Growth of highly fluorescent polyethylene glycol- and zwitterion- functionalized gold nanoclusters

ACS Nano

Volumn 7, Issue 3, 2013, Pages 2509-2521

  Aldeek, Fadi ^a   Muhammed, M A Habeeb ^b   Palui, Goutam ^a   Zhan, Naiqian ^a   Mattoussi, Hedi ^a  

^a FLORIDA STATE UNIVERSITY   (United States)

^b UNIVERSITY OF MUNICH   (Germany)

Author keywords

fluorescence; functionalization; ligand; metal nanoclusters; reduction

Indexed keywords

CARBODIIMIDE CHEMISTRY; COLLOIDAL STABILITY; ELECTROLYTE CONCENTRATION; FLUORESCENCE LIFETIMES; FUNCTIONALIZATIONS; METAL NANOCLUSTERS; NEAR INFRARED REGION; SENSING APPLICATIONS;

FUNCTIONAL GROUPS; GOLD; INFRARED DEVICES; LIGANDS; NANOCLUSTERS; POLYETHYLENE GLYCOLS; REDUCTION;

FLUORESCENCE;

EID: 84875654485     PISSN: 19360851     EISSN: 1936086X     Source Type: Journal    
DOI: 10.1021/nn305856t     Document Type: Article

References (80)

