Abstract
A fluorescence ratio sensor based on dansyl-peptide, Dansyl-Glu-Cys-Glu-Glu-Trp-NH2 (D-P5), was efficiently synthesized by Fmoc solid phase peptide synthesis. The sensor exhibits high selectivity and sensitivity for Ag+ over 16 metal ions in 100 mM sodium perchlorate and 50 mM 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid buffer solution by fluorescence resonance energy transfer. The 1:1 binding stoichiometry of the sensor and Ag+ is measured by fluorescence ratio response and the job’s plot. The dissociation constant of the sensor with Ag+ was calculated to be 6.4 × 10−9 M, which indicates that the sensor has an effective binding affinity for Ag+. In addition, the limit of detection of the sensor for Ag+ was determined to be 80 nM, which also indicates that the sensor has a high sensitivity to Ag+. Result showed that the sensor is an excellent Ag+ sensor under neutral condition. Furthermore, this sensor displays good practicality for Ag+ detection in river water samples without performing tedious sample pretreatment, as well as for silver chloride detection.
Similar content being viewed by others
Data Availability
The data used to support the findings of this study are included within the article.
References
Calixto S, Ganzherli N, Gulyaev S, Figueroa-Gerstenmaier S (2018) Gelatin as a photosensitive material. Molecules 23:2064
Li CW, Li QL, Long XY, Li TT, Zhao JX, Zhang K, E SF, Zhang J, Li Z, Yao YG (2017) In situ generation of photosensitive silver halide for improving theconductivity of electrically conductive adhesives. ACS Appl Mater Inter 9:29047–29054
Fromm KM (2011) Give silver a shine. Nat Chem 3:178
Miao P, Tang YG, Wang L (2017) DNA modified Fe3O4@Au magnetic nanoparticles as selective probes for simultaneous detection of heavy metal ions. Acs Appl Mater Inter 93:3940–3947
Hashim MA, Mukhopadhyay S, Sahu JN, Sengupta BJ (2011) Remediation technologies for heavy metal contaminated groundwater. J Environ Manag 92:2355–2388
Carter KP, Young AM, Palmer AE (2014) Fluorescent sensors for measuring metal ions in living systems. Chem Rev 114:4564–4601
Qian XH, Xu ZC (2015) Fluorescence imaging of metal ions implicated in diseases. Chem Soc Rev 44:4487–4493
Zhang JF, Zhou Y, Yoon J, Kim JS (2011) Recent progress in fluorescent and colorimetric chemosensors for detection of precious metal ions (silver, gold and platinum ions). Chem Soc Rev 40:3416–3429
Boonkitpatarakul K, Wang J, Niamnont N, Liu B, Mcdonald L, Pang Y, Sukwattanasinitt M (2016) Novel turn-on fluorescent sensors with mega stokes shifts for dual detection of Al3+ and Zn2+. Acs Sens 1:144–150
Wei Y, Li BM, Wang X, Duan YX (2014) Magnified fluorescence detection of silver(I) ion in aqueous solutions by using nano-graphite-DNA hybrid and DNase I. Biosens Bioelectron 58:276–281
Cao YJ, Wu W, Wang S, Peng H, Hu XG, Yu Y (2016) Monolayer g-C3N4 fluorescent sensor for sensitive and selective colorimetric detection of silver ion from aqueous samples. J Fluoresc 26:739–744
US EPA (1994) “Method 200.8: Determination of trace elements in waters and wastes by inductively coupled plasma-mass spectrometry,” Revision 5.4. Cincinnati, OH. https://www.epa.gov/esam/epa-method-2008-determination-trace-elements-waters-and-wastes-inductively-coupled-plasma-mass
Wan JJ, Duan WX, Chen K, Tao YD, Dang J, Zeng KH, Ge YS, Wu J, Liu D (2018) Selective and sensitive detection of Zn(II) ion using a simple peptide-based sensor. Sensor Actuat B-Chem 255:49–56
