The Synthesis and Properties of a pH Fluorescent Probe with Dual-Responsive Ranges

LIU Tian; LUO Qianyu; HUANG Zijie; ZHENG Zhenkai; OU Zhiqi; MA Lijun

doi:10.6054/j.jscnun.2020025

Journal of South China Normal University (Natural Science Edition) > 2020 > 52(2): 41-45. > DOI: 10.6054/j.jscnun.2020025

LIU Tian, LUO Qianyu, HUANG Zijie, ZHENG Zhenkai, OU Zhiqi, MA Lijun. The Synthesis and Properties of a pH Fluorescent Probe with Dual-Responsive Ranges[J]. Journal of South China Normal University (Natural Science Edition), 2020, 52(2): 41-45. DOI: 10.6054/j.jscnun.2020025

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The Synthesis and Properties of a pH Fluorescent Probe with Dual-Responsive Ranges

School of Chemistry, South China Normal University, Guangzhou 510006, China

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Received Date: July 09, 2019
Available Online: March 21, 2021

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Abstract

Abstract

A pH fluorescent probe capable of detecting both acidic and alkaline ranges was designed and synthesized from pyrene-1-carboxaldehyde and 3, 4-dihydroxybenzaldehyde. The spectroscopic experiment results show that in dimethyl sulfoxide (volume fraction being 30%) aqueous solution, the probe has colorimetric and fluorescence responses for detecting pH in both pH < 6.0 and pH>9.5, the pK_a values being 4.69 and 10.40, respectively, while there is almost no similar recognition of other ions under the same conditions. Therefore, the probe has a specific recognition response for pH detection in the acidic and alkaline ranges.
- 3, 4-dihydroxybenzaldehyde,
- dual-responsive,
- pH probe