1. Jin, R. Quantum Sized, Thiolate-Protected Gold Nanoclusters Nanoscale 2010, 2, 343-362
2. Zheng, J.; Nicovich, P. R.; Dickson, R. M. Highly Fluorescent Noble-Metal Quantum Dots Annu. Rev. Phys. Chem. 2007, 58, 409-431
3. Chen, S. W.; Ingram, R. S.; Hostetler, M. J.; Pietron, J. J.; Murray, R. W.; Schaaff, T. G.; Khoury, J. T.; Alvarez, M. M.; Whetten, R. L. Gold Nanoelectrodes of Varied Size: Transition to Molecule-like Charging Science 1998, 280, 2098-2101
4. Apell, P.; Monreal, R.; Lundqvist, S. Photoluminescence of Noble-Metals Phys. Scr. 1988, 38, 174-179
5. Schaaff, T. G.; Knight, G.; Shafigullin, M. N.; Borkman, R. F.; Whetten, R. L. Isolation and Selected Properties of a 10.4 kDa Gold: Glutathione Cluster Compound J. Phys. Chem. B 1998, 102, 10643-10646
6. Bigioni, T. P.; Whetten, R. L.; Dag, O. Near-Infrared Luminescence from Small Gold Nanocrystals J. Phys. Chem. B 2000, 104, 6983-6986
7. Herzing, A. A.; Kiely, C. J.; Carley, A. F.; Landon, P.; Hutchings, G. J. Identification of Active Gold Nanoclusters on Iron Oxide Supports for CO Oxidation Science 2008, 321, 1331-1335
8. Lee, D. I.; Donkers, R. L.; DeSimone, J. M.; Murray, R. W. Voltammetry and Electron-Transfer Dynamics in a Molecular Melt of a 1.2 nm Metal Quantum Dot J. Am. Chem. Soc. 2003, 125, 1182-1183
9. Negishi, Y.; Tsunoyama, H.; Suzuki, M.; Kawamura, N.; Matsushita, M. M.; Maruyama, K.; Sugawara, T.; Yokoyama, T.; Tsukuda, T. X-ray Magnetic Circular Dichroism of Size-Selected, Thiolated Gold Clusters J. Am. Chem. Soc. 2006, 128, 12034-12035
10. Zhu, M.; Aikens, C. M.; Hollander, F. J.; Schatz, G. C.; Jin, R. Correlating the Crystal Structure of a Thiol-Protected Au-25 Cluster and Optical Properties J. Am. Chem. Soc. 2008, 130, 5883-5885
11. Pelley, J. L.; Daar, A. S.; Saner, M. A. State of Academic Knowledge on Toxicity and Biological Fate of Quantum Dots Toxicol. Sci. 2009, 112, 276-296
12. Wang, H. H.; Lin, C. A. J.; Lee, C. H.; Lin, Y. C.; Tseng, Y. M.; Hsieh, C. L.; Chen, C. H.; Tsai, C. H.; Hsieh, C. T.; Shen, J. L. et al. Fluorescent Gold Nanoclusters as a Biocompatible Marker for in Vitro and in Vivo Tracking of Endothelial Cells ACS Nano 2011, 5, 4337-4344
13. Wu, X.; He, X. X.; Wang, K. M.; Xie, C.; Zhou, B.; Qing, Z. H. Ultrasmall Near-Infrared Gold Nanoclusters for Tumor Fluorescence Imaging in Vivo Nanoscale 2010, 2, 2244-2249
14. Zhang, X. D.; Wu, D.; Shen, X.; Liu, P. X.; Fan, F. Y.; Fan, S. J. In Vivo Renal Clearance, Biodistribution, Toxicity of Gold Nanoclusters Biomaterials 2012, 33, 4628-4638
15. Lin, C. A. J.; Lee, C. H.; Hsieh, J. T.; Wang, H. H.; Li, J. K.; Shen, J. L.; Chan, W. H.; Yeh, H. I.; Chang, W. H. Synthesis of Fluorescent Metallic Nanoclusters toward Biomedical Application: Recent Progress and Present Challenges J. Med. Biol. Eng. 2009, 29, 276-283
16. Cannone, F.; Collini, M.; D'Alfonso, L.; Baldini, G.; Chirico, G.; Tallarida, G.; Pallavicini, P. Voltage Regulation of Fluorescence Emission of Single Dyes Bound to Gold Nanoparticles Nano Lett. 2007, 7, 1070-1075
17. Lee, T. H.; Gonzalez, J. I.; Zheng, J.; Dickson, R. M. Single-Molecule Optoelectronics Acc. Chem. Res. 2005, 38, 534-541
18. Wu, Z. K.; Jin, R. C. On the Ligand's Role in the Fluorescence of Gold Nanoclusters Nano Lett. 2010, 10, 2568-2573
19. Li, L. L.; Liu, H. Y.; Shen, Y. Y.; Zhang, J. R.; Zhu, J. J. Electrogenerated Chemiluminescence of Au Nanoclusters for the Detection of Dopamine Anal. Chem. 2011, 83, 661-665
20. Shang, L.; Dong, S. J.; Nienhaus, G. U. Ultra-small fluorescent Metal Nanoclusters: Synthesis and Biological Applications Nano Today 2011, 6, 401-418
21. Shiang, Y. C.; Huang, C. C.; Chen, W. Y.; Chen, P. C.; Chang, H. T. Fluorescent Gold and Silver Nanoclusters for the Analysis of Biopolymers and Cell Imaging J. Mater. Chem. 2012, 22, 12972-12982
