Carbohydrate-based nanoparticles for potential applications in medicine

Progress in Molecular Biology and Translational Science

Volumn 104, Issue , 2011, Pages 141-173

  Marradi, Marco ^a,b   García, Isabel ^a,b   Penadés, Soledad ^a,b  

^a CIC BIOMAGUNE   (Spain)

^b BIOMATERIALES Y NANOMEDICINA CIBER BBN   (Spain)

Author keywords

Antiadhesion agents; Carbohydrates; Diagnostics; Imaging; Metallic glyconanoparticles; Polysaccharide encapsulated metallic nanoparticles; Therapy

Indexed keywords

EID: 81255166750     PISSN: 18771173     EISSN: None     Source Type: Book Series    
DOI: 10.1016/B978-0-12-416020-0.00004-8     Document Type: Chapter

References (142)

1. V. Vogel Nanomedicine: the next waves of medical innovations. Introduction V. Vogel, Nanotechnology Nanomedicine vol. 5 2009 Wiley-VCH Verlag GmbH & Co. KGaA Weinheim 1 16
2. E. Katz, and I. Willner Integrated nanoparticle-biomolecule hybrid systems: synthesis, properties, and applications Angew Chem Int Ed Engl 43 2004 6042 6108 (Pubitemid 39611873)
3. D.A. Giljohann, and C.A. Mirkin Drivers of biodiagnostic development Nature 462 2009 461 464
4. S. Bhattacharyya, R.A. Kudgus, R. Bhattacharya, and P. Mukherjee Inorganic nanoparticles in cancer therapy Pharm Res 28 2011 237 259
5. R.A. Petros, and J.M. DeSimone Strategies in the design of nanoparticles for therapeutic applications Nat Rev Drug Discov 9 2010 615 627
6. D.K. Kim, and J. Dobson Nanomedicine for targeted drug delivery J Mater Chem 19 2009 6294 6309
7. S.C. McBain, H.P. Yiu, and J. Dobson Magnetic nanoparticles for gen and drug delivery Int J Nanomed 3 2008 169 180 (Pubitemid 352037850)
8. G. Orive, E. Anitua, J.L. Pedraz, and D.F. Emerich Biomaterials for promoting brain protection, repair and regeneration Nat Rev Neurosci 10 2009 682 692
9. S.-Y. Shim, D.-K. Lim, and J.-M. Nam Ultrasensitive optical biodiagnostic methods using metallic nanoparticles Nanomedicine 3 2008 215 232 (Pubitemid 351611857)
10. J. Kim, Y. Piao, and T. Hyeon Multifunctional nanostructured materials for multimodal imaging, and simultaneous imaging and therapy Chem Soc Rev 38 2009 372 390
11. P. Sharma, S. Brown, G. Walter, S. Santra, and B. Moudgil Nanoparticles for bioimaging Adv Colloid Interface Sci 123 2006 471 485 (Pubitemid 44665822)
12. Y.W. Jun, J.H. Lee, and J. Cheon Chemical design of nanoparticle probes for high-performance magnetic resonance imaging Angew Chem Int Ed Engl 47 2008 5122 5135
13. J. Cheon, and J.H. Lee Synergistically integrated nanoparticles as multimodal probes for nanobiotechnology Acc Chem Res 41 2008 1630 1640
14. A. Varki, R. Cummings, J. Esko, H. Freeze, G. Hart, and J. Marth Essentials of glycobiology 1999 Cold Spring Harbor Laboratory Press Cold Spring Harbor, New York 653
15. H.-J. Gabius The sugar code: fundamentals of glycosciences 2009 Wiley-Blackwell Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany 569
16. H. Herzner, T. Reipen, M. Schultz, and H. Kunz Synthesis of glycopeptides containing carbohydrate and peptide recognition motifs Chem Rev 100 2000 4495 4537 (Pubitemid 32090357)
17. O. Renaudet Recent advances on cyclopeptide-based glycoclusters Mini-Rev Org Chem 5 2008 274 286
