Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1

Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromati...
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Autor*in:	Santes-Palacios, Rebeca [verfasserIn] Camacho-Carranza, Rafael Espinosa-Aguirre, Jesús Javier

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2018

Schlagwörter:	Polycyclic aromatic hydrocarbons Aromatic amines Heterocyclic amines Molecular docking

Systematik:	WA 15000

Übergeordnetes Werk:	Enthalten in: Mutation research - Amsterdam : Elsevier, 2011, 835, Seite 25-31
Übergeordnetes Werk:	volume:835 ; pages:25-31

DOI / URN:	10.1016/j.mrgentox.2018.09.001

Katalog-ID:	ELV000698695

Internformat


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245	1	0	\|a Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1
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520			\|a Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment.
650		4	\|a Polycyclic aromatic hydrocarbons
650		4	\|a Aromatic amines
650		4	\|a Heterocyclic amines
650		4	\|a Molecular docking
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700	1		\|a Espinosa-Aguirre, Jesús Javier \|4 oth
773	0	8	\|i Enthalten in \|t Mutation research \|d Amsterdam : Elsevier, 2011 \|g 835, Seite 25-31 \|w (DE-627)30246607X \|w (DE-600)1491099-8 \|x 187-3135X \|7 nnns
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912			\|a GBV_ILN_2038
912			\|a GBV_ILN_2039
912			\|a GBV_ILN_2044
912			\|a GBV_ILN_2048
912			\|a GBV_ILN_2049
912			\|a GBV_ILN_2050
912			\|a GBV_ILN_2055
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912			\|a GBV_ILN_4393
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matchkey_str	article:1873135X:2018----::atramtgnctoslcepoacngnitersnefeobnnh
hierarchy_sort_str	2018
bklnumber	44.48
publishDate	2018
allfields	10.1016/j.mrgentox.2018.09.001 doi (DE-627)ELV000698695 (ELSEVIER)S1383-5718(18)30186-4 DE-627 ger DE-627 rda eng 050 DE-101 570 DE-600 12 ssgn BIODIV DE-30 fid WA 15000 rvk 44.48 bkl Santes-Palacios, Rebeca verfasserin (orcid)0000-0001-7310-5178 aut Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1 2018 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment. Polycyclic aromatic hydrocarbons Aromatic amines Heterocyclic amines Molecular docking Camacho-Carranza, Rafael (orcid)0000-0003-0693-8449 oth Espinosa-Aguirre, Jesús Javier oth Enthalten in Mutation research Amsterdam : Elsevier, 2011 835, Seite 25-31 (DE-627)30246607X (DE-600)1491099-8 187-3135X nnns volume:835 pages:25-31 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 WA 15000 44.48 AR 835 25-31
spelling	10.1016/j.mrgentox.2018.09.001 doi (DE-627)ELV000698695 (ELSEVIER)S1383-5718(18)30186-4 DE-627 ger DE-627 rda eng 050 DE-101 570 DE-600 12 ssgn BIODIV DE-30 fid WA 15000 rvk 44.48 bkl Santes-Palacios, Rebeca verfasserin (orcid)0000-0001-7310-5178 aut Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1 2018 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment. Polycyclic aromatic hydrocarbons Aromatic amines Heterocyclic amines Molecular docking Camacho-Carranza, Rafael (orcid)0000-0003-0693-8449 oth Espinosa-Aguirre, Jesús Javier oth Enthalten in Mutation research Amsterdam : Elsevier, 2011 835, Seite 25-31 (DE-627)30246607X (DE-600)1491099-8 187-3135X nnns volume:835 pages:25-31 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 WA 15000 44.48 AR 835 25-31
allfields_unstemmed	10.1016/j.mrgentox.2018.09.001 doi (DE-627)ELV000698695 (ELSEVIER)S1383-5718(18)30186-4 DE-627 ger DE-627 rda eng 050 DE-101 570 DE-600 12 ssgn BIODIV DE-30 fid WA 15000 rvk 44.48 bkl Santes-Palacios, Rebeca verfasserin (orcid)0000-0001-7310-5178 aut Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1 2018 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment. Polycyclic aromatic hydrocarbons Aromatic amines Heterocyclic amines Molecular docking Camacho-Carranza, Rafael (orcid)0000-0003-0693-8449 oth Espinosa-Aguirre, Jesús Javier oth Enthalten in Mutation research Amsterdam : Elsevier, 2011 835, Seite 25-31 (DE-627)30246607X (DE-600)1491099-8 187-3135X nnns volume:835 pages:25-31 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 WA 15000 44.48 AR 835 25-31
allfieldsGer	10.1016/j.mrgentox.2018.09.001 doi (DE-627)ELV000698695 (ELSEVIER)S1383-5718(18)30186-4 DE-627 ger DE-627 rda eng 050 DE-101 570 DE-600 12 ssgn BIODIV DE-30 fid WA 15000 rvk 44.48 bkl Santes-Palacios, Rebeca verfasserin (orcid)0000-0001-7310-5178 aut Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1 2018 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment. Polycyclic aromatic hydrocarbons Aromatic amines Heterocyclic amines Molecular docking Camacho-Carranza, Rafael (orcid)0000-0003-0693-8449 oth Espinosa-Aguirre, Jesús Javier oth Enthalten in Mutation research Amsterdam : Elsevier, 2011 835, Seite 25-31 (DE-627)30246607X (DE-600)1491099-8 187-3135X nnns volume:835 pages:25-31 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 WA 15000 44.48 AR 835 25-31