Lin YC, Zheng YF, Guo YC, Yang YL, Li HB, Fang Y, Wang C (2018) Peptide-functionalized carbon dots for sensitive and selective Ca2+ detection. Sensor Actuat B-Chem 273:1654–1659
Xu JB, Liu N, Hao CW, Han QQ, Duan YL, Wu J (2019) A novel fluorescence “on-off-on” peptide-based chemosensor for imultaneous detection of Cu2+, Ag+ and S2−. Sensor Actuat B-Chem 280:129–137
Wang B, Li HW, Gao Y, Zhang HY, Wu YQ (2011) A multifunctional fluorescence probe for the detection of cations in aqueous solution: the versatility of probes based on peptides. J Fluoresc 21:1921–1931
Donadio G, Martino RD, Oliva R, Petraccone L, Vecchio PD, Luccia BD, Ricca E, Isticato R, Donato AD, Notomista E (2016) A new peptide-based fluorescent probe selective or zinc(II) and copper(II). J Mater Chem B 4:6979–6988
Wang P, Zhou DG, Chen B (2018) High selective and sensitive detection of Zn(II) using tetrapeptide-based dansyl fluorescent chemosensor and its application in cell imaging. Spectrochim Acta A 204:735–742
Wang C, Sun LL, Zhao Q (2019) A simple aptamer molecular beacon assay for rapid detection of aflatoxin B1. Chinese Chem Lett 30:1017–1020
Bayraktutan T (2020) Investigation of photophysical and binding properties of rose bengal dye on graphene oxide and polyethyleneimine-functionalized graphene oxide nanocomposites. Chem Pap 74:3017–3024
Bayraktutan T (2019) Molecular interaction between cationic polymer polyethyleneimine and rose bengal dye: a spectroscopic study. J Turk Chem Soc Sect A-Chem 6:311–318
Li G, Tao F, Liu Q, Wang L, Wei Z, Zhu F, Chen W, Sun H, Zhou Y (2016) A highly selective and reversible water-soluble polymer based-colorimetric chemosensor for rapid detection of Cu2+ in pure aqueous solution. New J Chem 40:4513–4518
Yue QL, Shen TF, Wang JT, Wang L, Xu SL, Li HB, Liu JF (2013) A reusable biosensor for detecting mercury(II) at the subpicomolar level based on “turn-on” resonance light scattering. Chem Commun 49:1750–1752
Shen TF, Yue QL, Jiang XX, Wang L, Xu SL, Li HB, Gu XH, Zhang SQ, Liu JF (2013) A reusable and sensitive biosensor for total mercury in canned fish based on fluorescence polarization. Talanta 117:81–86
Wang LJ, Jia LP, Ma RN, Jia WL, Wang HS (2017) A colorimetric assay for Hg2+ detection based on Hg2+-induced hybridization chain reactions. Anal Methods 9:5121–5126
Zhang YF, Li R, Xue QW, Li HB, Liu JF (2015) Colorimetric determination of copper(II) using a polyamine-functionalized gold nanoparticle probe. Microchim Acta 182:1677–1683
Bayraktutan T, Gür B, Demirbas Ü (2020) Detection of Al3+ and Fe3+ ions with phthalocyanine merocyanine 540 dye-based fluorescence resonance energy transfer. Bull Kor Chem Soc 41:973–980
Bayraktutan T, Bayraktutan ÖF (2020) A novel turn on fluorescence sensor for determination enoxaparin, a low molecular weight heparin. J Fluoresc 30:1591–1599
Joshi BP, Lohani CR, Lee KH (2010) A highly sensitive and selective detection of Hg(II) in 100% aqueous solution with fluorescent labeled dimerized Cys residues. Org Biomol Chem 8:3220–3226
Yang MH, Lohani CR, Cho H, Lee KH (2011) A methionine-based turn-on chemical sensor for selectively monitoring Hg2+ ions in 100% aqueous solution. Org Biomol Chem 9:2350–2356
Wang P, Wu J, Liu LX, Zhou PP, Ge YS, Liu D, Liu WS, Tang Y (2015) A peptide-based fluorescent chemosensor for measuring cadmium ions in aqueous solutions and live cells. Dalton Trans 44:18057–18064