18. J. Wang, H. Li, G. Zou, and L.X. Wang Novel template-assembled oligosaccharide clusters as epitope mimics for HIV-neutralizing antibody 2G12. Design, synthesis, and antibody binding study Org Biomol Chem 5 2007 1529 1540 (Pubitemid 46959421)
19. I.J. Krauss, J.G. Joyce, A.C. Finnefrock, H.C. Song, V.Y. Dudkin, and X. Geng Fully synthetic carbohydrate HIV antigens designed on the logic of the 2G12 antibody J Am Chem Soc 129 2007 11042 11044 (Pubitemid 47435706)
20. Y.M. Chabre, and R. Roy Design and creativity in synthesis of multivalent neoglycoconjugates Adv Carbohydr Chem Biochem 63 2010 165 393
21. L.L. Kiessling, J.E. Gestwicki, and L.E. Strong Synthetic multivalent ligands as probes of signal transduction Angew Chem Int Ed Engl 45 2006 2348 2368 (Pubitemid 44105109)
22. S. Pearson, G. Chen, and M.H. Stenzel Synthesis of glycopolymers R. Narain, Engineered carbohydrate-based materials for biomedical applications. Polymers, surfaces, densdrimers, nanoparticles, and hydrogels 2011 John Wiley & Sons, Inc Hoboken, NJ 1 118 Chapter 1
23. I. Otsuka, B. Blanchard, R. Borsali, A. Imberty, and T. Kakuchi Enhancement of plant and bacterial lectin binding affinity by three-dimensional organized cluster glycosides constructed on helical poly(phenylacetylene) backbones Chembiochem 11 2010 2399 2408
24. N. Yamazaki, S. Kojima, N.V. Bovin, S. André, S. Gabius, and H.-J. Gabius Endogenous lectins as targets for drug delivery Adv Drug Deliv Rev 43 2000 225 244
25. V.P. Torchilin Recent advances with liposomes as pharmaceutical carriers Nat Rev Drug Discov 4 2005 145 160 (Pubitemid 40282557)
26. H. Zhang, Y. Ma, and X.-L. Sun Recent developments in carbohydrate-decorated targeted drug/gene delivery Med Res Rev 30 2010 270 289
27. M. Marradi, F. Chiodo, I. García, and S. Penadés Glycoliposomes and metallic glyconanoparticles in glycoscience O. Renaudet, N. Spinelli, Synthesis and biological applications of glycoconjugates 2011 Bentham e-Books 164 202 Chapter 10
28. L. Baldini, A. Casnati, F. Sansone, and R. Ungaro Calixarene-based multivalent ligands Chem Soc Rev 36 2007 254 266
29. A. Dondoni, and A. Marra Calixarene and calixresorcarene glycosides: their synthesis and biological applications Chem Rev 110 2010 4949 4977
30. S. Cecioni, R. Lalor, B. Blanchard, J.P. Praly, A. Imberty, and S.E. Matthews Achieving high affinity towards a bacterial lectin through multivalent topological isomers of calix[4]arene glycoconjugates Chem Eur J 15 2009 13232 13240
31. K. El-Boubbou, and X. Huang Glyco-nanomaterials: translating insights from the "sugar-code" to biomedical applications Curr Med Chem 18 2011 2060 2078
32. M. Marradi, M. Martín-Lomas, and S. Penadés Glyconanoparticles: polyvalent tools to study carbohydrate-based interactions Adv Carbohydr Chem Biochem 64 2010 211 290
33. J.C. Love, L.A. Estroff, J.K. Kriebel, R.G. Nuzzo, and G.M. Whitesides Self-assembled monolayers of thiolates on metals as a form of nanotechnology Chem Rev 105 2005 1103 1169 (Pubitemid 40600878)
34. J.M. de la Fuente, A.G. Barrientos, T.C. Rojas, J. Rojo, J. Cañada, and A. Fernández Gold glyconanoparticles as water-soluble polyvalent models to study carbohydrate interactions Angew Chem Int Ed Engl 40 2001 2258 2261 (Pubitemid 32601016)
