Citation: M. Darjee Savan, D. Bhatt Keyur, S. Panchal Urvi, K. Jain Vinod. Scrupulous recognition of biologically important acids by fluorescent "turn off-on" mechanism of thaicalix reduced silver nanoparticles[J]. Chinese Chemical Letters, ;2017, 28(2): 312-318. doi: 10.1016/j.cclet.2016.07.026 shu

Scrupulous recognition of biologically important acids by fluorescent "turn off-on" mechanism of thaicalix reduced silver nanoparticles

a.
Department of Chemistry, School of Sciences, Gujarat University, Ahmedabad 380009, India
b.
Department of Chemistry, C. U. Shah University, Wadhwan 363030, India

Corresponding author: D. Bhatt Keyur, drkdbhatt@outlook.com
Received Date: 21 April 2016
Revised Date: 2 July 2016
Accepted Date: 13 July 2016
Available Online: 24 February 2016

Figures(12)

Water dispersible silver nanoparticles (AgNps) were prepared using thiacalix[4]arene tetrahydrazide (TCTH) as a reducing and stabilizing agent. TCTH-AgNps were characterized by surface plasmon resonance (SPR), transmission electron microscopy (TEM) and energy dispersive X-ray (EDX). Relatively uniform 20 nm spherical particles of TCTH-AgNps were efficiently formed over a pH range of 5-9 and from 10-40℃. The interaction behavior of TCTH-AgNps with different amino acids was investigated using spectrophotometry and spectrofluorimetry. Among the amino acids tested, only tryptophan and histidine showed fluorescence quenching and fluorescence enhancement, respectively. The linear detection range by Stern-Volmer plot was 5 nmol/L to 0.48 μmol/L for tryptophan and 4 nmol/L to 0.54 μmol/L for histidine. TCTH-AgNps were able to effectively reduce the levels of gram-positive bacteria, gram-negative bacteria, and fungi. These properties argue for the potential use of TCTH-AgNps as detectors of histidine and tryptophan and as antibiotics.
- Silver nanoparticles,
- Fluorescent sensor,
- Colorimetric sensor,
- 4]arene')"> Thiacalix[4]arene
1. [1]
  Y. Sun, L. Zhang, H.B. Li, Chiral colorimetric recognition of amino acids based on silver nanoparticle clusters, New J. Chem. 36(2012) 1442-1444.
2. [2]
  A. Ravindran, V. Mani, N. Chandrasekaran, A. Mukherjee. Selective colorimetric sensing of cysteine in aqueous solutions using silver nanoparticles in the presence of Cr³⁺[J]. Talanta, 2011,85:533-540. doi: 10.1016/j.talanta.2011.04.031
3. [3]
  K. Farhadi, M. Forough, R. Molaei, S. Hajizadeh, A. Rafipour, Highly selective Hg²⁺ colorimetric sensor using green synthesized and unmodified silver nanoparticles, Sens. Actuators B:Chem. 161(2012) 880-885.
4. [4]
  H.B. Li, Z.M. Cui, C.P. Han. Glutathione-stabilized silver nanoparticles as colorimetric sensor for Ni²⁺ ion[J]. Sens. Actuators B:Chem., 2009,143:87-92. doi: 10.1016/j.snb.2009.09.013
5. [5]
  N. Pradhan, A. Pal, T. Pal. Silver nanoparticle catalyzed reduction of aromatic nitro compounds[J]. Colloids Surf. A:Physicochem. Eng. Asp., 2002,196:247-257. doi: 10.1016/S0927-7757(01)01040-8
6. [6]
  Q.L. Feng, J. Wu, G.Q. Chen. A mechanistic study of the antibacterial effect of silver ions on Escherichia coli and Staphylococcus aureus[J]. J. Biomed. Mater. Res., 2000,52:662-668. doi: 10.1002/(ISSN)1097-4636
7. [7]
  A.B.G. Lansdown. Silver I:its antibacterial properties and mechanism of action[J]. J. Wound Care, 2002,11:125-130. doi: 10.12968/jowc.2002.11.4.26389
8. [8]
  J.R. Morones, J.L. Elechiguerra, A. Camacho. The bactericidal effect of silver nanoparticles[J]. Nanotechnology, 2005,16:2346-2353. doi: 10.1088/0957-4484/16/10/059
9. [9]
  I. Sondi, B. Salopek-Sondi. Silver nanoparticles as antimicrobial agent:a case study on E. coli as a model for Gram-negative bacteria[J]. J. Colloid Interface Sci., 2004,275:177-182. doi: 10.1016/j.jcis.2004.02.012
10. [10]
  P.V. AshaRani, G. Low Kah Mun, M.P. Hande, S. Valiyaveettil, Cytotoxicity and genotoxicity of silver nanoparticles in human cells, ACS Nano 3(2009) 279-290.
