Gold nanoparticles functionalized with supramolecular macrocycles

Chinese Chemical Letters

Volumn 24, Issue 7, 2013, Pages 545-552

  Li, Hui ^a   Yang, Ying Wei ^a  

^a Jilin University   (China)

Author keywords

Assembly; Au nanoparticles; Nanomaterials; Supramolecular macrocycles; Synthesis

Indexed keywords

EID: 84879065633     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2013.04.014     Document Type: Article

References (67)

1. Z.Y. Zhou, N. Tian, J.T. Li, I. Broadwell, and S.G. Sun Nanomaterials of high surface energy with exceptional properties in catalysis and energy storage Chem. Soc. Rev. 40 2011 4167 4185
2. M.C. Daniel, and D. Astruc Gold nanoparticles: assembly, supramolecular chemistry, quantum-size-related properties, and applications toward biology, catalysis, and nanotechnology Chem. Rev. 104 2004 293 346
3. K. Saha, S.S. Agasti, C. Kim, X. Li, and V.M. Rotello Gold nanoparticles in chemical and biological sensing Chem. Rev. 112 2012 2739 2779
4. Y.B. Zheng, Y.W. Yang, and L. Jensen Active molecular plasmonics: controlling plasmon resonances with molecular switches Nano Lett. 9 2009 819 825
5. Y.B. Zheng, B. Kiraly, S. Cheunkar, T.J. Huang, and P.S. Weiss Incident-angle-modulated molecular plasmonic switches: a case of weak exciton-plasmon coupling Nano Lett. 11 2011 2061 2065
6. E.C. Dreaden, A.M. Alkilany, X. Huang, C.J. Murphy, and M.A. El-Sayed The golden age: gold nanoparticles for biomedicine Chem. Soc. Rev. 41 2012 2740 2779
7. M. Chen, and D.W. Goodman Catalytically active gold on ordered titania supports Chem. Soc. Rev. 37 2008 1860 1870
8. D.S. dos Santos, R.A. Alvarez-Puebla, O.N. Oliveira, and R.F. Aroca Controlling the size and shape of gold nanoparticles in fulvic acid colloidal solutions and their optical characterization using SERS J. Mater. Chem. 15 2005 3045 3049
9. Y. Ofir, B. Samanta, and V.M. Rotello Polymer and biopolymer mediated self-assembly of gold nanoparticles Chem. Soc. Rev. 37 2008 1814 1823
10. R. Klajn, J.F. Stoddart, and B.A. Grzybowski Nanoparticles functionalised with reversible molecular and supramolecular switches Chem. Soc. Rev. 39 2010 2203 2237
11. R. Shenhar, T.B. Norsten, and V.M. Rotello Polymer-mediated nanoparticle assembly: structural control and applications Adv. Mater. 17 2005 657 669
12. S.Y. Lin, C.H. Chen, M.C. Lin, and H.F. Hsu A cooperative effect of bifunctionalized nanoparticles on recognition: sensing alkali ions by crown and carboxylate moieties in aqueous media Anal. Chem. 77 2005 4821 4828
13. +/15-crown-5 "sandwiches" as linking mechanisms J. Phys. Chem. C 113 2009 1686 1693
14. R. de la Rica, R.M. Fratila, A. Szarpak, J. Huskens, and A.H. Velders Multivalent nanoparticle networks as ultrasensitive enzyme sensors Angew. Chem. Int. Ed. 50 2011 5703 5706
15. R. de la Rica, and A.H. Velders Supramolecular Au nanoparticle assemblies as optical probes for enzyme-linked immunoassays Small 7 2011 66 69
16. H. Li, D.X. Chen, and Y.L. Sun Viologen-mediated assembly of and sensing with carboxylatopillar[5]arene-modified gold nanoparticles J. Am. Chem. Soc. 135 2013 1570 1576
17. M. Adeli, R.S. Sarabi, R.Y. Farsi, M. Mahmoudi, and M. Kalantari Polyrotaxane/gold nanoparticle hybrid nanomaterials as anticancer drug delivery systems J. Mater. Chem. 21 2011 18686 18695
18. D.N. Heo, D.H. Yang, and H.J. Moon Gold nanoparticles surface-functionalized with paclitaxel drug and biotin receptor as theranostic agents for cancer therapy Biomaterials 33 2012 856 866
19. C. Kim, S.S. Agasti, Z. Zhu, L. Isaacs, and V.M. Rotello Recognition-mediated activation of therapeutic gold nanoparticles inside living cells Nat. Chem. 2 2010 962 966
20. Y. Liu, Y.W. Yang, and Y. Chen Thio[2-(benzoylamino)ethylamino]-β-CD fragment modified gold nanoparticles as recycling extractors for [60]fullerene Chem. Commun. 2005 4208 4210
