Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols

Autores
Boyd, Derek R.; Sharma, Narain D.; Berberian, Victoria; Cleij, Marcel; Hardacre, Christopher; Ljubez, Vera; McConville, Gareth; Stevenson, Paul J.; Kulakov, Leonid A.; Allen, Christopher C. R.
Año de publicación
2015
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase enzymes, expressed in Pseudomonas putida wild-type and Escherichia coli recombinant strains, were used to investigate regioselectivity and stereoselectivity during dehydrogenations of arene, cyclic alkane and cyclic alkene vicinal cis-diols. The dehydrogenase-catalysed production of enantiopure cis-diols, α-ketols and catechols, using benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase, involved both kinetic resolution and asymmetric synthesis methods. The chemoenzymatic production and applications of catechol bioproducts in synthesis were investigated.
Fil: Boyd, Derek R.. The Queens University of Belfast; Irlanda
Fil: Sharma, Narain D.. The Queens University of Belfast; Irlanda
Fil: Berberian, Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. The Queens University of Belfast; Irlanda
Fil: Cleij, Marcel. The Queens University of Belfast; Irlanda
Fil: Hardacre, Christopher. The Queens University of Belfast; Irlanda
Fil: Ljubez, Vera. The Queens University of Belfast; Irlanda
Fil: McConville, Gareth. The Queens University of Belfast; Irlanda
Fil: Stevenson, Paul J.. The Queens University of Belfast; Irlanda
Fil: Kulakov, Leonid A.. The Queens University of Belfast; Irlanda
Fil: Allen, Christopher C. R.. The Queens University of Belfast; Irlanda
Materia
Alkene-/Arene-Cis-1,2-Diols
Catechols
Cis-Diol Dehydrogenases
Stereoselectivity
Α-Ketols
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/60080
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/60080
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-KetolsBoyd, Derek R.Sharma, Narain D.Berberian, VictoriaCleij, MarcelHardacre, ChristopherLjubez, VeraMcConville, GarethStevenson, Paul J.Kulakov, Leonid A.Allen, Christopher C. R.Alkene-/Arene-Cis-1,2-DiolsCatecholsCis-Diol DehydrogenasesStereoselectivityΑ-Ketolshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase enzymes, expressed in Pseudomonas putida wild-type and Escherichia coli recombinant strains, were used to investigate regioselectivity and stereoselectivity during dehydrogenations of arene, cyclic alkane and cyclic alkene vicinal cis-diols. The dehydrogenase-catalysed production of enantiopure cis-diols, α-ketols and catechols, using benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase, involved both kinetic resolution and asymmetric synthesis methods. The chemoenzymatic production and applications of catechol bioproducts in synthesis were investigated.Fil: Boyd, Derek R.. The Queens University of Belfast; IrlandaFil: Sharma, Narain D.. The Queens University of Belfast; IrlandaFil: Berberian, Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. The Queens University of Belfast; IrlandaFil: Cleij, Marcel. The Queens University of Belfast; IrlandaFil: Hardacre, Christopher. The Queens University of Belfast; IrlandaFil: Ljubez, Vera. The Queens University of Belfast; IrlandaFil: McConville, Gareth. The Queens University of Belfast; IrlandaFil: Stevenson, Paul J.. The Queens University of Belfast; IrlandaFil: Kulakov, Leonid A.. The Queens University of Belfast; IrlandaFil: Allen, Christopher C. R.. The Queens University of Belfast; IrlandaWiley VCH Verlag2015-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/60080Boyd, Derek R.; Sharma, Narain D.; Berberian, Victoria; Cleij, Marcel; Hardacre, Christopher; et al.; Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols; Wiley VCH Verlag; Advanced Synthesis & Catalysis (print); 357; 8; 5-2015; 1881-18941615-4150CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1002/adsc.201500189info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201500189info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:23:43Zoai:ri.conicet.gov.ar:11336/60080instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-10 13:23:43.581CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols
title Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols
spellingShingle Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols
Boyd, Derek R.
Alkene-/Arene-Cis-1,2-Diols
Catechols
Cis-Diol Dehydrogenases
Stereoselectivity
Α-Ketols
title_short Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols
title_full Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols
title_fullStr Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols
title_full_unstemmed Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols
title_sort Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols
dc.creator.none.fl_str_mv Boyd, Derek R.