35. J.M. de la Fuente, and S. Penadés Understanding carbohydrate-carbohydrate interactions by means of glyconanotechnology Glycoconj J 21 2004 149 163 (Pubitemid 39382660)
36. J.M. de la Fuente, and S. Penadés Glyconanoparticles: types, synthesis and applications in glycoscience, biomedicine and material science Biochim Biophys Acta Gen Subj 1760 2006 636 651
37. E. Boisselier, and D. Astruc Gold nanoparticles in nanomedicine: preparations, imaging, diagnostics, therapies and toxicity Chem Soc Rev 38 2009 1759 1782
38. G. Han, P. Ghosh, and V.M. Rotello Functionalized gold nanoparticles for drug delivery Nanomedicine 2 2007 113 123 (Pubitemid 46845782)
39. J.B. Hall, M.A. Dobrovolskaia, A.K. Patri, and S.E. McNeil Characterization of nanoparticles for therapeutics Nanomedicine 2 2007 789 803
40. K.A. White, and N.L. Rosi Gold nanoparticle-based assays for the detection of biologically relevant molecules Nanomedicine 3 2008 543 553
41. I. García, M. Marradi, and S. Penadés Glyconanoparticles: multifunctional nanomaterials for biomedical applications Nanomedicine 5 2010 777 792
42. B. Perez-Lopez, and A. Merkoci Nanoparticles for the development of improved (bio)sensing systems Anal Bioanal Chem 399 2011 1577 1590
43. S.Q. Liu, and Z.Y. Tang Nanoparticle assemblies for biological and chemical sensing J Mater Chem 20 2010 24 35
44. D.C. Hone, A.H. Haines, and D.A. Russell Rapid, quantitative colorimetric detection of a lectin using mannose-stabilized gold nanoparticles Langmuir 19 2003 7141 7144
45. C.C. Lin, Y.C. Yeh, C.Y. Yang, G.F. Chen, Y.C. Chen, and Y.C. Wu Quantitative analysis of multivalent interactions of carbohydrate-encapsulated gold nanoparticles with concanavalin A Chem Commun 23 2003 2920 2921
46. K.M. Halkes, A. Carvalho de Souza, C.E.P. Maljaars, G.J. Gerwig, and J.P. Kamerling A facile method for the preparation of gold glyconanoparticles from free oligosaccharides and their applicability in carbohydrate-protein interaction studies Eur J Org Chem 17 2005 3650 3659 (Pubitemid 41342387)
47. M.B. Thygesen, J. Sauer, and K.J. Jensen Chemoselective capture of glycans for analysis on gold nanoparticles: carbohydrate oxime tautomers provide functional recognition by proteins Chem Eur J 15 2009 1649 1660
48. N. Jayaraman Multivalent ligand presentation as a central concept to study intricate carbohydrate-protein interactions Chem Soc Rev 38 2009 3463 3483
49. X.Z. Jiang, A. Housni, G. Gody, P. Boullanger, M.T. Charreyre, and T. Delair Synthesis of biotinylated alpha-d-mannoside or N-acetyl beta-d-glucosaminoside decorated gold nanoparticles: study of their biomolecular recognition with Con A and WGA lectins Bioconj Chem 21 2010 521 530
50. X. Wang, O. Ramstrom, and M. Yan Quantitative analysis of multivalent ligand presentation on gold glyconanoparticles and the impact on lectin binding Anal Chem 82 2010 9082 9089
51. Z. Ban, C.J. Bosques, and R. Sasisekharan A simple assay to probe disease-associated enzyme activity using glycosaminoglycan-assisted synthesized gold nanoparticles Org Biomol Chem 6 2008 4290 4292