11. [11]
  G. Anjana, M. Gowri, C.S. Raja, et al., Silver nanoparticles as a non alcoholic hospital disinfectant to combat nosocomial pathogens, J. Bionanosc. 9(2015) 102-111.
12. [12]
  B.A. Makwana, D.J. Vyas, K.D. Bhatt, S. Darji, V.K. Jain. Novel fluorescent silver nanoparticles:sensitive and selective turn off sensor for cadmium ions[J]. Appl. Nanosci., 2016,6:555-566. doi: 10.1007/s13204-015-0459-x
13. [13]
  A. Acharya, K. Samanta, C.P. Rao, Conjugates of calixarenes emerging as molecular entities of nanoscience, Coord. Chem. Rev. 256(2012) 2096-2125.
14. [14]
  M.T. Reetz, W. Helbig. Size-selective synthesis of nanostructured transition metal clusters[J]. J. Am. Chem. Soc., 1994,116:7401-7402.
15. [15]
  A. Henglein. Physicochemical properties of small metal particles in solution:"microelectrode" reactions, chemisorption, composite metal particles, and the atom-to-metal transition[J]. J. Phys. Chem., 1993,97:5457-5471. doi: 10.1021/j100123a004
16. [16]
  R.A. Caruso, M. Ashokkumar, F. Grieser. Sonochemical formation of colloidal platinum[J]. Colloids Surf. A:Physicochem. Eng. Asp., 2000,169:219-225. doi: 10.1016/S0927-7757(00)00438-6
17. [17]
  T. Fujimoto, S.Y. Terauchi, H. Umehara, I. Kojima, W. Henderson. Sonochemical preparation of single-dispersion metal nanoparticles from metal salts[J]. Chem. Mater., 2001,13:1057-1060. doi: 10.1021/cm000910f
18. [18]
  K.L. Zhang, Y.G. Du, S.M. Chen. Facile one-pot polyol method for the synthesis of uniform size silver nanowires[J]. J. Nanosci. Nanotechnol., 2016,16:480-488. doi: 10.1166/jnn.2016.12158
19. [19]
  I.D.G. Macdonald, W.E. Smith. Orientation of cytochrome c adsorbed on a citratereduced silver colloid surface[J]. Langmuir, 1996,12:706-713. doi: 10.1021/la950256w
20. [20]
  Y.M. Chung, H.K. Rhee, Dendrimer-templated Ag-Pd bimetallic nanoparticles, J. Colloid Interface Sci. 271(2004) 131-135.
21. [21]
  P. Selvakannan, S. Mandal, S. Phadtare, R. Pasricha, M. Sastry, Capping of gold nanoparticles by the amino acid lysine renders them water-dispersible, Langmuir 19(2003) 3545-3549.
22. [22]
  S. Park, J. An, I. Jung, et al., Colloidal suspensions of highly reduced graphene oxide in a wide variety of organic solvents, Nano Lett. 9(2009) 1593-1597.
23. [23]
  J.L. Zhang, H.J. Yang, G.X. Shen, et al., Reduction of graphene oxide vial-ascorbic acid, Chem. Commun. 46(2010) 1112-1114.