Chen HX, Zhang JJ, Liu XJ, Gao YM, Ye ZH, Li GX (2014) Colorimetric copper(II) ion sensor based on the conformational change of peptide immobilized onto the surface of gold nanoparticles. Anal Methods 6:2580–2585
Pang XL, Dong JF, Gao L, Wang L, Yu SB, Kong JM, Li LZ (2020) Dansyl-peptide dualfunctional fluorescent chemosensor for Hg2+ and biothiols. Dyes Pigments 173:107888
Pang XL, Wang L, Gao L, Feng HY, Kong JM, Li LZ (2019) Multifunctional peptide-based fluorescent chemosensor for detection of Hg2+, Cu2+ and S2− ions. Luminescence 34:585–594
Joshi BP, Lee KH (2008) Synthesis of highly selective fluorescent peptide probes for metal ions: tuning selective metal monitoring with secondary structure. Bioorg Med Chem 16:8501–8509
Joshi BP, Park JY, Lee KH (2014) Recyclable sensitive fluorimetric detection of specific metal ions using a functionalized PEG-PS resin with a fluorescent peptide sensor. Sensor Actuat B-Chem 191:122–129
In B, Hwang GW, Lee KH (2016) Highly sensitive and selective detection of Al(III) ions in aqueous buffered solution with fluorescent peptide-based sensor. Bioorg Med Chem Lett 26:4477–4482
Tamanini E, Katewa A, Sedger LM, Todd MH, Watkinson M (2009) A synthetically simple, click-generated cyclam-based zinc(II) sensor. Inorg Chem 48:319–324
Tang XL, Peng XH, Dou W, Mao J, Zheng JR, Qin WW, Liu WS, Chang J, Yao XJ (2008) Design of a semirigid molecule as a selective fluorescent chemosensor for recognition of Cd(II). Org Lett 10:3653–3656
Liu ZP, Zhang CL, He WJ, Yang ZH, Gao X, Guo ZJ (2010) A highly sensitive ratiometric fluorescent probe for Cd2+ detection in aqueous solution and living cells. Chem Commun 46:6138–6140
Wang ZL, Feng HY, Li Y, Xu T, Xue ZC, Li LZ (2015) A high selective fluorescent ratio sensor for Cd2+ based on the interaction of peptide with metal ion. Chinese J Inorg Chem 31:1946–1952
Li Y, Li LZ, Pu XW, Ma GL, Wang EQ, Kong JM, Liu ZP, Liu YZ (2012) Synthesis of a ratiometric fluorescent peptide sensor for the highly selective detection of Cd2+. Bioorg Med Chem 22:4014–4017
Pang XL, Gao L, Feng HY, Li XD, Kong JM, Li LZ (2018) A peptide-based multifunctional fluorescent probe for Cu2+, Hg2+ and biothiols. New J Chem 42:15770–15777
Feng HY, Gao L, Ye XH, Wang L, Xue ZC, Kong JM, Li LZ (2017) Synthesis of a heptapeptide and its application in the detection of mercury(II) ion. Chem Res Chin Univ 33:155–159
Sfrazzettoa GT, Satrianoa C, Tomaselli GA, Rizzarelli E (2016) Synthetic fluorescent probes to map metallostasis and intracellular fate of zinc and copper. Coord Chem Rev 311:125–167
Wu JC, Zou Y, Li CY, Sicking W, Piantanida I, Yi T, Schmuck C (2012) A molecular peptide beacon for the ratiometric sensing of nucleic acids. J Am Chem Soc 134:1958–1961
Schwarzenbach G (1952) Der chelateffekt. Helv Chim Acta 35:2344–2359
Xu G, Wang GF, He XP, Zhu YH, Chen L, Zhang XJ (2013) An ultrasensitive electrochemical method for detection of Ag+ based on cyclic amplification of exonuclease III activity on cytosine-Ag+-cytosine. Analyst 138:6900–6906
Wang HY, Lu QJ, Li MX, Li H, Liu YL, Li HT, Zhang YY, Yao SZ (2018) Electrochemically prepared oxygen and sulfur co-doped graphitic carbon nitride quantum dots for fluorescence determination of copper and silver ions and biothiols. Anal Chim Acta 1027:121–129
