摘要
对5-氨基荧光素的合成进行了系统的研究。以4-硝基邻苯二甲酸、间苯二酚、氯化锌为原料合成硝基荧光素,收率为85.0%;再分别采用硫化钠和硫氢化钠混合物,多硫化钠、氯化亚锡、氢气和骨架镍还原所得硝基荧光素混合物,得到5(6)-氨基荧光素混合物;在质量分数为6%的盐酸中重结晶分离得到了5位和6位氨基荧光素异构体,其收率分别为39.6%和14.5%。用荧光分光光度计测定了5-氨基荧光素的荧光强度、最大激发波长和最大吸收波长。同时用HPLC检测了产物纯度,产物结构经红外光谱、核磁共振谱、质谱确证。
The synthesis of aminofluorescein, an important fluorescein probe, was studied systematically. A nitrofluorescein compound was obtained from 4-nitrophthalic acid and resoreinol in the presence of zinc chloride by melting reaction with a yield of 85.0%. Reduction of the nitrofluorescein compound with Na2 S/ NariS, Na2S 2, SnCl2, or H2/Raney nickel yielded aminofluorescein compounds. 5-Aminofluorescein and 6-aminofluorescein were isolated by recrystallization of the obtained mixture in 6% hydrochloric acid with 39.6% and 14.5% yields respectively. The fluorescence intensity of the product, λEX and λEM, were determined with a fluorometer. The purities of the products were identified with HPLC, and the structures of the products were charac-terized by 1H NMR, ^13C NMR, IR and MS.
出处
《应用化学》
CAS
CSCD
北大核心
2006年第2期193-197,共5页
Chinese Journal of Applied Chemistry
关键词
氨基荧光素
硝基荧光素
还原
分离
aminofluorescein, nitrofluorescein, reduction, separation
