Photodegradation of eumelanin and pheomelanin and its pathophysiological implications

S Ito, K Wakamatsu, T Sarna - Photochemistry and …, 2018 - Wiley Online Library
Eumelanin is photoprotective for pigmented tissues while pheomelanin is phototoxic. In this
review, we summarize current understanding of how eumelanin and pheomelanin structures …

UVA‐induced oxidative degradation of melanins: fission of indole moiety in eumelanin and conversion to benzothiazole moiety in pheomelanin

K Wakamatsu, Y Nakanishi, N Miyazaki… - Pigment cell & …, 2012 - Wiley Online Library
Eumelanin is photoprotective while pheomelanin is phototoxic to pigmented tissues.
Ultraviolet A (UVA)‐induced tanning seems to result from the photooxidation of pre‐existing …

Roles of reactive oxygen species in UVA‐induced oxidation of 5, 6‐dihydroxyindole‐2‐carboxylic acid‐melanin as studied by differential spectrophotometric method

S Ito, M Kikuta, S Koike, G Szewczyk… - Pigment cell & …, 2016 - Wiley Online Library
Eumelanin photoprotects pigmented tissues from ultraviolet (UV) damage. However, UVA‐
induced tanning seems to result from the photooxidation of preexisting melanin and does …

[HTML][HTML] The pro-oxidant activity of pheomelanin is significantly enhanced by UVA irradiation: Benzothiazole moieties are more reactive than benzothiazine moieties

H Tanaka, Y Yamashita, K Umezawa, T Hirobe… - International journal of …, 2018 - mdpi.com
It is generally considered that eumelanin (EM) is photoprotective while pheomelanin (PM) is
phototoxic. A recent study using a mouse model demonstrated that PM produces reactive …

Chemical analysis of late stages of pheomelanogenesis: conversion of dihydrobenzothiazine to a benzothiazole structure

K Wakamatsu, K Ohtara, S Ito - Pigment Cell & Melanoma …, 2009 - Wiley Online Library
Pheomelanogenesis is a complex pathway that starts with the oxidation of tyrosine (or
DOPA, 3, 4‐dihydroxyphenylalanine) by tyrosinase in the presence of cysteine, which …

Photoaging of human retinal pigment epithelium is accompanied by oxidative modifications of its eumelanin

S Ito, A Pilat, W Gerwat, CMB Skumatz… - Pigment cell & …, 2013 - Wiley Online Library
Although photodegradation of the retinal pigment epithelium (RPE) melanin may contribute
to the etiology of age‐related macular degeneration, the molecular mechanisms of this …

Photochemistry and photobiology of melanogenic metabolites: formation of free radicals

WH Koch, MR Chedekel - Photochemistry and photobiology, 1987 - Wiley Online Library
Normal melanocytes produce specialized subcellular organelles called melanosomes within
which the biochemical processes of melanogenesis occurs. During sunlight‐induced …

Aggregation of eumelanin mitigates photogeneration of reactive oxygen species

JB Nofsinger, Y Liu, JD Simon - Free Radical Biology and Medicine, 2002 - Elsevier
Melanins protect tissue by absorption and rapid nonradiative, nonreactive dissipation of
ultraviolet (UV) light. However, melanins also produce reactive oxygen species (ROS) upon …

[PDF][PDF] Has removal of excess cysteine led to the evolution of pheomelanin? Pheomelanogenesis as an excretory mechanism for cysteine

I Galvan, G Ghanem, AP Møller - BioEssays, 2012 - ismaelgalvan.com
Most of the research into melanins has focused on eumelanin [4]. However, there is
increasing knowledge of the physical and chemical properties of pheomelanin and …

Photoprotective actions of natural and synthetic melanins

ES Krol, DC Liebler - Chemical research in toxicology, 1998 - ACS Publications
Melanins are thought to be important modulators of photochemistry in skin. Eumelanin, a
black-brown pigment, is believed to protect against UV-induced photodamage, whereas …