24. [24]
  H. Hirai, Y. Nakao, N. Toshima. Preparation of colloidal rhodium in poly (vinyl alcohol) by reduction with methanol[J]. J. Macromol. Sci. Chem., 1978,12:1117-1141. doi: 10.1080/00222337808063179
25. [25]
  Y.G. Sun, Y.D. Yin, B.T. Mayers, T. Herricks, Y.N. Xia, Uniform silver nanowires synthesis by reducing AgNO₃ with ethylene glycol in the presence of seeds and poly (vinyl pyrrolidone), Chem. Mater. 14(2002) 4736-4745.
26. [26]
  K.D. Bhatt, B.A. Makwana, D.J. Vyas, D.R. Mishra, V.K. Jain. Selective recognition by novel calix system:ICT based chemosensor for metal ions[J]. J. Lumin., 2014,146:450-457. doi: 10.1016/j.jlumin.2013.10.004
27. [27]
  K.D. Bhatt, D.J. Vyas, B.A. Makwana, S.M. Darjee, V.K. Jain. Highly stable water dispersible calix[J]. Spectrochim. Acta Part A:Mol. Biomol. Spectrosc., 2014,121:94-100. doi: 10.1016/j.saa.2013.10.076
28. [28]
  D.J. Vyas, B.A. Makwana, H.S. Gupte, K.D. Bhatt, V.K. Jain. An efficient one pot synthesis of water-dispersible calix[J]. J. Nanosci. Nanotechnol., 2012,12:3781-3787. doi: 10.1166/jnn.2012.5837
29. [29]
  Y. Zhou, J. Yoon. Recent progress in fluorescent and colorimetric chemosensors for detection of amino acids[J]. Chem. Soc. Rev., 2012,41:52-67. doi: 10.1039/C1CS15159B
30. [30]
  H.B. Li, Y.H. Bian. Selective colorimetric sensing of histidine in aqueous solutions using cysteine modified silver nanoparticles in the presence of Hg²⁺[J]. Nanotechnology, 2009,20145502. doi: 10.1088/0957-4484/20/14/145502
31. [31]
  D.R. Bae, W.S. Han, J.M. Lim. Lysine-functionalized silver nanoparticles for visual detection and separation of histidine and histidine-tagged proteins[J]. Langmuir, 2009,26:2181-2185.
32. [32]
  D.J. Xiong, M.L. Chen, H.B. Li, Synthesis of para-sulfonatocalix[4] arene-modified silver nanoparticles as colorimetric histidine probes, Chem. Commun. (2008) 880-882.
33. [33]
  H.B. Li, F.Y. Li, C.P. Han. Highly sensitive and selective tryptophan colorimetric sensor based on 4, 4-bipyridine-functionalized silver nanoparticles[J]. Sens. Actuators B:Chem., 2010,145:194-199. doi: 10.1016/j.snb.2009.11.062
34. [34]
  Z. Huang, J. Du, J. Zhang, X.Q. Yu, L. Pu. A simple and efficient fluorescent sensor for histidine[J]. Chem. Commun., 2012,48:3412-3414. doi: 10.1039/c2cc17156b
35. [35]
  J.E. Miller, C. Grădinaru, B.R. Crane. Spectroscopy and reactivity of a photogenerated tryptophan radical in a structurally defined protein environment[J]. J. Am. Chem. Soc., 2003,125:14220-14221. doi: 10.1021/ja037203i
36. [36]
  S. Diem, J. Bergmann, M. Herderich. Tryptophan-N-glucoside in fruits and fruit juices[J]. J. Agric. Food Chem., 2000,48:4913-4917. doi: 10.1021/jf0003146
37. [37]
  A. Özcan, Y. Şahin, A novel approach for the selective determination of tryptophan in blood serum in the presence of tyrosine based on the electrochemical reduction of oxidation product of tryptophan formed in situ on graphite electrode, Biosens. Bioelectron. 31(2012) 26-31.
38. [38]
  M.L. Bishop, E.P. Fody, L.E. Schoef, Clinical Chemistry:Principles, Techniques, and Correlations, 7th ed., Lippincott Williams & Wilkins, New York, 2013p. 205.