Sharma, Narain D.
Berberian, Victoria
Cleij, Marcel
Hardacre, Christopher
Ljubez, Vera
McConville, Gareth
Stevenson, Paul J.
Kulakov, Leonid A.
Allen, Christopher C. R.
author Boyd, Derek R.
author_facet Boyd, Derek R.
Sharma, Narain D.
Berberian, Victoria
Cleij, Marcel
Hardacre, Christopher
Ljubez, Vera
McConville, Gareth
Stevenson, Paul J.
Kulakov, Leonid A.
Allen, Christopher C. R.
author_role author
author2 Sharma, Narain D.
Berberian, Victoria
Cleij, Marcel
Hardacre, Christopher
Ljubez, Vera
McConville, Gareth
Stevenson, Paul J.
Kulakov, Leonid A.
Allen, Christopher C. R.
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Alkene-/Arene-Cis-1,2-Diols
Catechols
Cis-Diol Dehydrogenases
Stereoselectivity
Α-Ketols
topic Alkene-/Arene-Cis-1,2-Diols
Catechols
Cis-Diol Dehydrogenases
Stereoselectivity
Α-Ketols
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase enzymes, expressed in Pseudomonas putida wild-type and Escherichia coli recombinant strains, were used to investigate regioselectivity and stereoselectivity during dehydrogenations of arene, cyclic alkane and cyclic alkene vicinal cis-diols. The dehydrogenase-catalysed production of enantiopure cis-diols, α-ketols and catechols, using benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase, involved both kinetic resolution and asymmetric synthesis methods. The chemoenzymatic production and applications of catechol bioproducts in synthesis were investigated.
Fil: Boyd, Derek R.. The Queens University of Belfast; Irlanda
Fil: Sharma, Narain D.. The Queens University of Belfast; Irlanda
Fil: Berberian, Victoria. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. The Queens University of Belfast; Irlanda
Fil: Cleij, Marcel. The Queens University of Belfast; Irlanda
Fil: Hardacre, Christopher. The Queens University of Belfast; Irlanda
Fil: Ljubez, Vera. The Queens University of Belfast; Irlanda
Fil: McConville, Gareth. The Queens University of Belfast; Irlanda
Fil: Stevenson, Paul J.. The Queens University of Belfast; Irlanda
Fil: Kulakov, Leonid A.. The Queens University of Belfast; Irlanda
Fil: Allen, Christopher C. R.. The Queens University of Belfast; Irlanda
description Benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase enzymes, expressed in Pseudomonas putida wild-type and Escherichia coli recombinant strains, were used to investigate regioselectivity and stereoselectivity during dehydrogenations of arene, cyclic alkane and cyclic alkene vicinal cis-diols. The dehydrogenase-catalysed production of enantiopure cis-diols, α-ketols and catechols, using benzene cis-diol dehydrogenase and naphthalene cis-diol dehydrogenase, involved both kinetic resolution and asymmetric synthesis methods. The chemoenzymatic production and applications of catechol bioproducts in synthesis were investigated.
publishDate 2015
dc.date.none.fl_str_mv 2015-05
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/60080
Boyd, Derek R.; Sharma, Narain D.; Berberian, Victoria; Cleij, Marcel; Hardacre, Christopher; et al.; Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols; Wiley VCH Verlag; Advanced Synthesis & Catalysis (print); 357; 8; 5-2015; 1881-1894
1615-4150
CONICET Digital
CONICET
url http://hdl.handle.net/11336/60080
identifier_str_mv Boyd, Derek R.; Sharma, Narain D.; Berberian, Victoria; Cleij, Marcel; Hardacre, Christopher; et al.; Arene cis-Diol Dehydrogenase-Catalysed Regio- and Stereoselective Oxidation of Arene-, Cycloalkane- and Cycloalkene-cis-diols to Yield Catechols and Chiral α-Ketols; Wiley VCH Verlag; Advanced Synthesis & Catalysis (print); 357; 8; 5-2015; 1881-1894
1615-4150
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/adsc.201500189
info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201500189
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1842981311839469568
score 12.48226

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