Functional diversity of cytochrome P450s of the white-rot fungus Phanerochaete chrysosporium.
Identifieur interne : 000885 ( Main/Exploration ); précédent : 000884; suivant : 000886Functional diversity of cytochrome P450s of the white-rot fungus Phanerochaete chrysosporium.
Auteurs : Fumiko Matsuzaki [Japon] ; Hiroyuki WariishiSource :
- Biochemical and biophysical research communications [ 0006-291X ] ; 2004.
Descripteurs français
- KwdFr :
- Acide benzoïque (métabolisme), Acides coumariques (métabolisme), Alcanes (composition chimique), Alcanes (métabolisme), Anti-infectieux (métabolisme), Anticoagulants (métabolisme), Antifongiques (métabolisme), Camphre (métabolisme), Cinnamates (métabolisme), Coumarines (composition chimique), Coumarines (métabolisme), Cyclohexanols (métabolisme), Cytochrome P-450 enzyme system (métabolisme), Dérivés du benzène (métabolisme), Eucalyptol (MeSH), Monoterpènes (métabolisme), Parabènes (métabolisme), Phanerochaete (enzymologie), Propionates (MeSH), Protéines fongiques (métabolisme).
- MESH :
- composition chimique : Alcanes, Coumarines.
- enzymologie : Phanerochaete.
- métabolisme : Acide benzoïque, Acides coumariques, Alcanes, Anti-infectieux, Anticoagulants, Antifongiques, Camphre, Cinnamates, Coumarines, Cyclohexanols, Cytochrome P-450 enzyme system, Dérivés du benzène, Monoterpènes, Parabènes, Protéines fongiques.
- Eucalyptol, Propionates.
English descriptors
- KwdEn :
- Alkanes (chemistry), Alkanes (metabolism), Anti-Infective Agents (metabolism), Anticoagulants (metabolism), Antifungal Agents (metabolism), Benzene Derivatives (metabolism), Benzoic Acid (metabolism), Camphor (metabolism), Cinnamates (metabolism), Coumaric Acids (metabolism), Coumarins (chemistry), Coumarins (metabolism), Cyclohexanols (metabolism), Cytochrome P-450 Enzyme System (metabolism), Eucalyptol (MeSH), Fungal Proteins (metabolism), Monoterpenes (metabolism), Parabens (metabolism), Phanerochaete (enzymology), Propionates (MeSH).
- MESH :
- chemical , chemistry : Alkanes, Coumarins.
- chemical , metabolism : Alkanes, Anti-Infective Agents, Anticoagulants, Antifungal Agents, Benzene Derivatives, Benzoic Acid, Camphor, Cinnamates, Coumaric Acids, Coumarins, Cyclohexanols, Cytochrome P-450 Enzyme System, Fungal Proteins, Monoterpenes, Parabens.
- chemical : Eucalyptol, Propionates.
- enzymology : Phanerochaete.
Abstract
The functional diversity of cytochrome P450s (P450s) of the white-rot basidiomycete, Phanerochaete chrysosporium, was studied. A series of compounds known to be P450 substrates of other organisms were utilized for metabolic studies of P. chrysosporium. Metabolic conversions of benzoic acid, camphor, 1,8-cineol, cinnamic acid, p-coumaric acid, coumarin, cumene, 1,12-dodecanediol, 1-dodecanol, 4-ethoxybenzoic acid, and 7-ethoxycoumarin were observed with P. chrysosporium for the first time. 1-Dodecanol was hydroxylated at seven different positions to form 1,12-, 1,11-, 1,10-, 1,9-, 1,8-, 1,7-, and 1,6-dodecandiols. The effect of piperonyl butoxide, a P450 inhibitor, on the fungal conversion of 1-dodecanol was also investigated, indicating that hydroxylation reactions of 1-dodecanol were inhibited by piperonyl butoxide in a concentration-dependent manner. With 11 substrates, 23 hydroxylation reactions and 2 deethylation reactions were determined and 6 products were new with the position of hydroxyl group incorporated. In conclusion, fungal P450s were shown to have diverse and unique functions.