39. [39]
  M. Rai, A. Yadav, A. Gade. Silver nanoparticles as a new generation of antimicrobials[J]. Biotechnol. Adv., 2009,27:76-83. doi: 10.1016/j.biotechadv.2008.09.002
40. [40]
  H.J. Klasen, A historical review of the use of silver in the treatment of burns II. Renewed interest for silver, Burns 26(2000) 131-138.
41. [41]
  J.J. Castellano, S.M. Shafii, F. Ko. Comparative evaluation of silver-containing antimicrobial dressings and drugs[J]. Int. Wound J., 2007,4:114-122. doi: 10.1111/iwj.2007.4.issue-2
42. [42]
  S.M. Darjee, D.R. Mishra, K.D. Bhatt. A new colorimetric and fluorescent chemosensor based on thiacalix[4] arene for fluoride ions[J]. Tetrahedron Lett., 2014,55:7094-7098. doi: 10.1016/j.tetlet.2014.10.149
43. [43]
  E.A. Yushkova, I.I. Stoikov, P-tert-butyl thiacalix[4] arenes functionalized with amide and hydrazide groups at the lower rim in cone, partial cone, and 1, 3-alternate conformations are "smart" building blocks for constructing nanosized structures with metal cations of s-, p-, and d-elements in the organic phase, Langmuir 25(2009) 4919-4928.
44. [44]
  I.I. Stoikov, E.A. Yushkova, I. Zharov, I.S. Antipin, A.I. Konovalov. Supramolecular self-assemblies of stereoisomers of p-tert-butyl thiacalix[4] arenes functionalized with hydrazide groups at the lower rim with some metal cations[J]. Tetrahedron, 2009,65:7109-7114. doi: 10.1016/j.tet.2009.06.045
45. [45]
  M. Grzelczak, L.M. Liz-Marzán. The relevance of light in the formation of colloidal metal nanoparticles[J]. Chem. Soc. Rev., 2014,43:2089-2097. doi: 10.1039/C3CS60256G
46. [46]
  M. Shen, W.F. Chen, Y. Sun, C.G. Yan. Synthesis and characterization of watersoluble gold colloids stabilized with aminoresorcinarene[J]. J. Phys. Chem. Solids, 2007,68:2252-2261. doi: 10.1016/j.jpcs.2007.06.007
47. [47]
  T.T. Li, N.Y. He, J.H. Wang. Effects of the i-motif DNA loop on the fluorescence of silver nanoclusters[J]. RSC Adv., 2016,6:22839-22844. doi: 10.1039/C5RA22489F
48. [48]
  D. Zhou, X.M. Lin, A.L. Wang. Fluorescence enhancement of Tb³⁺ complexes by adding silica-coated silver nanoparticles[J]. Sci. China Chem., 2015,58:979-985. doi: 10.1007/s11426-014-5265-x
49. [49]
  N. Wangoo, K.K. Bhasin, S.K. Mehta, C.R. Suri. Synthesis and capping of waterdispersed gold nanoparticles by an amino acid:bioconjugation and binding studies[J]. J. Colloid Interface Sci., 2008,323:247-254. doi: 10.1016/j.jcis.2008.04.043
50. [50]
  S. Pal, Y.K. Tak, J.M. Song. Does the antibacterial activity of silver nanoparticles depend on the shape of the nanoparticle? A study of the gram-negative bacterium Escherichia coli[J]. Appl. Environ. Microbiol., 2007,73:1712-1720. doi: 10.1128/AEM.02218-06
51. [51]
  J.S. Kim, E. Kuk, K.N. Yu. Antimicrobial effects of silver nanoparticles[J]. Nanomed.:Nanotechnol. Biol. Med., 2007,3:95-101. doi: 10.1016/j.nano.2006.12.001
52. [52]
  S.H. Jun, S. Cho, Y. Park. Functionalization of lysostaphin on gold and silver nanoparticles and their in vitro antibacterial activities against methicillin-resistant Staphylococcus aureus[J]. Nanosci. Nanotechnol. Lett., 2015,7:433-440. doi: 10.1166/nnl.2015.1954
53. [53]