52. M. Chikae, T. Fukuda, K. Kerman, K. Idegami, Y. Miura, and E. Tamiya Amyloid-beta detection with saccharide immobilized gold nanoparticle on carbon electrode Bioelectrochemistry 74 2008 118 123
53. J.T. La Belle, J.Q. Gerlach, S. Svarovsky, and L. Joshi Label-free impedimetric detention of glycan-lectin interactions Anal Chem 79 2007 6959 6964 (Pubitemid 47438674)
54. L. Ding, R. Qian, Y. Xue, W. Cheng, and H. Ju In situ scanometric assay of cell surface carbohydrate by glyconanoparticle-aggregation-regulated silver enhancement Anal Chem 82 2010 5804 5809
55. K. El-Boubbou, D.C. Zhu, C. Vasileiou, B. Borhan, D. Prosperi, and W. Li Magnetic glyco-nanoparticles: a tool to detect, differentiate, and unlock the glyco-codes of cancer via magnetic resonance imaging J Am Chem Soc 132 2010 4490 4499
56. K. Medha, K. El-Boubbou, D.C. Zhu, T. Lansdell, X. Lu, and W. Li Hyaluronic acid immobilized magnetic nanoparticles for active targeting and imaging of macrophages Bioconj Chem 21 2010 2128 2135
57. Y. Lee, H. Lee, Y.B. Kim, J. Kim, T. Hyeon, and H.W. Park Bioinspired surface immobilization of hyaluronic acid on monodisperse magnetite nanocrystals for targeted cancer imaging Adv Mater 20 2008 4154 4157
58. A. Robinson, J.-M. Fang, P.-T. Chou, K.-W. Liao, R.-M. Chu, and S.-J. Lee Probing lectin and sperm with carbohydrate-modified quantum dots Chembiochem 6 2005 1899 1905 (Pubitemid 41475283)
59. P.G. Luo, and F.J. Stutzenberger Nanotechnology in the detection and control of microorganisms Adv Appl Microbiol 63 2008 145 181 (Pubitemid 351452250)
60. A. Varki, H.H. Freeze, and P. Gagneux Evolution of glycan diversity A. Varki, R.D. Cummings, J.D. Esko, H.H. Freeze, P. Stanley, C.R. Bertozzi, G.W. Hart, M.E. Etzler, Essentials of Glycobiology 2009 Cold Spring Harbor New York 281 292 Chapter 19
61. V. Nizet, and J.D. Esko Bacterial and viral infections A. Varki, R.D. Cummings, J.D. Esko, H.H. Freeze, P. Stanley, C.R. Bertozzi, G.W. Hart, M.E. Etzler, Essentials of glycobiology 2009 Cold Spring Harbor New York 537 552 Chapter 39
62. R.D. Cummings, and S. Turco Parasitic infections A. Varki, R.D. Cummings, J.D. Esko, H.H. Freeze, P. Stanley, C.R. Bertozzi, G.W. Hart, M.E. Etzler, Essentials of glycobiology 2009 Cold Spring Harbor New York 553 556 Chapter 40
63. C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, C.-L. Chen, G.-F. Chen, and C.-C. Chen Selective binding of mannose-encapsulated gold nanoparticles to type 1 pili in Escherichia coli J Am Chem Soc 124 2002 3508 3509 (Pubitemid 34407866)
64. K. El-Boubbou, C. Grunden, and X. Huang Magnetic glyco-nanoparticles: a unique tool for rapid pathogen detection, decontamination, and strain differentiation J Am Chem Soc 129 2007 13392 13393 (Pubitemid 350071759)
65. C.-C. Huang, C.-T. Chen, Y.-C. Shiang, Z.-H. Lin, and H.-T. Chang Synthesis of fluorescent carbohydrate-protected Au nanodots for detection of concanavalin A and Escherichia coli Anal Chem 81 2009 875 882
66. M.J. Joralemon, S.K. Murthy, E.E. Remsen, M.L. Becker, and K.L. Wooley Synthesis, characterization, and bioavailability of mannosylated shell cross-linked nanoparticles Biomacromolecules 5 2004 903 913 (Pubitemid 38702264)