DOI: 10.1016/j.bbrc.2004.09.062
PubMed: 15465031
Affiliations:
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(metabolism)</term><term>Anticoagulants (metabolism)</term><term>Antifungal Agents (metabolism)</term><term>Benzene Derivatives (metabolism)</term><term>Benzoic Acid (metabolism)</term><term>Camphor (metabolism)</term><term>Cinnamates (metabolism)</term><term>Coumaric Acids (metabolism)</term><term>Coumarins (chemistry)</term><term>Coumarins (metabolism)</term><term>Cyclohexanols (metabolism)</term><term>Cytochrome P-450 Enzyme System (metabolism)</term><term>Eucalyptol (MeSH)</term><term>Fungal Proteins (metabolism)</term><term>Monoterpenes (metabolism)</term><term>Parabens (metabolism)</term><term>Phanerochaete (enzymology)</term><term>Propionates (MeSH)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Acide benzoïque (métabolisme)</term><term>Acides coumariques (métabolisme)</term><term>Alcanes (composition chimique)</term><term>Alcanes (métabolisme)</term><term>Anti-infectieux (métabolisme)</term><term>Anticoagulants (métabolisme)</term><term>Antifongiques (métabolisme)</term><term>Camphre (métabolisme)</term><term>Cinnamates (métabolisme)</term><term>Coumarines (composition chimique)</term><term>Coumarines (métabolisme)</term><term>Cyclohexanols (métabolisme)</term><term>Cytochrome P-450 enzyme system (métabolisme)</term><term>Dérivés du benzène (métabolisme)</term><term>Eucalyptol (MeSH)</term><term>Monoterpènes (métabolisme)</term><term>Parabènes (métabolisme)</term><term>Phanerochaete (enzymologie)</term><term>Propionates (MeSH)</term><term>Protéines fongiques (métabolisme)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Alkanes</term><term>Coumarins</term></keywords><keywords scheme="MESH" type="chemical" qualifier="metabolism" xml:lang="en"><term>Alkanes</term><term>Anti-Infective Agents</term><term>Anticoagulants</term><term>Antifungal Agents</term><term>Benzene Derivatives</term><term>Benzoic Acid</term><term>Camphor</term><term>Cinnamates</term><term>Coumaric Acids</term><term>Coumarins</term><term>Cyclohexanols</term><term>Cytochrome P-450 Enzyme System</term><term>Fungal Proteins</term><term>Monoterpenes</term><term>Parabens</term></keywords><keywords scheme="MESH" type="chemical" xml:lang="en"><term>Eucalyptol</term><term>Propionates</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Alcanes</term><term>Coumarines</term></keywords><keywords scheme="MESH" qualifier="enzymologie" xml:lang="fr"><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="enzymology" xml:lang="en"><term>Phanerochaete</term></keywords><keywords scheme="MESH" qualifier="métabolisme" xml:lang="fr"><term>Acide benzoïque</term><term>Acides coumariques</term><term>Alcanes</term><term>Anti-infectieux</term><term>Anticoagulants</term><term>Antifongiques</term><term>Camphre</term><term>Cinnamates</term><term>Coumarines</term><term>Cyclohexanols</term><term>Cytochrome P-450 enzyme system</term><term>Dérivés du benzène</term><term>Monoterpènes</term><term>Parabènes</term><term>Protéines fongiques</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Eucalyptol</term><term>Propionates</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The functional diversity of cytochrome P450s (P450s) of the white-rot basidiomycete, Phanerochaete chrysosporium, was studied. A series of compounds known to be P450 substrates of other organisms were utilized for metabolic studies of P. chrysosporium. Metabolic conversions of benzoic acid, camphor, 1,8-cineol, cinnamic acid, p-coumaric acid, coumarin, cumene, 1,12-dodecanediol, 1-dodecanol, 4-ethoxybenzoic acid, and 7-ethoxycoumarin were observed with P. chrysosporium for the first time. 1-Dodecanol was hydroxylated at seven different positions to form 1,12-, 1,11-, 1,10-, 1,9-, 1,8-, 1,7-, and 1,6-dodecandiols. The effect of piperonyl butoxide, a P450 inhibitor, on the fungal conversion of 1-dodecanol was also investigated, indicating that hydroxylation reactions of 1-dodecanol were inhibited by piperonyl butoxide in a concentration-dependent manner. With 11 substrates, 23 hydroxylation reactions and 2 deethylation reactions were determined and 6 products were new with the position of hydroxyl group incorporated. In conclusion, fungal P450s were shown to have diverse and unique functions.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">15465031</PMID><DateCompleted><Year>2004</Year><Month>12</Month><Day>28</Day></DateCompleted><DateRevised><Year>2018</Year><Month>11</Month><Day>30</Day></DateRevised><Article PubModel="Print"><Journal><ISSN IssnType="Print">0006-291X</ISSN><JournalIssue CitedMedium="Print"><Volume>324</Volume><Issue>1</Issue><PubDate><Year>2004</Year><Month>Nov</Month><Day>05</Day></PubDate></JournalIssue><Title>Biochemical and biophysical research communications</Title><ISOAbbreviation>Biochem Biophys Res Commun</ISOAbbreviation></Journal><ArticleTitle>Functional diversity of cytochrome P450s of the white-rot fungus Phanerochaete chrysosporium.