  S.P. Shukla, M. Roy, P. Mukherjee. Size selective green synthesis of silver and gold nanoparticles:enhanced antibacterial efficacy of resveratrol capped silver sol[J]. J. Nanosci. Nanotechnol., 2016,16:2453-2463. doi: 10.1166/jnn.2016.10772
1. [1]
  Jiao Chen , Zihan Zhang , Guojin Sun , Yudi Cheng , Aihua Wu , Zefan Wang , Wenwen Jiang , Fulin Chen , Xiuying Xie , Jianli Li . Benzo[4,5]imidazo[1,2-a]pyrimidine-based structure-inherent targeting fluorescent sensor for imaging lysosomal viscosity and diagnosis of lysosomal storage disorders. Chinese Chemical Letters, 2024, 35(11): 110050-. doi: 10.1016/j.cclet.2024.110050
2. [2]
  Shuangying Li , Qingxiang Zhou , Zhi Li , Menghua Liu , Yanhui Li . Sensitive measurement of silver ions in environmental water samples integrating magnetic ion-imprinted solid phase extraction and carbon dot fluorescent sensor. Chinese Chemical Letters, 2024, 35(5): 108693-. doi: 10.1016/j.cclet.2023.108693
3. [3]
  Jia-Mei Qin , Xue Li , Wei Lang , Fu-Hao Zhang , Qian-Yong Cao . An AIEgen nano-assembly for simultaneous detection of ATP and H₂S. Chinese Chemical Letters, 2024, 35(6): 108925-. doi: 10.1016/j.cclet.2023.108925
4. [4]
  Yijian Zhao , Jvzhe Li , Yunyi Shi , Jie Hu , Meiyi Liu , Yao Shen , Xinglin Hou , Qiuyue Wang , Qi Wang , Zhiyi Yao . A label-free and ratiometric fluorescent sensor based on porphyrin-metal-organic frameworks for sensitive detection of ochratoxin A in cereal. Chinese Chemical Letters, 2025, 36(4): 110132-. doi: 10.1016/j.cclet.2024.110132
5. [5]
  Junying LI , Xinyan CHEN , Xihui DIAO , Muhammad Yaseen , Chao CHEN , Hao WANG , Chuansong QI , Wei LI . Chiral fluorescent sensor Tb³⁺@Cd-CP based on camphoric acid for the enantioselective recognition of R- and S-propylene glycol. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2497-2504. doi: 10.11862/CJIC.20240084
6. [6]
  Yongming Guo , Jie Li , Chaoyong Liu . Green Improvement and Educational Design in the Synthesis and Characterization of Silver Nanoparticles. University Chemistry, 2024, 39(3): 258-265. doi: 10.3866/PKU.DXHX202309057
7. [7]
  Xueling Yu , Lixing Fu , Tong Wang , Zhixin Liu , Na Niu , Ligang Chen . Multivariate chemical analysis: From sensors to sensor arrays. Chinese Chemical Letters, 2024, 35(7): 109167-. doi: 10.1016/j.cclet.2023.109167
8. [8]
  Gengchen Guo , Tianyu Zhao , Ruichang Sun , Mingzhe Song , Hongyu Liu , Sen Wang , Jingwen Li , Jingbin Zeng . Au-Fe₃O₄ dumbbell-like nanoparticles based lateral flow immunoassay for colorimetric and photothermal dual-mode detection of SARS-CoV-2 spike protein. Chinese Chemical Letters, 2024, 35(6): 109198-. doi: 10.1016/j.cclet.2023.109198
9. [9]
  Tian Cao , Xuyin Ding , Qiwen Peng , Min Zhang , Guoyue Shi . Intelligent laser-induced graphene sensor for multiplex probing catechol isomers. Chinese Chemical Letters, 2024, 35(7): 109238-. doi: 10.1016/j.cclet.2023.109238
10. [10]
  Neng Shi , Haonan Jia , Jixiang Zhang , Pengyu Lu , Chenglong Cai , Yixin Zhang , Liqiang Zhang , Nongyue He , Weiran Zhu , Yan Cai , Zhangqi Feng , Ting Wang . Accurate expression of neck motion signal by piezoelectric sensor data analysis. Chinese Chemical Letters, 2024, 35(9): 109302-. doi: 10.1016/j.cclet.2023.109302