22. Negishi, Y.; Nobusada, K.; Tsukuda, T. Glutathione-Protected Gold Clusters Revisited: Bridging the Gap between Gold(I)-Thiolate Complexes and Thiolate-Protected Gold Nanocrystals J. Am. Chem. Soc. 2005, 127, 5261-5270
23. Link, S.; Beeby, A.; FitzGerald, S.; El-Sayed, M. A.; Schaaff, T. G.; Whetten, R. L. Visible to Infrared Luminescence from a 28-Atom Gold Cluster J. Phys. Chem. B 2002, 106, 3410-3415
24. Duan, H. W.; Nie, S. M. Etching Colloidal Gold Nanocrystals with Hyperbranched and Multivalent Polymers: A New Route to Fluorescent and Water-Soluble Atomic Clusters J. Am. Chem. Soc. 2007, 129, 2412-2413
25. Muhammed, M. A. H.; Verma, P. K.; Pal, S. K.; Retnakumari, A.; Koyakutty, M.; Nair, S.; Pradeep, T. Luminescent Quantum Clusters of Gold in Bulk by Albumin-Induced Core Etching of Nanoparticles: Metal Ion Sensing, Metal-Enhanced Luminescence, and Biolabeling Chem.-Eur. J. 2010, 16, 10103-10112
26. Lin, C. A. J.; Yang, T. Y.; Lee, C. H.; Huang, S. H.; Sperling, R. A.; Zanella, M.; Li, J. K.; Shen, J. L.; Wang, H. H.; Yeh, H. I. et al. Synthesis, Characterization, and Bioconjugation of Fluorescent Gold Nanoclusters Toward Biological Labeling Applications ACS Nano 2009, 3, 395-401
27. Jin, R. C.; Qian, H. F.; Wu, Z. K.; Zhu, Y.; Zhu, M. Z.; Mohanty, A.; Garg, N. Size Focusing: A Methodology for Synthesizing Atomically Precise Gold Nanoclusters J. Phys. Chem. Lett. 2010, 1, 2903-2910
28. Jose, D.; Matthiesen, J. E.; Parsons, C.; Sorensen, C. M.; Klabunde, K. J. Size Focusing of Nanoparticles by Thermodynamic Control Through Ligand Interactions. Molecular Clusters Compared with Nanoparticles of Metals J. Phys. Chem. Lett. 2012, 3, 885-890
29. 24 Nanoclusters ACS Nano 2009, 3, 3795-3803
30. 11 Clusters J. Am. Chem. Soc. 2005, 127, 13464-13465
31. 75 Clusters J. Am. Chem. Soc. 2005, 127, 8126-8132
32. Shang, L.; Dorlich, R. M.; Brandholt, S.; Schneider, R.; Trouillet, V.; Bruns, M.; Gerthsen, D.; Nienhaus, G. U. Facile Preparation of Water-sSoluble Fluorescent Gold Nanoclusters for Cellular Imaging Applications Nanoscale 2011, 3, 2009-2014
33. Tian, D. H.; Qian, Z. S.; Xia, Y. S.; Zhu, C. Q. Gold Nanocluster-Based Fluorescent Probes for Near-Infrared and Turn-On Sensing of Glutathione in Living Cells Langmuir 2012, 28, 3945-3951
34. Yan, L.; Cai, Y. Q.; Zheng, B. Z.; Yuan, H. Y.; Guo, Y.; Xiao, D.; Choi, M. M. F. Microwave-Assisted Synthesis of BSA-Stabilized and HSA-Protected Gold Nanoclusters with Red Emission J. Mater. Chem. 2012, 22, 1000-1005
35. Liu, H. Y.; Zhang, X. A.; Wu, X. M.; Jiang, L. P.; Burda, C.; Zhu, J. J. Rapid Sonochemical Synthesis of Highly Luminescent Non-toxic AuNCs and Au@AgNCs and Cu (II) Sensing Chem. Commun. 2011, 47, 4237-4239
36. Huang, C. C.; Liao, H. Y.; Shiang, Y. C.; Lin, Z. H.; Yang, Z.; Chang, H. T. Synthesis of Wavelength-Tunable Luminescent Gold and Gold/Silver Nanodots J. Mater. Chem. 2009, 19, 755-759
37. Wang, Z. J.; Cai, W.; Sui, J. H. Blue Luminescence Emitted from Monodisperse Thiolate-Capped Au-11 Clusters ChemPhysChem 2009, 10, 2012-2015
38. Shang, L.; Azadfar, N.; Stockmar, F.; Send, W.; Trouillet, V.; Bruns, M.; Gerthsen, D.; Nienhaus, G. U. One-Pot Synthesis of Near-Infrared Fluorescent Gold Clusters for Cellular Fluorescence Lifetime Imaging Small 2011, 7, 2614-2620
39. Huang, X.; Li, B. Y.; Li, L.; Zhang, H.; Majeed, I.; Hussain, I.; Tan, B. E. Facile Preparation of Highly Blue Fluorescent Metal Nanoclusters in Organic Media J. Phys. Chem. C 2012, 116, 448-455
40. Huang, X.; Luo, Y.; Li, Z.; Li, B. Y.; Zhang, H.; Li, L.; Majeed, I.; Zou, P.; Tan, B. E. Biolabeling Hematopoietic System Cells Using Near-Infrared Fluorescent Gold Nanoclusters J. Phys. Chem. C 2011, 115, 16753-16763
41. 8 Nanodots J. Am. Chem. Soc. 2003, 125, 7780-7781