Chen XX, Hong F, Zhang WL, Wu DZ, Li TH, Hu FT, Gan N, Lin JY, Wang QQ (2019) Microchip electrophoresis based multiplexed assay for silver and mercury ions simultaneous detection in complex samples using a stirring bar modified with encoded hairpin probes for specific extraction. J Chromatogr A 1589:173–181
Ye F, Liang XM, Xu KX, Pang XX, Chai Q, Fu Y (2019) A novel dithiourea-appended naphthalimide “on-off” fluorescent probe for detecting Hg2+ and Ag+ and its application in cell imaging. Talanta 200:494–502
Safavi A, Ahmadi R, Mohammadpour Z (2017) Colorimetric sensing of silver ion based on anti aggregation of gold nanoparticles. Sensor Actuat B-Chem 242:609–615
Kim JH, Kim KB, Park JS, Min N (2017) Single cytosine-based electrochemical biosensor for low-cost detection of silver ions. Sensor Actuat B-Chem 245:741–746
Zhao XE, Lei CH, Gao Y, Gao H, Zhu SY, Yang X, You JM, Wang H (2017) A ratiometric fluorescent nanosensor for the detection of silver ions using graphene quantum dots. Sensor Actuat B-Chem 253:239–246
He LY, Lu YX, Wang FY, Jing WJ, Chen Y, Liu YY (2018) Colorimetric sensing of silver ions based on glutathione-mediated MnO2 nanosheets. Sensor Actuat B-Chem 254:468–474
Shahamirifard SA, Ghaedi M, Hajati S (2018) A new silver (I) ions optical sensor based on nanoporous thin films of sol-gel by rose bengal dye. Sensor Actuat B-Chem 259:20–29
Zhang YW, Ye AY, Yao YW, Yao C (2019) A sensitive near-infrared fluorescent probe for detecting heavy metal Ag+ in water samples. Sensors 19:247
Muhlradt PF, Kie BM, Meyer H (1997) Isolation, structure elucidation, and synthesis of a macrophage stimulatory lipopeptide from mycoplasma fermentans acting at picomolar concentration. J Exp Med 185:1951–1958
Fields GB, Nobel RL (1990) Solid phase peptide synthesis utilizing 9-fluorenylmethoxycarbonyl amino acids. Int J Pept Protein Res 35:161–214
Liu ZP, He WJ, Guo Z (2013) Metal coordination in photoluminescent sensing. Chem Soc Rev 42:1568–1600
Godwin HA, Berg JM (1996) A fluorescent zinc probe based on metal-induced peptide folding. J Am Chem Soc 118:6514–6515
US Environmental Protection Agency, EPA Office of Water, Washington, DC. https://www.epa.gov/ground-water-and-drinking-water/national-primary-rinking-water-regulations, EPA 816-F- 09-0004, May 2009
Funding
This work was supported by the Scientific Research Foundation of Liaocheng University, China (No. 318011919), and the National Natural Science Foundation of China (No. 21974068).
Author information
Authors and Affiliations
Contributions
Shuaibing Yu and Zhaolu Wang contributed equally. Methodology, Conceptualization, Investigation, Writing - original draft. Lei Gao: Investigation, Writing - original draft. Bo Zhang: Investigation. Lei Wang: Visualization, Project administration. Jinming Kong: Methodology, Writing - review & editing. Lianzhi Li: Resources, Supervision, Funding acquisition, Writing - review & editing.
Corresponding author
Ethics declarations
Conflict of Interest
There are no conflicts to declare.
Additional information
Publisher’s Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary Information
ESM 1
(DOCX 25 kb)
Rights and permissions
About this article
Cite this article
Yu, S., Wang, Z., Gao, L. et al. A Highly Selective and Sensitive Peptide-Based Fluorescent Ratio Sensor for Ag+. J Fluoresc 31, 237–246 (2021). https://doi.org/10.1007/s10895-020-02653-5
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10895-020-02653-5