| 张鹏超,王升,吴品,汤昆,张付利.化学通报,2016,79(5):455-458. |
| 新型含羧戊基不对称五甲川菁染料的合成及蛋白标记 |
| Synthesis of new asymmetric pentamethine cyanine dye containing carboxypentyl and Protein labeling |
| 投稿时间：2015-08-25 修订日期：2015-10-15 |
| DOI： |
| 中文关键词: 羧戊基 吲哚菁染料 半菁合成法 荧光 标记蛋白 |
| 英文关键词:carboxypentyl indocyanine dyes hemicyanine syntheticism fluorescence protein labeling |
| 基金项目:国家自然科学基金项目（21202036）资助 |
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| 摘要点击次数: 3398 |
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| 中文摘要: |
| 以磺酸基苯肼和7-甲基-8-氧代壬酸为原料合成了2,3-二甲基-3-羧戊基-3H-吲哚-5-磺酸；以2,3,3-三甲基-3H-吲哚-5-磺酸和1,3-丙磺酸内酯为原料合成了1-磺酸丙基-2,3,3-三甲基-3H-吲哚-5-磺酸；然后通过半菁合成法合成了一种新型水溶性不对称五甲川吲哚菁染料(Cy5)。并用1H NMR、HRMS表征了目标化合物结构，检测了目标化合物的光谱性质，初步探讨了化合物在生物标示方面的应用。结果表明，用自制C18反相硅胶分离柱分离,即可得到目标化合物，收率57%。染料具有良好的水溶性和光稳定性，水溶液的最大紫外吸收波长和最大荧光发射波长分别为646nm和666nm，荧光量子产率为0.2，用n(活化菁染料)：n(牛血清蛋白)=2：1标记蛋白，D/P值为1.56。 |
| 英文摘要: |
| 2,3-Dimethyl-3-carboxypentyl-3H-indol-5-sulfonic acid was synthesized with 4-hydrazinylbenzenesulfonic acid and 7-methyl-8-oxo-nonanoic acid. 1-sulfopropyl-2,3,3-trimethyl-3H-indol-5-sulfonic acid was synthesized with 2,3,3-trimethyl-3H-indol-5-sulfonic acid and 1,3-propane sultone. A new water-soluble asymmetric pentamethine indocyanine dye(Cy5) was prepared by hemicyanine syntheticism. which was separated by the self-made C18 reversed-phase chromatographic column and the yield was 57%. Their structures were confirmed by 1H NMR and HRMS. The spectral properties and biological labeling application of the Cy5 was detected and explored. The water-solubility and photostability of the dye are excellent，he maximum absorption and fluorescence emission wavelengths in water were 646nm and 666nm,the fluorescence quantum yield reaches 0.2,the D/P of protein labeling was 1.56 when the molar ratio of dye to BSA was 2:1. |
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