应用化学

• 研究论文 • 上一篇    下一篇

苯并噻唑类核酸分子荧光探针的合成及光谱性质

陈秀英*,郭琳,郑昌戈,高海燕,安文   

  1. (江南大学化学与材料工程学院 无锡 214122)
  • 收稿日期:2011-09-30 修回日期:2011-11-24 出版日期:2012-08-10 发布日期:2012-08-10
  • 通讯作者: 陈秀英,副教授; Tel:0510-85917090; Fax:0510-85917763; E-mail:chenxiuying1975@163.com; 研究方向:精细化学品及有机发光材料
  • 基金资助:
    国家自然科学基金(20706026)资助项目,中央高校基本科研业务费专项资金(JUSRP211A12,JUSRP21110)

Synthesis and Spectral Properties of Benzothiazole Cyanine Dyes for Nucleic Acid Fluorescence Probe

CHEN Xiuying*, GUO Lin, ZHENG Changge, GAO Haiyan, AN Wen   

  1. (School of Chemical and Material Engineering,Jiangnan University,Wuxi 214122,China)
  • Received:2011-09-30 Revised:2011-11-24 Published:2012-08-10 Online:2012-08-10

摘要: 设计合成了3种两端杂环氮原子上具有不同取代基的苯并噻唑类不对称三甲川菁染料,并对染料的结构进行了表征。 测试了染料在乙醇中的吸收和荧光发射光谱,染料的最大吸收值和荧光发射值分别在629~635 nm和656~672 nm之间。 染料8、9和10的斯托克斯位移分别为23、37和27 nm。 染料在溶剂中基本无荧光,荧光量子产率小于0.021,可以极大的降低染料自身的荧光背景干扰。 染料的光降解实验表明,两端杂环氮原子苄基取代后可以明显增强染料的光稳定性。 测试循环伏安曲线得到染料的氧化电位分别为0.535、0.456和0.399 V,氧化电位越大,光降解速率常数越小,与光降解实验得到的降解速率常数结果一致。

关键词: 苯并噻唑菁染料, 核酸探针, 光降解, 循环伏安曲线, 疾病诊断

Abstract: Three novel asymmetric trimethine benzothiazole cyanine dyes with different N-substituents were designed and synthesized. The structures of the dyes were characterized, and the maximums of the spectral absorption and emission of the dyes in ethanol were found in the range of 629~635 nm and 656~672 nm. The Stokes shift values for dyes 8, 9 and 10 were 23, 37 and 27 nm, respectively. The dyes were almost non-fluorescent in solvents with a low fluorescent quantum yield of less than 0.021 in ethanol, which could reduce the background interference greatly. The photodegradation experiment showed that the introduction of benzyl group on the heteroaromatic rings improved the photostabilites of the dyes obviously. The oxidizing potentials for the dyes 8, 9 and 10 were at 0.535, 0.456 and 0.399 V vs SCE, which was consistent with the data of photodegradation experiment.

Key words: Benzothiazole cyanine dye, Nucleic acid probe, photodegradation, cyclic voltammogram, Disease diagnosis

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