Chemiluminescence associated with singlet oxygen reactions with amino acids, peptides and proteins

Simple item page
dc.contributor.authorAlarcon, Emilio
dc.contributor.authorHenriquez, Carola
dc.contributor.authorAspee, Alexis
dc.contributor.authorLissi, Eduardo A.
dc.date.accessioned2024-01-10T12:04:36Z
dc.date.available2024-01-10T12:04:36Z
dc.date.issued2007
dc.description.abstractLow level chemiluminescence (CL) is observed after protein oxidation mediated by singlet oxygen produced in Rose Bengal (RB) irradiation. This CL lasts for several minutes after the end of the photolysis. In this work, the mechanism of the process was assessed from the spectral characteristics of the CL and the effect of antioxidants (Trolox or ascorbate), Ebselen (a compound with peroxidase-like activity), azide (a singlet oxygen scavenger) and D2O, added prior to or after RB irradiation. It is concluded that most of the light emission is due to formation of excited states generated in the decomposition of peroxides and/or hydroperoxides accumulated during the photolysis. Experiments carried out in the presence of several amino acids (Cys, Met, His, Tyr and Trp) and di- and tripeptides suggest that peroxides (and/or hydroperoxides) of Trp residues are mainly responsible for the CL observed after singlet oxygen-mediated protein oxidation. The much weaker CL observed after the oxidation of proteins without Trp residues supports this conclusion. A comparison of the results obtained employing free Trp, Ala-Trp and Trp-Ala dipeptides, Ala-Trp-Ala tripeptide and Trp-containing proteins supports the conclusion that blocking the amino group of the Trp moiety strongly increases the efficiency of the chemilummescent process, producing approximate to 2.5x10(-8) photons per oxidized Trp group in Alla-Trp. A mechanism comprising two chemiluminescent oxidation pathways of Trp residues is proposed to explain the results.
dc.format.extent6 páginas
dc.fuente.origenWOS
dc.identifier.doi10.1562/2006-07-25-RA-983
dc.identifier.eissn1751-1097
dc.identifier.issn0031-8655
dc.identifier.pubmedidMEDLINE:17034271
dc.identifier.urihttps://doi.org/10.1562/2006-07-25-RA-983
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/75842
dc.identifier.wosidWOS:000247327400002
dc.information.autorucQuímica;Alarcón E;S/I;160256
dc.issue.numero3
dc.language.isoen
dc.nota.accesoSin adjunto
dc.pagina.final480
dc.pagina.inicio475
dc.publisherWILEY
dc.revistaPHOTOCHEMISTRY AND PHOTOBIOLOGY
dc.rightsregistro bibliográfico
dc.subjectVISIBLE CHEMI-LUMINESCENCE
dc.subjectOXIDATION
dc.subjectTRYPTOPHAN
dc.subjectKINETICS
dc.subjectHYDROPEROXIDE
dc.subjectMECHANISM
dc.subjectLIVER
dc.subjectPEROXIDES
dc.subjectBRAIN
dc.subjectASSAY
dc.subject.ods03 Good Health and Well-being
dc.subject.odspa03 Salud y bienestar
dc.titleChemiluminescence associated with singlet oxygen reactions with amino acids, peptides and proteins
dc.typeartículo
dc.volumen83
sipa.codpersvinculados160256
sipa.indexWOS
sipa.indexScopus
sipa.trazabilidadCarga SIPA;09-01-2024
Files
Original bundle
Now showing 1 - 1 of 1
Thumbnail Image
Name:
Chemiluminescence associated with singlet oxygen reactions with amino acids peptides and proteins.pdf
Size:
3.07 KB
Format:
Adobe Portable Document Format
Description:
Download
Collections
Artículos de revistas