67. B.S. Kim, W.Y. Yang, J.H. Ryu, Y.S. Yoo, and M. Lee Carbohydrate-coated nanocapsules from amphiphilic rod-coil molecule: binding to bacterial type 1 pili Chem Commun 41 2005 2035 2037 (Pubitemid 40604516)
68. L.W. Qu, P.G. Luo, S. Taylor, Y. Lin, W.J. Huang, and N. Anyadike J Nanosci Nanotechnol 5 2005 319 322
69. C. Xue, S. Velayudham, S. Johnson, R. Saha, A. Smith, and W. Brewer Highly water-soluble, fluorescent, conjugated fluorene-based glycopolymers with poly(ethylene glycol)-tethered spacers for sensitive detection of Escherichia coli Chem Eur J 15 2009 2289 2295
70. L.-H. Liu, H. Dietsch, P. Schurtenberger, and M. Yan Photoinitiated coupling of unmodified monosaccharides to iron oxide nanoparticles for sensing proteins and bacteria Bioconj Chem 20 2009 1349 1355
71. D.M. Hatch, A.A. Weiss, R.R. Kale, and S.S. Iyer Biotinylated bi- and tetra-antennary glycoconjugates for Escherichia coli detection Chembiochem 9 2008 2433 2442
72. B. Mukhopadhyay, M.B. Martins, R. Karamanska, D.A. Russell, and R.A. Field Bacterial detection using carbohydrate-functionalised CdS quantum dots: a model study exploiting E. coli recognition of mannosides Tetrahedron Lett 50 2009 886 889
73. J. Kim, and M.-Y. Yoon Recent advances in rapid and ultrasensitive biosensors for infectious agents: lesson from Bacillus anthracis diagnostic sensors Analyst 135 2010 1182 1190
74. P.G. Luo, H. Wang, L. Gu, F. Lu, Y. Lin, and K.A. Christensen Selective interactions of sugar-functionalized single-walled carbon nanotubes with Bacillus spores ACS Nano 3 2009 3909 3916
75. S. Nath, C. Kaittanis, A. Tinkham, and J.M. Perez Dextran-coated gold nanoparticles for the assessment of antimicrobial susceptibility Anal Chem 80 2008 1033 1038 (Pubitemid 351272335)
76. E.Y. Sun, R. Weissleder, and L. Josephson Continuous analyte sensing with magnetic nanoswitches Small 2 2006 1144 1147 (Pubitemid 44369004)
77. I. Koh, R. Hong, R. Weissleder, and L. Josephson Sensitive NMR sensors detect antibodies to influenza Angew Chem Int Ed Engl 47 2008 4119 4121
78. C. Kaittanis, T. Banerjee, S. Santra, O.J. Santiesteban, K. Teter, and J.M. Perez Identification of molecular-mimicry-based ligands for cholera diagnostics using magnetic relaxation Bioconj Chem 22 2011 307 314
79. N. Parera Pera, A. Kouki, S. Haataja, H.M. Branderhorst, R.M.J. Liskamp, and G.M. Visser Detection of pathogenic Streptococcus suis bacteria using magnetic glycoparticles Org Biomol Chem 8 2010 2425 2429
80. C.L. Schofield, R.A. Field, and D.A. Russell Glyconanoparticles for the colorimetric detection of cholera toxin Anal Chem 79 2007 1356 1361
81. I. Vrasidas, N.J. de Mol, R.M.J. Liskamp, and R.J. Pieters Synthesis of lactose dendrimers and multivalency effects in binding to the cholera toxin B subunit Eur J Org Chem 24 2001 4685 4692 (Pubitemid 33726866)
82. A.A. Kulkarni, C. Fuller, H. Korman, A. Weiss, and S.S. Iyer Glycan encapsulated gold nanoparticles selectively inhibit Shiga Toxins 1 and 2 Bioconj Chem 21 2010 1486 1493
83. Y.-Y. Chien, M.-D. Jan, A.K. Adak, H.-C. Tzeng, Y.-P. Lin, and Y.-J. Chen Globotriose-functionalized gold nanoparticles as multivalent probes for Shiga-like toxin Chembiochem 9 2008 1100 1109
