Microwave-Assisted Synthesis and Spectral Properties of Some Benzoindohemicyanine and Benzoindodimethine Cyanine Dyes as well as the Interaction with Biomolecules

doi:10.6023/cjoc1107291

Chin. J. Org. Chem. ›› 2012, Vol. ›› Issue (03): 567-573.DOI: 10.6023/cjoc1107291 Previous Articles Next Articles

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苯并吲哚半菁、二次甲基菁染料的微波合成、光谱性能及其与生物分子的相互作用

康琼^a, 范芳丽^a, 毕渭滨^b, 黄怡^c, 付义乐^a, 王兰英^a

a 西北大学化学与材料科学学院合成与天然功能分子化学教育部重点实验室西安 710069;
b 西北大学凝聚态物理与材料研究所西安 710069;
c 咸阳师范学院化学系咸阳 712000

收稿日期:2011-07-29 修回日期:2011-10-14 发布日期:2012-03-24
通讯作者: 王兰英 E-mail:wanglany@nwu.edu.cn
基金资助:
陕西省自然科学基金(No. SJ08B04)、陕西省教育厅科学研究基金(No. 11JK0558)及西北大学研究生创新基金交叉学科(No. 09YJC20)资助项目.

Microwave-Assisted Synthesis and Spectral Properties of Some Benzoindohemicyanine and Benzoindodimethine Cyanine Dyes as well as the Interaction with Biomolecules

Kang Qiong^a, Fan Fangli^a, Bi Weibin^b, Huang Yi^c, Fu Yile^a, Wang Lanying^a

a Key Laboratory of Synthetic and Natural Functional Molecule Chemistry Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710069;
b Institute of Condensed Matter Physics & Materials, Northwest University, Xi'an 710069;
c Department of Chemistry, Xianyang Normal University, Xianyang 712000

Received:2011-07-29 Revised:2011-10-14 Published:2012-03-24
Supported by:
Project supported by the Natural Science Foundation of Shaanxi Province (No. SJ08B04), the Special Science Research Foundation of Shaanxi Education Committee (No. 11JK0558) and the Graduate Cross-discipline Funds of Northwest University (No. 09YJC20).

Two series of benzoindocyanine dyes H1～H4 and F1～F4 were synthesized with the assistance of microwave irradiation under solvent-free condition using N-alkyl-2,3,3-trimethyl-4,5-benzoindole phosphate hexafluoropropylene and dimethylaminobenzaldehyde or indole-3-aldehyde as materials and piperidine as catalyst. All of the compounds were characterized by UV-Vis, ¹H NMR, IR techniques and elemental analysis. Their absorption spectral properities in different solvents were also investigated. The results showed that the λ_max of the dyes showed hypochromatic shifts with the increase of polarity in protic solvents, and bathochromic shifts with the decrease of polarity in aprotic solvents. The interactions of prepared dyes H3 and F2 with salmon sperm DNA, bovine serum albumin, muramidase, amylase and chymotrypsin were investigated, respectively. The results showed that the fluorescence intensity of H3 increased with the increase of DNA concentration.

Key words: benzoindocyanine dye, microwave synthesis, spectral property, DNA, protein

Cite this article

Kang Qiong, Fan Fangli, Bi Weibin, Huang Yi, Fu Yile, Wang Lanying. Microwave-Assisted Synthesis and Spectral Properties of Some Benzoindohemicyanine and Benzoindodimethine Cyanine Dyes as well as the Interaction with Biomolecules[J]. Chin. J. Org. Chem., 2012, (03): 567-573.

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苯并吲哚半菁、二次甲基菁染料的微波合成、光谱性能及其与生物分子的相互作用

Microwave-Assisted Synthesis and Spectral Properties of Some Benzoindohemicyanine and Benzoindodimethine Cyanine Dyes as well as the Interaction with Biomolecules

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