allfieldsSound	10.1016/j.mrgentox.2018.09.001 doi (DE-627)ELV000698695 (ELSEVIER)S1383-5718(18)30186-4 DE-627 ger DE-627 rda eng 050 DE-101 570 DE-600 12 ssgn BIODIV DE-30 fid WA 15000 rvk 44.48 bkl Santes-Palacios, Rebeca verfasserin (orcid)0000-0001-7310-5178 aut Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1 2018 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment. Polycyclic aromatic hydrocarbons Aromatic amines Heterocyclic amines Molecular docking Camacho-Carranza, Rafael (orcid)0000-0003-0693-8449 oth Espinosa-Aguirre, Jesús Javier oth Enthalten in Mutation research Amsterdam : Elsevier, 2011 835, Seite 25-31 (DE-627)30246607X (DE-600)1491099-8 187-3135X nnns volume:835 pages:25-31 GBV_USEFLAG_U SYSFLAG_U GBV_ELV FID-BIODIV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_224 GBV_ILN_370 GBV_ILN_602 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4313 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4338 GBV_ILN_4393 WA 15000 44.48 AR 835 25-31
language	English
source	Enthalten in Mutation research 835, Seite 25-31 volume:835 pages:25-31
sourceStr	Enthalten in Mutation research 835, Seite 25-31 volume:835 pages:25-31
format_phy_str_mv	Article
institution	findex.gbv.de
topic_facet	Polycyclic aromatic hydrocarbons Aromatic amines Heterocyclic amines Molecular docking
dewey-raw	050
isfreeaccess_bool	false
container_title	Mutation research
authorswithroles_txt_mv	Santes-Palacios, Rebeca @@aut@@ Camacho-Carranza, Rafael @@oth@@ Espinosa-Aguirre, Jesús Javier @@oth@@
publishDateDaySort_date	2018-01-01T00:00:00Z
hierarchy_top_id	30246607X
dewey-sort	250
id	ELV000698695
language_de	englisch
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author	Santes-Palacios, Rebeca
spellingShingle	Santes-Palacios, Rebeca ddc 050 ddc 570 ssgn 12 fid BIODIV rvk WA 15000 bkl 44.48 misc Polycyclic aromatic hydrocarbons misc Aromatic amines misc Heterocyclic amines misc Molecular docking Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1
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topic_title	050 DE-101 570 DE-600 12 ssgn BIODIV DE-30 fid WA 15000 rvk 44.48 bkl Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1 Polycyclic aromatic hydrocarbons Aromatic amines Heterocyclic amines Molecular docking
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title	Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1
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title_full	Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1
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title_sort	bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome p4501a1
title_auth	Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1
abstract	Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment.
abstractGer	Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment.
abstract_unstemmed	Cytochrome P4501A1 (CYP1A1) is an important enzyme of procarcinogen activation. We have studied bacterial (Ames test) mutagenicity resulting from mutagen activation by recombinant human or rat CYP1A1. Mutagenicity depends on both the chemical group and species-specific activation: polycyclic aromatic hydrocarbons showed higher (5-7-fold) mutagenic activity when activated by the human enzyme, whereas heterocyclic amines were more mutagenic (5-75-fold) in the presence of the rat enzyme. With regard to the two aromatic amines tested, only 2-aminoanthracene showed a clear species preference, activated 3-fold more effectively by human than by rat CYP1A1. We also analyzed in silico the binding of these compounds to the human and rat enzyme catalytic sites, identifying residues expected to participate in ligand recognition. A phenylalanine residue was involved in CYP-mutagen stabilization through π-π stacking. Variations in the three-dimensional conformations and distances to the heme groups may contribute to differences between human and rat CYP-substrate interactions. In conclusion, CYP1A1 shows significant differences between species, in terms of mutagen activation, which should be considered in the context of human risk assessment.
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title_short	Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1
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author2	Camacho-Carranza, Rafael Espinosa-Aguirre, Jesús Javier
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doi_str	10.1016/j.mrgentox.2018.09.001
up_date	2024-07-06T18:52:06.102Z
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Bacterial mutagenicity of selected procarcinogens in the presence of recombinant human or rat cytochrome P4501A1

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