84. J.M. Mulder, G.J. Strijkers, G.A.F. VanTilborg, D.P. Cormode, Z.A. Fayad, and K. Nicolay Nanoparticulate assemblies of amphiphiles and diagnostically active materials for multimodality imaging Acc Chem Res 42 2009 904 914
85. J. Gao, H. Gu, and B. Xu Multifunctional magnetic nanoparticles: design, synthesis, and biomedical applications Acc Chem Res 42 2009 1097 1107
86. P. Agrawal, G.J. Strijkers, and K. Nicolay Chitosan-based systems for molecular imaging Adv Drug Deliv Rev 62 2010 42 58
87. E. Terreno, W. Dastru, D.D. Castelli, E. Gianolio, S.G. Crich, and D. Longo Advances in metal-based probes for MR molecular imaging applications Curr Med Chem 17 2010 1052 1063
88. M.A. Hahn, A.K. Singh, P. Sharma, S.C. Brown, and B.M. Moudgil Nanoparticles as contrast agents for in-vivo bioimaging: current status and future perspectives Anal Bioanal Chem 399 2011 3 27
89. O. Veiseh, C. Sun, C. Fang, N. Bhattarai, J. Gunn, and F. Kievit Specific targeting of brain tumors with an optical/magnetic resonance imaging nanoprobe across the blood-brain barrier Cancer Res 69 2009 6200 6207
90. S.I. Van Kasteren, S.J. Campbell, S. Serres, D.C. Anthony, N.R. Sibson, and B.G. Davis Glyconanoparticles allow pre-symptomatic in vivo imaging of brain disease Proc Natl Acad Sci USA 106 2009 18 23
91. M. Marradi, D. Alcántara, J.M. de la Fuente, M.L. García-Martín, S. Cerdán, and S. Penadés Paramagnetic Gd-based gold glyconanoparticles as probes for MRI: tuning relaxivities with sugars Chem Commun 29 2009 3922 3924
92. H. Lee, K. Lee, I.K. Kim, and T.G. Park Synthesis, characterization, and in vivo diagnostic applications of hyaluronic acid immobilized gold nanoprobes Biomaterials 29 2008 4709 4718
93. J.-H. Park, L. Gu, G. Von-Maltzahn, E. Ruoslahti, S.N. Bhatia, and M.J. Sailor Biodegradable luminescent porous silicon nanoparticles for in vivo applications Nat Mater 8 2009 331 336
94. E.A. Neuwelt, B. Bauer, C. Fahlkr, G. Fricker, C. Ladecola, and D. Janigro Engaging neuroscience to advance translational research in brain barrier biology Nat Rev Neurosci 12 2011 169 182
95. J. Gallo, I. García, D. Padro, B. Arnáiz, and S. Penadés Water-soluble magnetic glyconanoparticles based on metal-doped ferrites coated with gold: synthesis and characterization J Mater Chem 20 2010 10010 10020
96. I. García, J. Gallo, N. Genicio, D. Padro, and S. Penadés Magnetic glyconanoparticles as a versatile platform for selective immunolabeling and imaging of cells Bioconj Chem 22 2011 264 273
97. Gallo J, García I, Genicio N, Padro D, Penades S. Specific labeling of cell populations in blood with targeted immuno-fluorescent/magnetic glyconanoparticles. Biomaterials, In press, doi:10.1016/j.biomaterials.2011.09. 010
98. H.B. Na, I.C. Song, and T. Hyeon Inorganic nanoparticles for MRI contrast agents Adv Mater 21 2009 1 16
99. X. Gao, Y. Cui, R.M. Levenson, L.W.K. Chung, and S. Nie In vivo cancer targeting and imaging with semiconductor quantum dots Nat Biotechnol 22 2004 969 976 (Pubitemid 39014473)
100. R. Kikkeri, B. Lepenies, A. Adibekian, P. Laurino, and P.H. Seeberger In vitro imaging and in vivo liver targeting with carbohydrate capped quantum dots J Am Chem Soc 131 2009 2110 2112