11. [11]
  Guorong Li , Yijing Wu , Chao Zhong , Yixin Yang , Zian Lin . Predesigned covalent organic framework with sulfur coordination: Anchoring Au nanoparticles for sensitive colorimetric detection of Hg(Ⅱ). Chinese Chemical Letters, 2024, 35(5): 108904-. doi: 10.1016/j.cclet.2023.108904
12. [12]
  Ying Chen , Li Li , Junyao Zhang , Tongrui Sun , Xuan Zhang , Shiqi Zhang , Jia Huang , Yidong Zou . Tailored ionically conductive graphene oxide-encased metal ions for ultrasensitive cadaverine sensor. Chinese Chemical Letters, 2024, 35(8): 109102-. doi: 10.1016/j.cclet.2023.109102
13. [13]
  Ting WANG , Peipei ZHANG , Shuqin LIU , Ruihong WANG , Jianjun ZHANG . A Bi-CP-based solid-state thin-film sensor: Preparation and luminescence sensing for bioamine vapors. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1615-1621. doi: 10.11862/CJIC.20240134
14. [14]
  Xiangshuai Li , Jian Zhao , Li Luo , Zhuohao Jiao , Ying Shi , Shengli Hou , Bin Zhao . Visual and portable detection of metronidazole realized by metal-organic framework flexible sensor and smartphone scanning. Chinese Chemical Letters, 2024, 35(10): 109407-. doi: 10.1016/j.cclet.2023.109407
15. [15]
  Bing Shen , Tongwei Yuan , Wenshuang Zhang , Yang Chen , Jiaqiang Xu . Complex shell Fe-ZnO derived from ZIF-8 as high-quality acetone MEMS sensor. Chinese Chemical Letters, 2024, 35(11): 109490-. doi: 10.1016/j.cclet.2024.109490
16. [16]
  Qinghong Pan , Huafang Zhang , Qiaoling Liu , Donghong Huang , Da-Peng Yang , Tianjia Jiang , Shuyang Sun , Xiangrong Chen . A self-powered cathodic molecular imprinting ultrasensitive photoelectrochemical tetracycline sensor via ZnO/C photoanode signal amplification. Chinese Chemical Letters, 2025, 36(1): 110169-. doi: 10.1016/j.cclet.2024.110169
17. [17]
  Yubin Feng , Weihang Zhu , Xinting Yang , Zhe Yang , Chenke Wei , Yukai Guo , Andrew K. Whittaker , Chun Shen , Yue Zhao , Wenrui Qu , Bai Yang , Quan Lin . Amphibian-inspired conductive ionogel stabilizing in air/water as a wearable amphibious flexible sensor for drowning alarms. Chinese Chemical Letters, 2025, 36(4): 110554-. doi: 10.1016/j.cclet.2024.110554
18. [18]
  Ren Shen , Yanmei Fang , Chunxiao Yang , Quande Wei , Pui-In Mak , Rui P. Martins , Yanwei Jia . UV-assisted ratiometric fluorescence sensor for one-pot visual detection of Salmonella. Chinese Chemical Letters, 2025, 36(4): 110143-. doi: 10.1016/j.cclet.2024.110143
19. [19]
  Kezuo Di , Jie Wei , Lijun Ding , Zhiying Shao , Junling Sha , Xilong Zhou , Huadong Heng , Xujing Feng , Kun Wang . A wearable sensor device based on screen-printed chip with biofuel cell-driven electrochromic display for noninvasive monitoring of glucose concentration. Chinese Chemical Letters, 2025, 36(2): 109911-. doi: 10.1016/j.cclet.2024.109911
20. [20]
  Shuwen SUN , Gaofeng WANG . Design and synthesis of a Zn(Ⅱ)-based coordination polymer as a fluorescent probe for trace monitoring 2, 4, 6-trinitrophenol. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 753-760. doi: 10.11862/CJIC.20240399

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(716)
HTML views(28)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142