21. B. Kim, S.L. Tripp, and A. Wei Self-organization of large gold nanoparticle arrays J. Am. Chem. Soc. 123 2001 7955 7956
22. D.S. Guo, and Y. Liu Calixarene-based supramolecular polymerization in solution Chem. Soc. Rev. 41 2012 5907 5921
23. G.W. Gokel, W.M. Leevy, and M.E. Weber Crown ethers: sensors for ions and molecular scaffolds for materials and biological models Chem. Rev. 104 2004 2723 2750
24. R. Villalonga, R. Cao, and A. Fragoso Supramolecular chemistry of cyclodextrins in enzyme technology Chem. Rev. 107 2007 3088 3116
25. J.W. Lee, S. Samal, N. Selvapalam, H.J. Kim, and K. Kim Cucurbituril homologues and derivatives: new opportunities in supramolecular chemistry Acc. Chem. Rev. 36 2003 621 630
26. Y.L. Sun, B.J. Yang, S.X.A. Zhang, and Y.W. Yang Cucurbit[7]uril pseudorotaxane-based photoresponsive supramolecular nanovalve Chem. Eur. J. 18 2012 9212 9216
27. Y.L. Sun, Y.W. Yang, W. Wu, and S.X.A. Zhang Supramolecular nanovalve systems based on macrocyclic synthetic receptors Chem. J. Chin. Univ. 33 2012 1635 1642
28. Y.W. Yang Towards biocompatible nanovalves based on mesoporous silica nanoparticles Med. Chem. Commun. 2 2011 1033 1049
29. W.R. Dichtel, O.S. Miljanic, and W. Zhang Kinetic and thermodynamic approaches for the efficient formation of mechanical bonds Acc. Chem. Rev. 41 2008 1750 1761
30. B.K. Juluri, A.S. Kumar, and Y. Liu A mechanical actuator driven electrochemically by artificial molecular muscles ACS Nano 3 2009 291 300
31. Y.W. Yang, C.J. Li, H.Y. Zhang, and Y. Liu Molecular design of crown ethers. 22. synthesis of benzocrown ether derivatives and their solvent extraction with univalent/bivalent metal picrates Chin. J. Chem. 22 2004 616 618
32. Y.W. Yang, H.Y. Zhang, and Y. Liu Syntheses of dibenzo-18-crown-6 lariat isomers and their complexation with lanthanoid nitrates Supramol. Chem. 20 2008 731 736
33. S.Y. Lin, S.W. Liu, C.M. Lin, and C.H. Chen Recognition of potassium ion in water by 15-crown-5 functionalized gold nanoparticles Anal. Chem. 74 2002 330 335
34. R. Klajn, L. Fang, and A. Coskun Metal nanoparticles functionalized with molecular and supramolecular switches J. Am. Chem. Soc. 131 2009 4233 4235
35. M.A. Olson, A. Coskun, and R. Klajn Assembly of polygonal nanoparticle clusters directed by reversible noncovalent bonding interactions Nano Lett. 9 2009 3185 3190
36. R. Klajn, M.A. Olson, and P.J. Wesson Dynamic hook-and-eye nanoparticle sponges Nat. Chem. 1 2009 733 738
37. J. Liu, S. Mendoza, and E. Roman Cyclodextrin-modified gold nanospheres. Host-guest interactions at work to control colloidal properties J. Am. Chem. Soc. 121 1999 4304 4305
38. 60 and gold nanoparticles capped with γ-cyclodextrin hosts Nano Lett. 1 2001 57 60
39. J. Liu, J. Alvarez, W. Ong, E. Roman, and A.E. Kaifer Phase transfer of hydrophilic, cyclodextrin-modified gold nanoparticles to chloroform solutions J. Am. Chem. Soc. 123 2001 11148 11154
40. Y.L. Liu, K.B. Male, P. Bouvrette, and J.H.T. Luong Control of the size and distribution of gold nanoparticles by unmodified cyclodextrins Chem. Mater. 15 2003 4172 4180
41. J.P. Sylvestre, A.V. Kabashin, E. Sacher, M. Meunier, and J.H.T. Luong Stabilization and size control of gold nanoparticles during laser ablation in aqueous cyclodextrins J. Am. Chem. Soc. 126 2004 7176 7177
42. Y. Chen, and Y. Liu Supramolecular assembly of cyclodextrins and its interactions with nucleic acid Chin. J. Org. Chem. 32 2012 805 814
43. Y. Liu, S.H. Song, Y.W. Yang, and Y. Chen Cyclodextrin-modified gold nanoparticle aggregate formed by simple host-guest interactions with 1,10-phenanthroline J. Chem. Res., Synop. 2004 152 153
44. Y. Liu, H. Wang, Y. Chen, C.F. Ke, and M. Liu Supramolecular aggregates constructed from gold nanoparticles and l-Try-CD polypseudorotaxanes as captors for fullerenes J. Am. Chem. Soc. 127 2005 657 666