101. R. Kikkeri, P. Laurino, A. Odedra, and P.H. Seeberger Synthesis of carbohydrate-functionalized quantum dots in microreactors Angew Chem Int Ed Engl 49 2010 2054 2057
102. S.H. Bhang, N. Won, T.-J. Lee, H. Jin, J. Nam, and J. Park Hyaluronic acid-quantum dot conjugates for in vivo lymphatic vessel imaging ACS Nano 3 2009 1389 1398
103. K. Kim, W. Hur, S.-J. Park, S.W. Hong, J.E. Choi, and E.J. Goh Bioimaging for targeted delivery of hyaluronic acid derivatives to the livers in cirrhotic mice using quantum dots ACS Nano 4 2010 3005 3014
104. J.H. Sakamoto, A.L. van de Ven, B. Godin, E. Blanco, R.E. Serda, and A. Grattoni Enabling individualized therapy through nanotechnology Pharm Res 62 2010 57 89
105. M.A. Dobrovolskaia, and S.E. McNeil Immunological properties of engineered nanomaterials Nat Nanotechnol 2 2007 469 478 (Pubitemid 47220069)
106. L.C. Kennedy, L.R. Bickford, N.A. Lewinski, A.J. Coughlin, Y. Hu, and E.S. Day New era for cancer treatment: gold-nanoparticle-mediated thermal therapies Small 7 2011 169 183
107. K.K. Jain Advances in the field of nanooncology BMC Med 8 2010 83
108. N. Sharon Carbohydrates as future anti-adhesion drugs for infectious diseases Biochim Biophys Acta 1760 2006 527 537
109. J. Rojo, V. Diaz, J.M. de la Fuente, I. Segura, A.G. Barrientos, and H.H. Riese Gold glyconanoparticles as new tools in antiadhesive therapy Chembiochem 5 2004 291 297 (Pubitemid 39257122)
110. E. De Clercq Antiretroviral drugs Curr Opin Pharmacol 10 2010 507 515
111. J. Balzarini, and L. Van Damme Microbicide drug candidates to prevent HIV infection Lancet 369 2007 787 797 (Pubitemid 46335821)
112. D.H. Barouch Challenges in the development of an HIV-1 vaccine Nature 455 2008 613 619
113. J.M. Harouse, S. Bhat, S.L. Spitalnik, M. Laughlin, K. Stefano, and D.H. Silberberg Inhibition of entry of HIV-1 in neural cell lines by antibodies against galactosyl ceramide Science 253 1991 320 323 (Pubitemid 21917158)
114. B. Nolting, J.-J. Yu, Liu G-y, S.-J. Cho, S. Kauzlarich, and J. Gervay-Hague Synthesis of gold glyconanoparticles and biological evaluation of recombinant gp120 interactions Langmuir 19 2003 6465 6473
115. K.D. McReynolds, and J. Gervay-Hague Chemotherapeutic interventions targeting HIV interactions with host-associated carbohydrates Chem Rev 107 2007 1533 1552 (Pubitemid 46864970)
116. P. Di Gianvincenzo, M. Marradi, O.M. Martínez-Ávila, L.M. Bedoya, J. Alcamí, and S. Penadés Gold nanoparticles capped with sulfate-ended ligands as anti-HIV agents Bioorg Med Chem Lett 20 2010 2718 2721
117. C.-c. Huang, S.N. Lam, P. Acharya, M. Tang, S.-H. Xiang, and S. Shahzad-ul Hussan Structures of the CCR5 N terminus and of a tyrosine-sulfated antibody with HIV-1 gp120 and CD4 Science 317 2007 1930 1934 (Pubitemid 47509439)
118. L.X. Wang Carbohydrate-based vaccines against HIV/AIDS A.A. Klyosov, Z.J. Witczak, D. Platt, Carbohydrate drug design 2006 ACS Symposium Series Washington, DC, USA 133 160 No. 932
119. O. Martínez-Ávila, K. Hijazi, M. Marradi, C. Clavel, C. Campion, and C. Kelly Gold manno-glyconanoparticles: multivalent systems to block HIV-1 gp120 binding to the lectin DC-SIGN Chem Eur J 15 2009 9874 9888
