Kasai S, Sugimoto K, Miura R, Yamano T, Matsui K
J Biochem. 1983 Feb;93(2):397-402. doi: 10.1093/oxfordjournals.jbchem.a134193.
8-Fluoro-8-demethylriboflavin was shown to be a potential active-site-directed reagent for flavoproteins. It reacted with the nucleophiles of N-acetylcysteine (-SH), N-acetyltyrosine (-OH), alpha-N-acetyllysine, and glycine (epsilon- and alpha-NH2, respectively) under fairly mild conditions, and the reaction products were identified. The reactivity of the fluoroflavin was higher than that of 8-chloro-8-demethylriboflavin, which reacted only with the cysteine derivative among the amino acid derivatives used, and whose pseudo first order rate constant at 23 degrees C was 1/23 of that of the fluoroflavin. The reactivity of the fluoroflavin was also estimated by 13C and 19F NMR spectroscopy. The results showed that this compound is more reactive than the chloroflavin.
8-氟-8-去甲基核黄素被证明是一种潜在的针对黄素蛋白的活性位点导向试剂。它在相当温和的条件下与N-乙酰半胱氨酸（-SH）、N-乙酰酪氨酸（-OH）、α-N-乙酰赖氨酸和甘氨酸（分别为ε-和α-NH2）的亲核试剂发生反应，并对反应产物进行了鉴定。氟代黄素的反应活性高于8-氯-8-去甲基核黄素，后者在所使用的氨基酸衍生物中仅与半胱氨酸衍生物反应，其在23℃下的伪一级速率常数是氟代黄素的1/23。还通过13C和19F核磁共振光谱法评估了氟代黄素的反应活性。结果表明，该化合物比氯代黄素更具反应活性。
