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
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沈阳化工大学材料科学与工程学院沈阳 110142