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Cited by 72Circadian rhythm and melatoninNeutrophil, Myeloperoxidase and Oxidative Mechanismsbioluminescence and chemiluminescence research

Myeloperoxidase-catalyzed oxidation of melatonin by activated neutrophils

de Oliveira Silva, Sueli, Ximenes, Valdecir F., Catalani, Luiz Henrique, Campa, Ana·2000·Biochemical and Biophysical Research Communications
DOI 10.1006/bbrc.2000.3993
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Abstract

In the presence of hydrogen peroxide, horseradish peroxidase (HRP) catalyzes the production of N(1)-acetyl-N(2)-formyl-5-methoxykynuramine from melatonin. This reaction consumes oxygen and exhibits chemiluminescence in the 440-540 nm region. The excited cleavage product derived from the thermolysis of an intermediate dioxetane is suggested to be the emitting species. Chemiluminescence and the indole ring cleavage product were also observed when HRP/H(2)O(2) was replaced by phorbol myristate acetate or opsonized zymosan-activated neutrophils. Azide, a myeloperoxidase inhibitor, strongly suppressed melatonin oxidation. Superoxide dismutase has a strong inhibitory effect on light emission but catalase and uric acid are without effect on the emission. The oxidation of melatonin by activated neutrophils may be relevant to the in vivo functions of myeloperoxidase and melatonin. The possible biological implication of melatonin oxidation by neutrophils, especially in inflammatory conditions, is discussed.

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Crossref · 10.1006/bbrc.2000.3993

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  • Trp• reacts very rapidly with O2•− with second-order rate constants k in the range 0.7-2.2 × 10^9 M−1 s−1, mainly giving hydroperoxides in almost quantitative yields.

    “Trp• reacts very rapidly with O2•− with second order rate constants, k, in the range 0.7–2.2 × 109 M−1 s−1, the main initial products being hydroperoxides, in almost quantitative yields [145,146,147,148,149,150,151], Figure 56.”

    From Superoxide Anion Chemistry—Its Role at the Core of the Innate Immunity (2023) · cites this paper as [148]

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Authors
de Oliveira Silva, S., Ximenes, V. F., Catalani, L. H., & Campa, A.
Affiliations
Universidade de São Paulo (BR)
ORCID
Venue
Biochemical and Biophysical Research Communications
Publisher
Elsevier BV
Published
2000-12
Volume
279
Issue
2
Pages
657-662
ISSN
0006-291X (ISSN-L)
DOI
10.1006/bbrc.2000.3993
OpenAlex
W2166677591
Cited by
72
References
33
Citations by year
2026: 1 · 2023: 1 · 2021: 2 · 2020: 1 · 2019: 1 · 2018: 3 · 2017: 2 · 2015: 3 · 2014: 1 · 2013: 1 · 2012: 4
FWCI
1.98
Type
journal article
Language
en
Open access
closed
Licence
Locations
  • Biochemical and Biophysical Research Communications (publishedVersion)
  • PubMed (publishedVersion)
Funders
  • Fundação de Amparo à Pesquisa do Estado de São Paulo
  • Conselho Nacional de Desenvolvimento Científico e Tecnológico
Topics
  • Life Sciences › Neuroscience › Endocrine and Autonomic Systems › Circadian rhythm and melatonin
  • Life Sciences › Immunology and Microbiology › Immunology › Neutrophil, Myeloperoxidase and Oxidative Mechanisms
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › bioluminescence and chemiluminescence research
Keywords
myeloperoxidase, neutrophils, horseradish peroxidase, chemiluminescence, dioxetane intermediate, phorbol myristate acetate, opsonized zymosan, azide inhibition, superoxide dismutase, catalase, uric acid, inflammatory diseases
MeSH terms
Catalase, Horseradish Peroxidase, Humans, Hydrogen Peroxide, Kinetics, Luminescent Measurements, Melatonin, Peroxidase, Neutrophils, Oxidation-Reduction, Spectrophotometry, Superoxide Dismutase, Tetradecanoylphorbol Acetate, Free Radical Scavengers, Neutrophil Activation, In Vitro Techniques

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