Rapid Fluorescence Detection of Glutamic Acid and Aspartic Acid by Spirocyclic Rhodamine 6G Hydrazide

doi:10.7517/j.issn.1674-0475.180103

Abstract

Abstract: A spirocyclic rhodamine 6G hydrazide was used as fluorescence probe to detect glutamic acid and aspartic acid in aqueous solution. Both sample solution emitted 550 nm green light in 1 minute (the excitation wavelength is 500 nm).The detection limit can be as low as 7×10^-8 mol/L and 1.4×10^-7 mol/L respectively. Finally, the mechanism of selective and rapid fluorescence detection for glutamic acid and aspartic acid was analyzed.

Key words: spirocyclic rhodamine 6G hydrazide, fluorescence probe, glutamic acid, aspartic acid, rapid fluorescence detection

XIE Xiange, XIA Fangyuan, HUANG Suqin, PENG Xiaowei, FU Yan, WANG Xiaomei, TAO Xutang. Rapid Fluorescence Detection of Glutamic Acid and Aspartic Acid by Spirocyclic Rhodamine 6G Hydrazide[J]. Imaging Science and Photochemistry, 2018, 36(4): 315-323.

References

[1] 邱瑜, 陈红专, 金正均. 谷氨酸神经细胞毒作用的新途径——谷氨酸/胱氨酸转运体介导机制[J]. 中国药理学通报, 2000, 16(3):251-253. Qiu Y, Chen H Z, Jin Z J. The new pathway of glutamic nerve cell toxicity:glutamic/cysteine transporter mediated mechanism[J]. Chinese Pharmacological Bulletin, 2000, 16(3):251-253.
[2] 陈莎莎, 刘希江, 许爱军, 曹菲, 田玉科. 骨癌痛大鼠脑脊液谷氨酸含量的检测及意义[J]. 实用医学杂志, 2010, 26(9):1512-1514. Chen S S, Liu X J, Xu A J, Cao F, Tian Y K. Detection and significance of cerebrospinal fluid glutamic in rats with bone cancer[J]. The Journal of Practical Medicine, 2010, 26(9):1512-1514.
[3] 刘建芳, 侯艳宁, 刘会臣. 柱前衍生-电化学检测HPLC法测定大鼠脑内的谷氨酸和γ-氨基丁酸[J]. 解放军药学学报, 2000, 16(6):299-302. Liu J F, Hou Y N, Liu H C. Determination of glutamic and gamma-aminobutyric acid in rats brain by electrochemical detection HPLC[J]. Pharmaceutical Journal of Chinese People's Liberation Army, 2000, 16(6):299-302.
[4] 叶欣, 于健春, 冯逢, 何桂珍, 樊跃平,胡凌, 孙非, 金征宇. ¹H磁共振波谱无创检测手术创伤前后新西兰兔后肢肌肉谷氨酰胺、谷氨酸的总含量[J]. 中国医学科学院学报, 2008, 30(2):201-207. Ye X, Yu J C, Fen F, He G Z, Fan Y P, Hu L, Sun F, Jin Z Y. The total content of the glutamine and glutamic in the hind limbs of New Zealand rabbits, muscle before and after the trauma of the operation of ¹H magnetic resonance spectroscopy[J]. Acta Academiae Medicinae Sinicae, 2008, 30(2):201-207.
[5] 李新玲, 李炳源. 高效液相色谱法检测玻璃体中的谷氨酸研究[J]. 南通大学学报(医学版), 2006, 26(4):272-273. Li X L, Li B Y. The study of glutamic acid in vitreous body was detected by HPLC[J]. Journal of Nantong University:Medical Sciences, 2006, 26(4):272-273.
[6] 吴健, 邓留杰, 郭利芬, 周新钦, 廖洛,段广才, 李季伦. 毛细管电泳法检测转化液中谷氨酰胺和谷氨酸[J]. 食品科学, 2008, 29(4):328-331. Wu J, Deng L J, Guo L F, Zhou X X, Liao L, Duan G C, Li J L. Transglutaminamide and glutamic acid were detected by capillary electrophoresis[J]. Food Science, 2008, 29(4):328-331.
[7] Wang F Y, Zhou L, Zhao C C, Wang R, Fei Q, Luo S H, Guo Z Q, Tian H, Zhu W H. A dual-response BODIPY-based fluorescent probe for the discrimination of glutathione from cystein and homocystein[J]. Chemical Science, 2015, 6(4):2584-2589.
[8] Hou J L, Song F Y, Wang L, Guo W, Cheng Y X, Zhu C J. In situ generated 1:1 Zn(Ⅱ)-containing polymer complex sensor for highly enantioselective recognition of N-Boc-protected alanine[J]. Macromolecules, 2012, 45(19):7835-7842.
[9] Zhang M, Yu M X, Li F Y, Zhu M W, Li M Y, Gao Y H, Li L, Liu Z Q, Zhang J P, Zhang D Q, Yi T, Huang C H. A highly selective fluorescence turn-on sensor for cysteine/homocysteine and its application in bioimaging[J]. Journal of the American Chemical Society, 2007, 129(34):10322-10323.
[10] Zhang Z, Zheng Y, Hang W, Yan X, Zhao Y. Sensitive and selective off-on rhodamine hydrazide fluorescent che-mosensor for hypochlorous acid detection and bioimaging[J]. Talanta, 2011, 85(1):779-786.
[11] Zeng X, Dong L, Wu C, Mu L, Xue S F, Tao Z. Highly sensitive chemosensor for Cu(Ⅱ) and Hg(Ⅱ) based on the tripodal rhodamine receptor[J]. Sensors and Actuators B:Chemical, 2009, 141(2):506-510.
[12] Thomas R, Kazumi S. Detection of nitric oxide and nitrite by using a Rhodamine-type fluorescent indicator[J]. Analytical Communications, 1998, 35(6):195-197.
[13] 刘建芳, 侯艳宁, 刘会臣. 柱前衍生-电化学检测HPLC法测定大鼠脑内的谷氨酸和γ-氨基丁酸[J]. 解放军药学学报, 2000, 16(6):299-302. Liu J F, Hou Y N, Liu H C. Determination of glutamic and γ-aminobutyric acid in rat brain by HPLC with pre-column derivation and electrochemical detection[J]. Pharmaceutical Journal of Chinese People's Liberation Army, 2000, 16(6):299-302.
[14] 付彩霞. 氨基酸在溶液中存在形式与pH值的关系[J]. 高师理科学刊, 2010, 30(4):73-76. Fu C X. The relationship between the form of amino acid in solution and pH value[J]. Journal of Science of Teachers' Collegeand University, 2010, 30(4):73-76.