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[1]	WU Y C, YOU J Y, JIANG K, et al. Novel benzimidazole-based ratiometric fluorescent probes for acidic pH[J]. Dyes and Pigments, 2018, 149:1-7. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=ef2b649445fe4e7d156ae89491a35e37
[2]	HAMILTON G R C, SAHOO S K, KAMILA S, et al. Optical probes for the detection of protons, and alkali and alkaline earth metal cations[J]. Chemical Society Reviews, 2015, 44(13):4415-4432. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=78a237b16aa1c47782e344a662a6b9f0
[3]	YUE Y, HUO F, LEE S, et al. A review:the trend of progress about pH probes in cell application in recent years[J]. Analyst, 2017, 142(1):30-41. http://cn.bing.com/academic/profile?id=df088b51e62235a3ed6df4da861fd985&encoded=0&v=paper_preview&mkt=zh-cn
[4]	LIU Z, LI G, WANG Y, et al. Quinoline-based ratiometric fluorescent probe for detection of physiological pH changes in aqueous solution and living cells[J]. Talanta, 2019, 192:6-13. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=f951a8a0797a7d3506dbc8845947dc38
[5]	WENCEL D, ABEL T, MCDONAGH C. Optical chemical pH sensors[J]. Analytical Chemistry, 2013, 86(1):15-29. http://d.old.wanfangdata.com.cn/NSTLQK/NSTL_QKJJ0224104326/
[6]	GE Y, WEI P, WANG T, et al. A simple fluorescent probe for monitoring pH in cellsbased on new fluorophorepyrido[1, 2-a] benzimidazole[J]. Sensors and Actuators B:Chemical, 2018, 254:314-320. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=e57ca6c635058ee228df18dd5cfe1b7f
[7]	KIANI M J, RAZAK M A A, HARUN F K, et al. SWCNT-based biosensor modelling for pH detection[J]. Journal of Nanomaterials, 2015, 16(1):1-7. http://cn.bing.com/academic/profile?id=63206e4fd6ea387af24b28faab1358e5&encoded=0&v=paper_preview&mkt=zh-cn
[8]	LI Y Z, WANG X P. Study on pH determination based on voltammetric ion-selective electrode[J]. China Measurement Test, 2014, 40:47-50. http://en.cnki.com.cn/Article_en/CJFDTotal-SYCS201401016.htm
[9]	ZHOU J, ZHANG L, TIAN Y. Micro electrochemical pH sensor applicable for real-time ratiometric monitoring of pH values in rat brains[J]. Analytical Chemistry, 2016, 88(4):2113-2118. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=0cbb61ed51d2d703ce29d461c845da00
[10]	MA L J, CHEN Z, ZHOU H Q, et al. A medium-controlled fluorescent enhancement probe for Ag⁺ and Cu²⁺ derived from pyrene-containing schiff base[J]. Journal of Photochemistry and Photobiology A:Chemistry, 2019, 379:5-10. doi: 10.1016/j.jphotochem.2019.05.007
[11]	CHAO J B, WANG H J, ZHANG Y B, et al. A single pH fluorescent probe for biosensing and imaging of extreme acidity and extreme alkalinity[J]. Analytica Chimica Acta, 2017, 975:52-60. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=5dc22ccf5f65b4f53eb84595724d07b3
[12]	GE J, FAN L, ZHANG K, et al. A two-photon ratiometric fluorescent probe for effective monitoring of lysosomal pH in live cells and cancer tissues[J]. Sensors and Actuators B:Chemical, 2018, 262:913-921. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=0bc34d48be300fe0a56be016fd53ea11
[13]	WANG F, LIU D, SHEN Y, et al. A two-photon mitochondria-targeted fluorescent probe for the detection of pH fluctuation in tumor and living cells[J]. Dyes and Pigments, 2019, 166:92-97. http://cn.bing.com/academic/profile?id=baee86557a38747000d793b5896c2995&encoded=0&v=paper_preview&mkt=zh-cn
[14]	LIU M, LV Y, JIE X, et al. A super-sensitive ratiometric fluorescent probe for monitoring intracellular subtle pH fluctuation[J]. Sensors and Actuators B:Chemical, 2018, 273:167-175. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=fcd50fa415ed86a7856dff8df67ab954
[15]	唐健, 李煦田, 梁凤娇, 等.一种色氨酸修饰的苯并呋咱类碱性荧光探针的合成与性能研究[J].华南师范大学学报(自然科学版), 2015, 47(1):65-68. doi: 10.6054/j.jscnun.2014.06.003 TANG J, LI X T, LIANG F J, et al.Synthesis and properties of a fluorescent probe based on tryptophan modified benzoxadiazol for OH^-[J]. Journal of South China Normal University (Natural Science Edition), 2015, 47(1):65-68. doi: 10.6054/j.jscnun.2014.06.003
[16]	ZHU Q, LI Z, MU L, et al. A quinoline-based fluorometric and colorimetric dual-modal pH probe and its application in bioimaging[J]. Spectrochimica Acta Part A:Molecular and Biomolecular Spectroscopy, 2018, 188:230-236. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=dd4fe01ba2758b6451bffd038bfbf4b7
[17]	KUMAR A, PANDITH A, KIM H S. Pyrene-appended imidazolium probe for 2, 4, 6-trinitrophenol in water[J]. Sensors and Actuators B:Chemical, 2016, 231:293-301. http://cn.bing.com/academic/profile?id=12c0386052b4f1866be03c8ee4cd74d2&encoded=0&v=paper_preview&mkt=zh-cn
[18]	CHAO J, SONG K, ZHANG Y, et al. A pyrene-based colorimetric and fluorescent pH probe with large stokes shift and its application in bioimaging[J]. Talanta, 2018, 189:150-156. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=07ff3205b8c4d271e3a1adc4a7890b16
[19]	CHAO J, LI M, ZHANG Y, et al. A simple fluorescent pH probe and its application in cells[J]. Chemical Papers, 2019, 73(6):1481-1488. http://cn.bing.com/academic/profile?id=0cd75fee6eb5aaa77b92aab815008074&encoded=0&v=paper_preview&mkt=zh-cn
[20]	SAMANTA S, MANNA U, DAS G. White-light emission from simple AIE-ESIPT-excimer tripled single molecular system[J]. New Journal of Chemistry, 2017, 41(3):1064-1072. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=4f5b52c77acd8b4d43df71109e5a2049
[21]	BISSELL R A, DE SILVA A P, GUNARATNE H Q N, et al. pK_a was calculated by the equation:pK_a=pH+lg[(F_max-F)/(F-F_min)][J]. Chemical Society Reviews, 1992, 21:187-195. http://d.old.wanfangdata.com.cn/OAPaper/oai_pubmedcentral.nih.gov_109178
[22]	ZHANG M, ZHENG S, MA L J, et al. Dansyl-8-aminoquinoline as a sensitive pH fluorescent probe with dual-responsive ranges in aqueous solutions[J]. Spectro-chimica Acta Part A:Molecular and Biomolecular Spectro-scopy, 2014, 124:682-686. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=e3d47be58a4a25f340503cea74e0d8be

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