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半胱氨酸对黑色素合成的“非常规”作用

The "Unconventional" Effect of Cysteine on the Synthesis of Melanin.

作者信息

Vercruysse Koen P

机构信息

Chemistry Department, Tennessee State University, 3500 John A. Merritt Blvd., Nashville, Tennessee 37209, United States.

出版信息

ACS Omega. 2024 May 16;9(21):22794-22800. doi: 10.1021/acsomega.4c00889. eCollection 2024 May 28.

Abstract

This report details some of our observations regarding the impact of cysteine on the air-mediated oxidation of catecholamines, particularly epinephrine. The intent was to synthesize light-colored, pheomelanin-like materials. Pheomelanin is commonly described as a material generated from a mixture of catecholamines and cysteine. However, we observed that (1) the presence of cysteine resulted in a concentration-dependent delay in the onset of color formation and (2) the presence of cysteine resulted in darker, more eumelanin-like materials. These effects were particularly impactful in the case of epinephrine. More elaborate studies involving other amino acids or scaled-up reactions were conducted with epinephrine as the precursor. These studies show that other amino acids, , methionine or serine, could lead to darker materials, but none were as impactful as cysteine. Although our results are in contrast to typical descriptions regarding the impact of cysteine on the synthesis of melanin, they may reflect crucial differences between the synthesis of pheomelanin.

摘要

本报告详细介绍了我们关于半胱氨酸对儿茶酚胺(尤其是肾上腺素)空气介导氧化影响的一些观察结果。目的是合成浅色的、类褐黑素材料。褐黑素通常被描述为由儿茶酚胺和半胱氨酸混合物生成的材料。然而,我们观察到:(1)半胱氨酸的存在导致颜色形成开始出现浓度依赖性延迟;(2)半胱氨酸的存在导致生成颜色更深、更类似真黑素的材料。这些影响在肾上腺素的情况下尤为显著。以肾上腺素为前体进行了涉及其他氨基酸或放大反应的更详细研究。这些研究表明,其他氨基酸,如蛋氨酸或丝氨酸,可能会导致生成颜色更深的材料,但没有一种像半胱氨酸那样有显著影响。尽管我们的结果与关于半胱氨酸对黑色素合成影响的典型描述相反,但它们可能反映了褐黑素合成之间的关键差异。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/746a/11137686/7c972f66f142/ao4c00889_0001.jpg

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