Literature DB >> 21912792

Mechanism of dioxindolylalanine formation by singlet molecular oxygen-mediated oxidation of tryptophan residues.

Graziella Eliza Ronsein1, Mauricio Cesar Bof de Oliveira, Marisa Helena Gennari de Medeiros, Paolo Di Mascio.   

Abstract

The singlet molecular oxygen-oxidation of tryptophan generates diastereoisomeric dioxindolylalanine (diOia) along with hydroperoxides, alcohols and carbonyl compounds. Mechanistic investigations based on isotopic labeling and MS/MS analyses support diOia formation through a dioxetane intermediate.

Entities:  

Year:  2011        PMID: 21912792     DOI: 10.1039/c1pp05181d

Source DB:  PubMed          Journal:  Photochem Photobiol Sci        ISSN: 1474-905X            Impact factor:   3.982


  5 in total

1.  A Photoprotective Effect by Cation-π-Interaction? Quenching of Singlet Oxygen by an Indole Cation-π Model System.

Authors:  Gary E Arevalo; David A Cagan; Charlotte G Monsour; Arman C Garcia; Alison McCurdy; Matthias Selke
Journal:  Photochem Photobiol       Date:  2020-06-20       Impact factor: 3.421

2.  Alternatives to the 'water oxidation pathway' of biological ozone formation.

Authors:  Arnold N Onyango
Journal:  J Chem Biol       Date:  2015-06-16

Review 3.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

4.  Antioxidants inhibit low density lipoprotein oxidation less at lysosomal pH: A possible explanation as to why the clinical trials of antioxidants might have failed.

Authors:  Feroz Ahmad; David S Leake
Journal:  Chem Phys Lipids       Date:  2018-03-05       Impact factor: 3.329

Review 5.  Endogenous Generation of Singlet Oxygen and Ozone in Human and Animal Tissues: Mechanisms, Biological Significance, and Influence of Dietary Components.

Authors:  Arnold N Onyango
Journal:  Oxid Med Cell Longev       Date:  2016-03-06       Impact factor: 6.543

  5 in total

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