Li Jiang, Kitagawa Teizo
Graduate School of Life Science, University of Hyogo, Kamigori-cho, Aku-gum, 678-1297, Hyogo, Japan.
Methods Mol Biol. 2014;1146:377-400. doi: 10.1007/978-1-4939-0452-5_15.
Flavin is a general name given to molecules having the heteroaromatic ring system of 7,8-dimethylisoalloxazine but practically means riboflavin (Rfl), flavin adenine dinucleotide (FAD), and flavin mononucleotide (FMN) in biological systems, whose structures are illustrated in Fig. 1, together with the atomic numbering scheme and ring numbering of the isoalloxazine moiety. As the isoalloxazine skeleton cannot be synthesized in human cells, it is obtained from diet as Rfl (vitamin B2). FAD and FMN can act as cofactors in flavoenzymes but Rfl does not. Most flavoenzymes catalyze redox reactions of substrates (Miura, Chem Rec 1:183-194, 2001). When O2 serves as the oxidant in the oxidation half cycle of an enzymic reaction, the enzyme is called "flavo-oxidase" but when others do, the enzyme is called "flavo-dehydrogenase." The difference between the two types of oxidative catalysis arises from delicate differences in the π-electron distributions in the isoalloxazine ring, which can be revealed by Raman spectroscopy (Miura, Chem Rec 1:183-194, 2001). Since a flavin is an extremely versatile molecule, the scientific field including chemistry, biochemistry, and enzymology is collectively called "flavonology." It was found recently, however, that the flavin also acts as a chromophore to initiate light-induced DNA repair and signal transductions (Sancar, Chem Rev 103:2203-2237, 2003).
黄素是一个通用名称,用于指具有7,8 - 二甲基异咯嗪杂芳环系统的分子,但在生物系统中实际上指的是核黄素(Rfl)、黄素腺嘌呤二核苷酸(FAD)和黄素单核苷酸(FMN),其结构如图1所示,同时还给出了异咯嗪部分的原子编号方案和环编号。由于异咯嗪骨架无法在人体细胞中合成,它作为Rfl(维生素B2)从饮食中获取。FAD和FMN可作为黄素酶的辅因子,但Rfl不行。大多数黄素酶催化底物的氧化还原反应(Miura,《化学评论》1:183 - 194,2001)。当O2在酶促反应的氧化半周期中作为氧化剂时,该酶被称为“黄素氧化酶”,但当其他物质作为氧化剂时,该酶被称为“黄素脱氢酶”。这两种氧化催化类型的差异源于异咯嗪环中π电子分布的细微差异,这可以通过拉曼光谱揭示(Miura,《化学评论》1:183 - 194,2001)。由于黄素是一种极其通用的分子,包括化学、生物化学和酶学在内的科学领域被统称为“黄素学”。然而,最近发现黄素还作为发色团启动光诱导的DNA修复和信号转导(Sancar,《化学评论》103:2203 - 2237,2003)。