A Reaction-Based Chemsensor for Hydrogen Sulfide Detection with Fluorescence Enhancement

doi:10.6023/cjoc201607034

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (1): 92-96.DOI: 10.6023/cjoc201607034 Previous Articles Next Articles

ARTICLE

一种荧光增强的反应型硫化氢荧光探针

周婵, 邱波, 曾毅, 陈金平, 于天君, 李嫕

中国科学院理化技术研究所光化学转换与功能材料重点实验室北京 100190

收稿日期:2016-07-20 修回日期:2016-10-08 发布日期:2016-10-18
通讯作者: 曾毅, 李嫕 E-mail:yili@mail.ipc.ac.cn;zengyi@mail.ipc.ac.cn
基金资助:
国家自然科学基金（No. 21233011）和国家重点基础研究发展计划（973计划，Nos. 2013CB834703，2013CB834505）资助项目.

A Reaction-Based Chemsensor for Hydrogen Sulfide Detection with Fluorescence Enhancement

Zhou Chan, Qiu Bo, Zeng Yi, Chen Jinping, Yu Tianjun, Li Yi

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190

Received:2016-07-20 Revised:2016-10-08 Published:2016-10-18
Supported by:
Project supported by the the National Natural Science Foundation of China(No. 21233011) and the State Key Development Program for Basic Research of China(973 Program, Nos. 2013CB834703, 2013CB834505).

A reaction-based probe 8-(2,4-dinitrophenoxy) pyrene-1-carbaldehyde(PCNP) for H₂S detection was designed and synthesized by utilizing 8-hydroxypyrene-1-carbaldehyde and dinitrophenyl ether as the reporting chromophore and the recognition unit,respectively.The probe was dissolved in phosphate buffer saline(PBS) with cetyltrimethyl ammonium bromide(CTAB),and the sensing ability toward H₂S was investigated with steady-state spectroscopy.The emission of PCNP was quenched by photoinduced electron transfer without H₂S.The fluorescence of PCNP was boosted after thiolysis reaction in the presence of H₂S,showing orange red emission.The fluorescence response was rapid and reached a maximum enhancement of about 260 times in the presence of 0.1 mmol·L^-1 H₂S,giving a reaction rate constant of 0.20 min^-1.The limit of detection of PCNP is estimated to be 0.10 μmol·L^-1.The results demonstrate that PCNP is capable of detecting H₂S rapidly,sensitively and selectively.

Cite this article

Zhou Chan, Qiu Bo, Zeng Yi, Chen Jinping, Yu Tianjun, Li Yi. A Reaction-Based Chemsensor for Hydrogen Sulfide Detection with Fluorescence Enhancement[J]. Chin. J. Org. Chem., 2017, 37(1): 92-96.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

References

[1] Lin, V. S.; Chen, W.; Xian, M.; Chang, C. J. Chem. Soc. Rev. 2015, 44, 4596.
[2] Kimura, H. Antioxid. Redox Signaling 2014, 20, 783.
[3] Paul, B. D.; Sbodio, J. I.; Xu, R. S.; Vandiver, M. S.; Cha, J. Y.; Snowman, A. M.; Snyder, S. H. Nature 2014, 509, 96.
[4] Hu, L. F.; Lu, M.; Tiong, C. X.; Dawe, G. S.; Hu, G.; Bian, J. S. Aging Cell 2010, 9, 135.
[5] Giuliani, D.; Ottani, A.; Zaffe, D.; Galantucci, M.; Strinati, F.; Lodi, R.; Guarini, S. Neurobiol. Learn. Mem. 2013, 104, 82.
[6] Gao, M.; Yu, F. B.; Chen, L. X. Prog. Chem. 2014, 26, 1065(in Chinese).(高敏, 于法标, 陈令新, 化学进展, 2014, 26, 1065.)
[7] Qian, Y.; Karpus, J.; Kabil, O.; Zhang, S. Y.; Zhu, H. L.; Banerjee, R.; Zhao, J.; He, C. Nat. Commun. 2011, 2, 495.
[8] Peng, B.; Chen, W.; Liu, C. R.; Rosser, E. W.; Pacheco, A.; Zhao, Y.; Aguilar, H. C.; Xian, M. Chem.-Eur. J. 2014, 20, 1010.
[9] Yu, H. B.; Li, H. L.; Zhang, X. F.; Xiao, Y.; Fang, P. J.; Lv, C. J.; Hou, W. Acta Chim. Sinica 2015, 73, 450(in Chinese).(于海波, 李红玲, 张新福, 肖义, 方沛菊, 吕春娇, 侯伟, 化学学报, 2015, 73, 450.)
[10] Zhao, C. C.; Zhang, X. L.; Li, K. B.; Zhu, S. J.; Guo, Z. Q.; Zhang, L. L.; Wang, F. Y.; Fei, Q.; Luo, S. H.; Shi, P.; Tian, H.; Zhu, W. H. J. Am. Chem. Soc. 2015, 137, 8490.
[11] Lippert, A. R.; New, E. J.; Chang, C. J. J. Am. Chem. Soc. 2011, 133, 10078.
[12] Zheng, Y.; Zhao, M.; Qiao, Q. L.; Liu, H. Y.; Lang, H. J.; Xu, Z. C. Dyes Pigm. 2013, 98, 367.
[13] Sun, W.; Fan, J. L.; Hu, C.; Cao, J. F.; Zhang, H.; Xiong, X. Q.; Wang, J. Y.; Cui, S.; Sun, S. G.; Peng, X. J. Chem. Commun. 2013, 49, 3890.
[14] Fan, F. L.; Jing, J. Q.; Chen, X. M. Chin. J. Org. Chem. 2014, 34, 2178(in Chinese).(范方禄, 靖金球, 陈雪梅, 有机化学, 2014, 34, 2178.)
[15] Sasakura, K.; Hanaoka, K.; Shibuya, N.; Mikami, Y.; Kimura, Y.; Komatsu, T.; Ueno, T.; Terai, T.; Kimura, H.; Naganot, T. J. Am. Chem. Soc. 2011, 133, 18003.
[16] Qu, X. Y.; Li, C. J.; Chen, H. C.; Mack, J.; Guo, Z. J.; Shen, Z. Chem. Commun. 2013, 49, 7510.
[17] Liu, J.; Guo, X. D.; Hu, R.; Liu, X. Y.; Wang, S. Q.; Li, S. Y.; Li, Y.; Yang, G. Q. Anal. Chem. 2016, 88, 1052.
[18] Fridkin, M.; Hazum, E.; Tauberfinkelstein, M.; Shaltiel, S. Arch. Biochem. Biophys. 1977, 178, 517.
[19] Liu, T. Y.; Xu, Z. C.; Spring, D. R.; Cui, J. N. Org. Lett. 2013, 15, 2310.
[20] Yuan, L.; Zuo, Q. P. Sens. Actuators, B 2014, 196, 151.
[21] Liu, Y.; Feng, G. Q. Org. Biomol. Chem. 2014, 12, 438.
[22] Cao, L. X.; Li, X. Y.; Wang, S. Q.; Li, S. Y.; Li, Y.; Yang, G. Q. Chem. Commun. 2014, 50, 8787.
[23] Qiu, B.; Zeng, Y.; Cao, L. X.; Hu, R.; Zhang, X. H.; Yu, T. J.; Chen, J. P.; Yang, G. Q.; Li, Y. RSC Adv. 2016, 6, 49158.

一种荧光增强的反应型硫化氢荧光探针

A Reaction-Based Chemsensor for Hydrogen Sulfide Detection with Fluorescence Enhancement

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 0

Recommended Articles

Metrics

Comments