</ArticleTitle><Pagination><MedlinePgn>387-93</MedlinePgn></Pagination><Abstract><AbstractText>The functional diversity of cytochrome P450s (P450s) of the white-rot basidiomycete, Phanerochaete chrysosporium, was studied. A series of compounds known to be P450 substrates of other organisms were utilized for metabolic studies of P. chrysosporium. Metabolic conversions of benzoic acid, camphor, 1,8-cineol, cinnamic acid, p-coumaric acid, coumarin, cumene, 1,12-dodecanediol, 1-dodecanol, 4-ethoxybenzoic acid, and 7-ethoxycoumarin were observed with P. chrysosporium for the first time. 1-Dodecanol was hydroxylated at seven different positions to form 1,12-, 1,11-, 1,10-, 1,9-, 1,8-, 1,7-, and 1,6-dodecandiols. The effect of piperonyl butoxide, a P450 inhibitor, on the fungal conversion of 1-dodecanol was also investigated, indicating that hydroxylation reactions of 1-dodecanol were inhibited by piperonyl butoxide in a concentration-dependent manner. With 11 substrates, 23 hydroxylation reactions and 2 deethylation reactions were determined and 6 products were new with the position of hydroxyl group incorporated. In conclusion, fungal P450s were shown to have diverse and unique functions.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Matsuzaki</LastName><ForeName>Fumiko</ForeName><Initials>F</Initials><AffiliationInfo><Affiliation>Faculty of Agriculture, Kyushu University, Fukuoka 812-8581, Japan.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Wariishi</LastName><ForeName>Hiroyuki</ForeName><Initials>H</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Biochem Biophys Res Commun</MedlineTA><NlmUniqueID>0372516</NlmUniqueID><ISSNLinking>0006-291X</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000473">Alkanes</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000890">Anti-Infective Agents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000925">Anticoagulants</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000935">Antifungal Agents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D001555">Benzene Derivatives</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D002934">Cinnamates</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D003373">Coumaric Acids</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D003374">Coumarins</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D003511">Cyclohexanols</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D005656">Fungal Proteins</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D039821">Monoterpenes</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D010226">Parabens</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D011422">Propionates</NameOfSubstance></Chemical><Chemical><RegistryNumber>11A386X1QH</RegistryNumber><NameOfSubstance UI="C007548">n-dodecane</NameOfSubstance></Chemical><Chemical><RegistryNumber>76-22-2</RegistryNumber><NameOfSubstance UI="D002164">Camphor</NameOfSubstance></Chemical><Chemical><RegistryNumber>8Q54S3XE7K</RegistryNumber><NameOfSubstance UI="C015763">cumene</NameOfSubstance></Chemical><Chemical><RegistryNumber>8SKN0B0MIM</RegistryNumber><NameOfSubstance UI="D019817">Benzoic Acid</NameOfSubstance></Chemical><Chemical><RegistryNumber>9035-51-2</RegistryNumber><NameOfSubstance UI="D003577">Cytochrome P-450 Enzyme System</NameOfSubstance></Chemical><Chemical><RegistryNumber>A4VZ22K1WT</RegistryNumber><NameOfSubstance UI="C030123">coumarin</NameOfSubstance></Chemical><Chemical><RegistryNumber>IBS9D1EU3J</RegistryNumber><NameOfSubstance UI="C495469">trans-3-(4'-hydroxyphenyl)-2-propenoic acid</NameOfSubstance></Chemical><Chemical><RegistryNumber>JG8Z55Y12H</RegistryNumber><NameOfSubstance UI="C038193">4-hydroxybenzoic acid</NameOfSubstance></Chemical><Chemical><RegistryNumber>RV6J6604TK</RegistryNumber><NameOfSubstance UI="D000077591">Eucalyptol</NameOfSubstance></Chemical><Chemical><RegistryNumber>U14A832J8D</RegistryNumber><NameOfSubstance UI="C029010">cinnamic acid</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000473" MajorTopicYN="N">Alkanes</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D000890" MajorTopicYN="N">Anti-Infective Agents</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D000925" MajorTopicYN="N">Anticoagulants</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D000935" MajorTopicYN="N">Antifungal Agents</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D001555" MajorTopicYN="N">Benzene Derivatives</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D019817" MajorTopicYN="N">Benzoic Acid</DescriptorName><QualifierName UI="Q000378" 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MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D003577" MajorTopicYN="N">Cytochrome P-450 Enzyme System</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D000077591" MajorTopicYN="N">Eucalyptol</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D005656" MajorTopicYN="N">Fungal Proteins</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="Y">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D039821" MajorTopicYN="N">Monoterpenes</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D010226" MajorTopicYN="N">Parabens</DescriptorName><QualifierName UI="Q000378" MajorTopicYN="N">metabolism</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D020075" MajorTopicYN="N">Phanerochaete</DescriptorName><QualifierName UI="Q000201" 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IdType="doi">10.1016/j.bbrc.2004.09.062</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>Japon</li></country><region><li>Kyūshū</li><li>Préfecture de Fukuoka</li></region><settlement><li>Fukuoka</li></settlement><orgName><li>Université de Kyūshū</li></orgName></list><tree><noCountry><name sortKey="Wariishi, Hiroyuki" sort="Wariishi, Hiroyuki" uniqKey="Wariishi H" first="Hiroyuki" last="Wariishi">Hiroyuki Wariishi</name></noCountry><country name="Japon"><region name="Kyūshū"><name sortKey="Matsuzaki, Fumiko" sort="Matsuzaki, Fumiko" uniqKey="Matsuzaki F" first="Fumiko" last="Matsuzaki">Fumiko Matsuzaki</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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