332679 ; ENSG00000197838 .
    GeneIDi 1553.
    KEGGi hsa:1553.
    UCSCi uc002opt.4. human.

    Organism-specific databases

    CTDi 1553.
    GeneCardsi GC19P041594.
    HGNCi HGNC:2608. CYP2A13.
    MIMi 608055. gene.
    neXtProti NX_Q16696.
    PharmGKBi PA27101.
    GenAtlasi Search...

    Phylogenomic databases

    eggNOGi COG2124.
    HOGENOMi HOG000036992.
    HOVERGENi HBG015789.
    InParanoidi Q16696.
    KOi K17685.
    OMAi RGTHGAN.
    OrthoDBi EOG7RBZ85.
    PhylomeDBi Q16696.
    TreeFami TF352043.

    Enzyme and pathway databases

    Reactomei REACT_13543. Xenobiotics.
    REACT_13797. CYP2E1 reactions.
    REACT_13814. Fatty acids.
    SABIO-RK Q16696.

    Miscellaneous databases

    EvolutionaryTracei Q16696.
    GeneWikii CYP2A13.
    GenomeRNAii 1553.
    NextBioi 6417.
    PROi Q16696.
    SOURCEi Search...

    Gene expression databases

    Bgeei Q16696.
    CleanExi HS_CYP2A13.
    Genevestigatori Q16696.

    Family and domain databases

    Gene3Di 1.10.630.10. 1 hit.
    InterProi IPR001128. Cyt_P450.
    IPR017972. Cyt_P450_CS.
    IPR002401. Cyt_P450_E_grp-I.
    IPR008067. Cyt_P450_E_grp-I_CYP2A-like.
    [Graphical view ]
    Pfami PF00067. p450. 1 hit.
    [Graphical view ]
    PRINTSi PR00463. EP450I.
    PR01684. EP450ICYP2A.
    PR00385. P450.
    SUPFAMi SSF48264. SSF48264. 1 hit.
    PROSITEi PS00086. CYTOCHROME_P450. 1 hit.
    [Graphical view ]
    ProtoNeti Search...

    Publicationsi

    1. "A genetic polymorphism in coumarin 7-hydroxylation: sequence of the human CYP2A genes and identification of variant CYP2A6 alleles."
      Fernandez-Salguero P., Hoffman S.M., Cholerton S., Mohrenweiser H., Raunio H., Rautio A., Pelkonen O., Huang J.D., Evans W.E., Idle J.R.
      Am. J. Hum. Genet. 57:651-660(1995) [PubMed] [Europe PMC] [Abstract]
      Cited for: NUCLEOTIDE SEQUENCE [GENOMIC DNA].
    2. "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."
      Su T., Bao Z., Zhang Q.Y., Smith T.J., Hong J.Y., Ding X.
      Cancer Res. 60:5074-5079(2000) [PubMed] [Europe PMC] [Abstract]
      Cited for: NUCLEOTIDE SEQUENCE [MRNA], CHARACTERIZATION, TISSUE SPECIFICITY.
    3. "Genetic polymorphism of the human cytochrome CYP2A13 in a French population: implication in lung cancer susceptibility."
      Cauffiez C., Lo-Guidice J.-M., Quaranta S., Allorge D., Chevalier D., Cenee S., Hamdan R., Lhermitte M., Lafitte J.-J., Libersa C., Colombel J.-F., Stuecker I., Broly F.
      Biochem. Biophys. Res. Commun. 317:662-669(2004) [PubMed] [Europe PMC] [Abstract]
      Cited for: NUCLEOTIDE SEQUENCE [MRNA], VARIANTS GLU-158 AND LEU-323.
    4. "Key residues controlling phenacetin metabolism by human cytochrome P450 2A enzymes."
      DeVore N.M., Smith B.D., Urban M.J., Scott E.E.
      Drug Metab. Dispos. 36:2582-2590(2008) [PubMed] [Europe PMC] [Abstract]
      Cited for: FUNCTION, BIOPHYSICOCHEMICAL PROPERTIES, MUTAGENESIS OF LEU-110; ALA-117; SER-208; ALA-213; PHE-300; ALA-301; MET-365; LEU-366; GLY-369 AND HIS-372.
    5. "Structural insight into the altered substrate specificity of human cytochrome P450 2A6 mutants."
      Sansen S., Hsu M.H., Stout C.D., Johnson E.F.
      Arch. Biochem. Biophys. 464:197-206(2007) [PubMed] [Europe PMC] [Abstract]
      Cited for: X-RAY CRYSTALLOGRAPHY (1.95 ANGSTROMS) OF 29-494 IN COMPLEX WITH HEME.
    6. Cited for: X-RAY CRYSTALLOGRAPHY (2.35 ANGSTROMS) OF 31-494 IN COMPLEX WITH SUBSTRATE ANALOG AND HEME.
    7. "Genetic polymorphisms of the human CYP2A13 gene: identification of single-nucleotide polymorphisms and functional characterization of an Arg257Cys variant."
      Zhang X., Su T., Zhang Q.Y., Gu J., Caggana M., Li H., Ding X.
      J. Pharmacol. Exp. Ther. 302:416-423(2002) [PubMed] [Europe PMC] [Abstract]
      Cited for: VARIANT CYS-257.
    8. Cited for: VARIANTS GLN-25; GLN-101; THR-134 INS; GLU-158; TYR-453 AND CYS-494.
    9. "Catalog of 680 variations among eight cytochrome p450 (CYP) genes, nine esterase genes, and two other genes in the Japanese population."
      Saito S., Iida A., Sekine A., Kawauchi S., Higuchi S., Ogawa C., Nakamura Y.
      J. Hum. Genet. 48:249-270(2003) [PubMed] [Europe PMC] [Abstract]
      Cited for: VARIANTS GLN-25 AND CYS-257.

    Entry informationi

    Entry nameiCP2AD_HUMAN
    AccessioniPrimary (citable) accession number: Q16696
    Secondary accession number(s): Q53YR8
    , Q6R569, Q6R570, Q9H2X2
    Entry historyi
    Integrated into UniProtKB/Swiss-Prot: December 15, 1998
    Last sequence update: October 11, 2005
    Last modified: October 1, 2014
    This is version 138 of the entry and version 3 of the sequence. [Complete history]
    Entry statusiReviewed (UniProtKB/Swiss-Prot)
    Annotation programChordata Protein Annotation Program
    DisclaimerAny medical or genetic information present in this entry is provided for research, educational and informational purposes only. It is not in any way intended to be used as a substitute for professional medical advice, diagnosis, treatment or care.

    Miscellaneousi

    Keywords - Technical termi

    3D-structure, Complete proteome, Reference proteome

    Documents

    1. Human chromosome 19
      Human chromosome 19: entries, gene names and cross-references to MIM
    2. Human entries with polymorphisms or disease mutations
      List of human entries with polymorphisms or disease mutations
    3. Human polymorphisms and disease mutations
      Index of human polymorphisms and disease mutations
    4. MIM cross-references
      Online Mendelian Inheritance in Man (MIM) cross-references in UniProtKB/Swiss-Prot
    5. PDB cross-references
      Index of Protein Data Bank (PDB) cross-references
    6. SIMILARITY comments
      Index of protein domains and families

    External Data

    Dasty 3