The effect of oxidative degradation of Dopa-melanin on its basic physicochemical properties and photoreactivity

IF 3.9 3区 医学 Q2 CELL BIOLOGY Pigment Cell & Melanoma Research Pub Date : 2024-05-27 DOI:10.1111/pcmr.13176
Krystian Mokrzyński, Andrzej Żądło, Grzegorz Szewczyk, Michal Sarna, Theodore G. Camenisch, Shosuke Ito, Kazumasa Wakamatsu, Tadeusz Sarna
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Abstract

Melanin, particularly eumelanin, is commonly viewed as an efficient antioxidant and photoprotective pigment. Nonetheless, the ability of melanin to photogenerate reactive oxygen species and sensitize the formation of cyclobutane pyrimidine dimers may contribute to melanin-dependent phototoxicity. The phototoxic potential of melanin depends on a variety of factors, including molecular composition, redox state, and degree of aggregation. Using complementary spectroscopic and analytical methods we analyzed the physicochemical properties of Dopa-melanin, a synthetic model of eumelanin, subjected to oxidative degradation induced by aerobic photolysis or exposure to 0.1 M hydrogen peroxide. Both modes of oxidative degradation were accompanied by dose-dependent bleaching of melanin and irreversible modifications of its paramagnetic, ion- and electron-exchange and antioxidant properties. Bleached melanin exhibited enhanced efficiency to photogenerate singlet oxygen in both UVA and short-wavelength visible light. Although chemical changes of melanin subunits, including a relative increase of DHICA content and disruption of melanin polymer induced by oxidative degradation were considered, these two mechanisms may not be sufficient for a satisfactory explanation of the elevated photosensitizing ability of the bleached eumelanin. This study points out possible adverse changes in the photoprotective and antioxidant properties of eumelanin that could occur in pigmented tissues after exposure to high doses of intense solar radiation.

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多巴-黑色素氧化降解对其基本理化特性和光活性的影响。
黑色素,尤其是黑色素,通常被视为一种高效的抗氧化剂和光保护色素。然而,黑色素在光照下生成活性氧和敏化环丁烷嘧啶二聚体的能力可能会导致黑色素依赖性光毒性。黑色素的光毒性潜力取决于多种因素,包括分子组成、氧化还原状态和聚集程度。我们使用互补光谱和分析方法分析了多巴黑色素的理化特性,多巴黑色素是一种合成的黑色素模型,在有氧光解或暴露于 0.1 M 过氧化氢的条件下会发生氧化降解。在这两种氧化降解模式下,黑色素都会发生剂量依赖性漂白,其顺磁性、离子和电子交换性以及抗氧化性也会发生不可逆的改变。漂白后的黑色素在 UVA 和短波长可见光下光生成单线态氧的效率都有所提高。虽然考虑到了黑色素亚基的化学变化,包括 DHICA 含量的相对增加和氧化降解引起的黑色素聚合物的破坏,但这两种机制可能不足以令人满意地解释漂白后黑色素光敏能力的提高。这项研究指出,色素组织在暴露于高强度太阳辐射后,黑色素的光保护和抗氧化特性可能会发生不利变化。
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来源期刊
Pigment Cell & Melanoma Research
Pigment Cell & Melanoma Research 医学-皮肤病学
CiteScore
8.90
自引率
2.30%
发文量
54
审稿时长
6-12 weeks
期刊介绍: Pigment Cell & Melanoma Researchpublishes manuscripts on all aspects of pigment cells including development, cell and molecular biology, genetics, diseases of pigment cells including melanoma. Papers that provide insights into the causes and progression of melanoma including the process of metastasis and invasion, proliferation, senescence, apoptosis or gene regulation are especially welcome, as are papers that use the melanocyte system to answer questions of general biological relevance. Papers that are purely descriptive or make only minor advances to our knowledge of pigment cells or melanoma in particular are not suitable for this journal. Keywords Pigment Cell & Melanoma Research, cell biology, melatonin, biochemistry, chemistry, comparative biology, dermatology, developmental biology, genetics, hormones, intracellular signalling, melanoma, molecular biology, ocular and extracutaneous melanin, pharmacology, photobiology, physics, pigmentary disorders
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