42. Bao, Y. P.; Zhong, C.; Vu, D. M.; Temirov, J. P.; Dyer, R. B.; Martinez, J. S. Nanoparticle-Free Synthesis of Fluorescent Gold Nanoclusters at Physiological Temperature J. Phys. Chem. C 2007, 111, 12194-12198
43. Zheng, J.; Zhang, C. W.; Dickson, R. M. Highly Fluorescent, Water-Soluble, Size-Tunable Gold Quantum Dots Phys. Rev. Lett. 2004, 93, 077402-4
44. 18 Leading to Functionalized Gold Clusters: Spectroscopy, Kinetics, and Luminescence J. Phys. Chem. C 2008, 112, 12168-12176
45. + Breast Cancer ACS Nano 2011, 5, 9718-9725
46. Xavier, P. L.; Chaudhari, K.; Verma, P. K.; Pal, S. K.; Pradeep, T. Luminescent Quantum Clusters of Gold in Transferrin Family Pprotein, Lactoferrin Exhibiting FRET Nanoscale 2010, 2, 2769-2776
47. Kennedy, T. A. C.; MacLean, J. L.; Liu, J. W. Blue Emitting Gold Nanoclusters Templated by Poly-cytosine DNA at Low pH and Poly-adenine DNA at Neutral pH Chem. Commun. 2012, 48, 6845-6847
48. Oh, E.; Susumu, K.; Goswami, R.; Mattoussi, H. One-Phase Synthesis of Water-Soluble Gold Nanoparticles with Control over Size and Surface Functionalities Langmuir 2010, 26, 7604-7613
49. Susumu, K.; Oh, E.; Delehanty, J. B.; Blanco-Canosa, J. B.; Johnson, B. J.; Jain, V.; Hervey, W. J.; Algar, W. R.; Boeneman, K.; Dawson, P. E. et al. Multifunctional Compact Zwitterionic Ligands for Preparing Robust Biocompatible Semiconductor Quantum Dots and Gold Nanoparticles J. Am. Chem. Soc. 2011, 133, 9480-9496
50. Wei, H.; Insin, N.; Lee, J.; Han, H. S.; Cordero, J. M.; Liu, W.; Bawendi, M. G. Compact Zwitterion-Coated Iron Oxide Nanoparticles for Biological Applications Nano Lett. 2012, 12, 22-25
51. Park, J.; Nam, J.; Won, N.; Jin, H.; Jung, S.; Jung, S.; Cho, S. H.; Kim, S. Compact and Stable Quantum Dots with Positive, Negative, or Zwitterionic Surface: Specific Cell Interactions and Non-Specific Adsorptions by the Surface Charges Adv. Funct. Mater. 2011, 21, 1558-1566
52. Muro, E.; Pons, T.; Lequeux, N.; Fragola, A.; Sanson, N.; Lenkei, Z.; Dubertret, B. Small and Stable Sulfobetaine Zwitterionic Quantum Dots for Functional Live-Cell Imaging J. Am. Chem. Soc. 2010, 132, 4556-4557
53. Palui, G.; Avellini, T.; Zhan, N.; Pan, F.; Gray, D.; Alabugin, I.; Mattoussi, H. Photoinduced Phase Transfer of Luminescent Quantum Dots to Polar and Aqueous Media J. Am. Chem. Soc. 2012, 134, 16370-16378
54. Mei, B. C.; Susumu, K.; Medintz, I. L.; Delehanty, J. B.; Mountziaris, T. J.; Mattoussi, H. Modular Poly(ethylene glycol) Ligands for Biocompatible Semiconductor and Gold Nanocrystals with Extended pH and Ionic Stability J. Mater. Chem. 2008, 18, 4949-4958
55. Mei, B. C.; Susumu, K.; Medintz, I. L.; Mattoussi, H. Polyethylene Glycol-Based Bidentate Ligands to Enhance Quantum Dot and Gold Nanoparticle Stability in Biological Media Nat. Protoc. 2009, 4, 412-423
56. Susumu, K.; Mei, B. C.; Mattoussi, H. Multifunctional Ligands Based on Dihydrolipoic Acid and Polyethylene Glycol to Promote Biocompatibility of Quantum Dots Nat. Protoc. 2009, 4, 424-436
57. Ji, X.; Palui, G.; Avellini, T.; Na, H. B.; Yi, C. Y.; Knappenberger, K. L.; Mattoussi, H. On the pH-Dependent Quenching of Quantum Dot Photoluminescence by Redox Active Dopamine J. Am. Chem. Soc. 2012, 134, 6006-6017
58. Muhammed, M. A.; Aldeek, F.; Palui, G.; Trapiella-Alfonso, L.; Mattoussi, H. Growth of in Situ Functionalized Luminescent Silver Nanoclusters by Direct Reduction and Size Focusing ACS Nano 2012, 6, 8950-8961
59. Alberts, B. The Promise of Cancer Research Science 2008, 320, 19
60. Gerweck, L. E.; Seetharaman, K. Cellular pH Gradient in Tumor Versus Normal Tissue: Potential Exploitation for the Treatment of Cancer Cancer Res. 1996, 56, 1194-1198
61. Nam, J.; Won, N.; Jin, H.; Chung, H.; Kim, S. pH-Induced Aggregation of Gold Nanoparticles for Photothermal Cancer Therapy J. Am. Chem. Soc. 2009, 131, 13639-13645
