Discovery of New Phenylacetone Monooxygenase Variants for the Development of Substituted Indigoids through Biocatalysis

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dc.article.number12544
dc.catalogadorgjm
dc.contributor.authorNúñez Navarro, Nicolás Ernesto
dc.contributor.authorSalazar Muñoz, Javier Alonso
dc.contributor.authorCastillo Suzarte, Francisco Javier
dc.contributor.authorRamírez Sarmiento, César Antonio
dc.contributor.authorPoblete Castro, Ignacio
dc.contributor.authorZacconi, Flavia C. M.
dc.contributor.authorParra, Loreto
dc.date.accessioned2023-08-24T20:43:40Z
dc.date.available2023-08-24T20:43:40Z
dc.date.issued2022
dc.description.abstractIndigoids are natural pigments obtained from plants by ancient cultures. Romans used them mainly as dyes, whereas Asian cultures applied these compounds as treatment agents for several diseases. In the modern era, the chemical industry has made it possible to identify and develop synthetic routes to obtain them from petroleum derivatives. However, these processes require high temperatures and pressures and large amounts of solvents, acids, and alkali agents. Thus, enzyme engineering and the development of bacteria as whole-cell biocatalysts emerges as a promising green alternative to avoid the use of these hazardous materials and consequently prevent toxic waste generation. In this research, we obtained two novel variants of phenylacetone monooxygenase (PAMO) by iterative saturation mutagenesis. Heterologous expression of these two enzymes, called PAMOHPCD and PAMOHPED, in E. coli was serendipitously found to produce indigoids. These interesting results encourage us to characterize the thermal stability and enzyme kinetics of these new variants and to evaluate indigo and indirubin production in a whole-cell system by HPLC. The highest yields were obtained with PAMOHPCD supplemented with L-tryptophan, producing ~3000 mg/L indigo and ~130.0 mg/L indirubin. Additionally, both enzymes could oxidize and produce several indigo derivatives from substituted indoles, with PAMOHPCD being able to produce the well-known Tyrian purple. Our results indicate that the PAMO variants described herein have potential application in the textile, pharmaceutics, and semiconductors industries, prompting the use of environmentally friendly strategies to obtain a diverse variety of indigoids.
dc.fechaingreso.objetodigital2023-08-24
dc.fuente.origenSCOPUS
dc.identifier.doi10.3390/ijms232012544
dc.identifier.eissn1422-2067
dc.identifier.issn1661-6596
dc.identifier.pubmedid36293414
dc.identifier.scopusidSCOPUS_ID:85140818212
dc.identifier.urihttps://www.mdpi.com/1422-0067/23/20/12544
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/74491
dc.information.autorucEscuela de Química; Núñez Navarro, Nicolás Ernesto; S/I; 195209
dc.information.autorucEscuela de Química; Salazar Muñoz, Javier Alonso; 0000-0001-6969-9321; 1059920
dc.information.autorucEscuela de Química; Castillo Suzarte, Francisco Javier; 0000-0001-7930-1604; 155693
dc.information.autorucInstituto de Ingeniería Biológica y Médica; Ramírez Sarmiento, César Antonio; 0000-0003-4647-903X; 1037905
dc.information.autorucEscuela de Química; Zacconi, Flavia C. M.; 0000-0002-3676-0453; 1011127
dc.information.autorucEscuela de Ingeniería; Parra, Loreto; S/I; 226815
dc.issue.numero20
dc.language.isoen
dc.nota.accesoContenido completo
dc.revistaInternational Journal of Molecular Sciences
dc.rightsacceso abierto
dc.subjectBaeyer-Villiger monooxygenase
dc.subjectBiocatalysis
dc.subjectEco-friendly dye
dc.subjectIndigo derivatives
dc.subjectIndole
dc.subjectL-tryptophan
dc.subjectPhenylacetone monooxygenase
dc.subject.ddc570
dc.subject.deweyBiologíaes_ES
dc.titleDiscovery of New Phenylacetone Monooxygenase Variants for the Development of Substituted Indigoids through Biocatalysis
dc.typeartículo
dc.volumen23
sipa.codpersvinculados195209
sipa.codpersvinculados1059920
sipa.codpersvinculados155693
sipa.codpersvinculados1037905
sipa.codpersvinculados1011127
sipa.codpersvinculados226815
sipa.indexSCOPUS
sipa.trazabilidadSCOPUS;10-11-2022
sipa.trazabilidadORCID;2023-08-21
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