45. Y. Liu, Y.L. Zhao, Y. Chen, and M. Wang Supramolecular assembly of gold nanoparticles mediated by polypseudorotaxane with thiolated β-cyclodextrin Macromol. Rapid Commun. 26 2005 401 406
46. H. Wang, Y. Chen, X.Y. Li, and Y. Liu Synthesis of oligo(ethylenediamino) -β-cyclodextrin modified gold nanoparticle as a DNA concentrator Mol. Pharmacol. 4 2007 189 198
47. Y.L. Zhao, Y. Chen, M. Wang, and Y. Liu Mult[2]rotaxanes with gold nanoparticles as centers Org. Lett. 8 2006 1267 1270
48. Q. An, G. Li, and C. Tao A general and efficient method to form self-assembled cucurbit[n]uril monolayers on gold surfaces Chem. Commun. 2008 1989 1991
49. T.C. Lee, and O.A. Scherman Formation of dynamic aggregates in water by cucurbit[5]uril capped with gold nanoparticles Chem. Commun. 46 2010 2438 2440
50. T.C. Lee, and O.A. Scherman A facile synthesis of dynamic supramolecular aggregates of cucurbit[n]uril (n = 5-8) capped with gold nanoparticles in aqueous media Chem. Eur. J. 18 2012 1628 1633
51. R.W. Taylor, T.C. Lee, and O.A. Scherman Precise subnanometer plasmonic junctions for SERS within gold nanoparticle assemblies using cucurbit[n]uril "Glue" ACS Nano 5 2011 3878 3887
52. C.A. Tao, Q. An, and W. Zhu Cucurbit[n]urils as a SERS hot-spot nanocontainer through bridging gold nanoparticles Chem. Commun. 47 2011 9867 9869
53. J.S. Kim, and D.T. Quang Calixarene-derived fluorescent probes Chem. Rev. 107 2007 3780 3799
54. A. Wei Calixarene-encapsulated nanoparticles: self-assembly into functional nanomaterials Chem. Commun. 42 2006 1581 1591
55. K.B. Stavens, S.V. Pusztay, S.H. Zou, R.P. Andres, and A. Wei Encapsulation of neutral gold nanoclusters by resorcinarenes Langmuir 15 1999 8337 8339
56. R. Balasubramanian, B. Kim, and S.L. Tripp Dispersion and stability studies of resorcinarene-encapsulated gold nanoparticles Langmuir 18 2002 3676 3681
57. P.J. Cragg, and K. Sharma Pillar[5]arenes: fascinating cyclophanes with a bright future Chem. Soc. Rev. 41 2012 597 607
58. X.Y. Hu, X. Wu, and Q. Duan Novel pillar[5]arene-based dynamic polyrotaxanes interlocked by the quadruple hydrogen bonding ureidopyrimidinone motif Org. Lett. 14 2012 4826 4829
59. T. Ogoshi, K. Masaki, R. Shiga, K. Kitajima, and T.A. Yamagishi Planar-chiral macrocyclic host pillar[5]arene: no rotation of units and isolation of enantiomers by introducing bulky substituents Org. Lett. 13 2011 1264 1266
60. N.L. Strutt, D. Fairen-Jimenez, and J. Iehl Incorporation of an A1/A2-difunctionalized pillar[5]arene into a metal-organic framework J. Am. Chem. Soc. 134 2012 17436 17439
61. L. Chen, W. Si, and L. Zhang Chiral selective transmembrane transport of amino acids through artificial channels J. Am. Chem. Soc. 135 2013 2152 2155
62. C. Li, J. Ma, and L. Zhao Molecular selective binding of basic amino acids by a water-soluble pillar[5]arene Chem. Commun. 49 2013 1924 1926
63. K. Wang, Y.W. Yang, and S.X.A. Zhang Research progress on the synthesis of pillar[n]arenes and their host-guest chemistry Chem. J. Chin. Univ. 33 2012 1 13
64. K. Wang, L.L. Tan, and D.X. Chen One-pot synthesis of pillar[n]arenes catalyzed by a minimum amount of TfOH and a solution-phase mechanistic study Org. Biomol. Chem. 10 2012 9405 9409
65. Y. Yao, M. Xue, and X. Chi A new water-soluble pillar[5]arene: synthesis and application in the preparation of gold nanoparticles Chem. Commun. 48 2012 6505 6507
66. E. Blanco, C. Quintana, L. Hernandez, and P. Hernandez Atomic force microscopy study of new sensing platforms: cucurbit[n]uril (n = 6, 7) on gold Electroanalysis 25 2013 263 268
67. L. Veverkova, P. Zvatora, K. Zaruba, and V. Kral Receptor modified gold and silver nanoparticles: effect on interactions with oxoanions Analyst 138 2013 333 338