62. Yu, M. X.; Zhou, C.; Liu, J. B.; Hankins, J. D.; Zheng, J. Luminescent Gold Nanoparticles with pH-Dependent Membrane Adsorption J. Am. Chem. Soc. 2011, 133, 11014-11017
63. Batalia, M. A.; Kirksey, T. J.; Sharma, A.; Jiang, L. H.; Abastado, J. P.; Yan, S. Q.; Zhao, R.; Collins, E. J. Class I MHC Is Stabilized Against Thermal Denaturation by Physiological Concentrations of NaCl Biochemistry 2000, 39, 9030-9038
64. Terry, C. A.; Fernandez, M. J.; Gude, L.; Lorente, A.; Grant, K. B. Physiologically Relevant Concentrations of NaCl and KCl Increase DNA Photocleavage by an N-Substituted 9-Aminomethylanthracene Dye Biochemistry 2011, 50, 10375-10389
65. Moore, R. D.; Morrill, G. A. Possible Mechanism for Concentrating Sodium and Potassium in Cell-Nucleus Biophys. J. 1976, 16, 527-533
66. Cooper, A. J. L.; Kristal, B. S. Multiple Roles of Glutathione in the Central Nervous System Biol. Chem. 1997, 378, 793-802
67. Sudeep, P. K.; Joseph, S. T. S.; Thomas, K. G. Selective Detection of Cysteine and Gglutathione Using Gold Nanorods J. Am. Chem. Soc. 2005, 127, 6516-6517
68. Chen, T. H.; Tseng, W. L. (Lysozyme Type VI)-Stabilized Au8 Clusters: Synthesis Mechanism and Application for Sensing of Glutathione in a Single Drop of Blood Small 2012, 8, 1912-1919
69. Tehrani, Z. A.; Jamshidi, Z.; Javan, M. J.; Fattahi, A. Interactions of Glutathione Tripeptide with Gold Cluster: Influence of Intramolecular Hydrogen Bond on Complexation Behavior J. Phys. Chem. A 2012, 116, 4338-4347
70. Mattoussi, H.; Mauro, J. M.; Goldman, E. R.; Anderson, G. P.; Sundar, V. C.; Mikulec, F. V.; Bawendi, M. G. Self-Assembly of CdSe-ZnS Quantum Dot Bioconjugates Using an Engineered Recombinant Protein J. Am. Chem. Soc. 2000, 122, 12142-12150
71. Volkert, A. A.; Subramaniam, V.; Ivanov, M. R.; Goodman, A. M.; Haes, A. J. Salt-Mediated Self-Assembly of Thioctic Acid on Gold Nanoparticles ACS Nano 2011, 5, 4570-4580
72. Scriven, E. F. V.; Turnbull, K. Azides-Their Preparation and Synthetic Uses Chem. Rev. 1988, 88, 297-368
73. Na, H. B.; Palui, G.; Rosenberg, J. T.; Ji, X.; Grant, S. C.; Mattoussi, H. Multidentate Catechol-Based Polyethylene Glycol Oligomers Provide Enhanced Stability and Biocompatibility to Iron Oxide Nanoparticles ACS Nano 2012, 6, 389-399
74. Bucher, G.; Lu, C. Y.; Sander, W. The Photochemistry of Lipoic Acid: Photoionization and Observation of a Triplet Excited State of a Disulfide ChemPhysChem 2005, 6, 2607-2618
75. Wu, Z. K.; MacDonald, M. A.; Chen, J.; Zhang, P.; Jin, R. C. Kinetic Control and Thermodynamic Selection in the Synthesis of Atomically Precise Gold Nanoclusters J. Am. Chem. Soc. 2011, 133, 9670-9673
76. Zhou, C.; Sun, C.; Yu, M. X.; Qin, Y. P.; Wang, J. G.; Kim, M.; Zheng, J. Luminescent Gold Nanoparticles with Mixed Valence States Generated from Dissociation of Polymeric Au(I) Thiolates J. Phys. Chem. C 2010, 114, 7727-7732
77. Huang, T.; Murray, R. W. Visible Luminescence of Water-Soluble Monolayer-Protected Gold Clusters J. Phys. Chem. B 2001, 105, 12498-12502
78. Grabolle, M.; Spieles, M.; Lesnyak, V.; Gaponik, N.; Eychmuller, A.; Resch-Genger, U. Determination of the Fluorescence Quantum Yield of Quantum Dots: Suitable Procedures and Achievable Uncertainties Anal. Chem. 2009, 81, 6285-6294
79. Susumu, K.; Uyeda, H. T.; Medintz, I. L.; Pons, T.; Delehanty, J. B.; Mattoussi, H. Enhancing the Stability and Biological Functionalities of Quantum Dots via Compact Multifunctional Ligands J. Am. Chem. Soc. 2007, 129, 13987-13996
80. Pons, T.; Medintz, I. L.; Sapsford, K. E.; Higashiya, S.; Grimes, A. F.; English, D. S.; Mattoussi, H. On the Quenching of Semiconductor Quantum Dot Photoluminescence by Proximal Gold Nanoparticles Nano Lett. 2007, 7, 3157-3164