120. T.B.H. Geijtenbeek, D.S. Kwon, R. Torensma, S.J. van Vliet, G.C.F. van Duijnhoven, and J. Middel DC-SIGN, a dendritic cell-specific HIV-1-binding protein that enhances trans-infection of T cells Cell 100 2000 587 597
121. O. Martínez-Ávila, L.M. Bedoya, M. Marradi, C. Clavel, J. Alcamí, and S. Penadés Multivalent manno-glyconanoparticles inhibit DC-SIGN-mediated HIV-1 trans-infection of human T cells Chembiochem 10 2009 1806 1809
122. D.A. Calarese, C.N. Scanlan, M.B. Zwick, S. Deechongkit, Y. Mimura, and R. Kunert Antibody domain exchange is an immunological solution to carbohydrate cluster recognition Science 300 2003 2065 2071 (Pubitemid 36760127)
123. C.N. Scanlan, R. Pantophlet, M.R. Wormald, E. Ollmann Saphire, R. Stanfield, and I.A. Wilson The broadly neutralizing anti-human immunodeficiency virus type 1 antibody 2G12 recognizes a cluster of α1→2 mannose residues on the outer face of gp120 J Virol 76 2002 7306 7321
124. M. Marradi, P. Di Gianvincenzo, P.M. Enríquez-Navas, O.M. Martínez-Ávila, F. Chiodo, and E. Yuste Gold nanoparticles coated with oligomannosides of HIV-1 glycoprotein gp120 mimic the carbohydrate epitope of antibody 2G12 J Mol Biol 410 2011 798 810
125. R.D. Astronomo, and D.R. Burton Carbohydrate vaccines: developing sweet solutions to sticky situations? Nat Rev Drug Discov 9 2010 308 324
126. I. Papp, C. Sieben, K. Ludwig, M. Roskamp, C. Böttcher, and S. Schlecht Inhibition of Influenza virus infection by multivalent sialic-acid-functionalized gold nanoparticles Small 6 2010 2900 2906
127. W.M. Shafer, J.P. Folster, and R.A. Nicholas Molecular mechanisms of antibiotic resistance expressed by the pathogenic Neisseria C. Genco, L. Wetzler, Neisseria: molecular mechanisms of pathogenesis 2010 Caister Academic Press Norfolk, UK 245 270
128. F. Manea, C. Bindoli, S. Fallarini, G. Lombardi, L. Polito, and L. Lay Multivalent, saccharide-functionalized gold nanoparticles as fully synthetic analogs of type A Neisseria meningitidis antigens Adv Mater 20 2008 4348 4352
129. H. Snippe, W.T.M. Jansen, and J.P. Kamerling Immunology of experimental synthetic carbohydrate-protein conjugate vaccines against Streptococcus pneumoniae serotypes R. Roy, Carbohydrate-based vaccines vol. 989 2008 ACS Symposium Series, American Chemical Society Washington, DC, USA 85 104
130. Safari D, Marradi M, Chiodo F, Dekker HA Th, Shan Y, Adamo R, et al. Gold nanoparticles as carriers for a synthetic S. pneumoniae type 14 conjugate vaccine. Nanomedicine 2011; (accepted for publication)
131. Z. Liu, Y. Jiao, Y. Wang, C. Zhou, and Z. Zhang Polysaccharides-based nanoparticles as drug delivery systems Adv Drug Deliv Rev 60 2008 1650 1662
132. N. Duceppe, and M. Tabrizian Advances in using chitosan-based nanoparticles for in vitro and in vivo drug and gene delivery Expert Opin Drug Deliv 7 2010 1191 1207
133. J.J. Wang, Z.W. Zeng, R.Z. Xiao, T. Xie, G.L. Zhou, and X.R. Zhan Recent advances of chitosan nanoparticles as drug carriers Int J Nanomed 6 2011 765 774
134. S. Mao, W. Sun, and T. Kissel Chitosan-based formulations for delivery of DNA and siRNA Adv Drug Deliv Rev 62 2010 12 27
135. M. de la Fuente, M. Raviña, P. Paolicelli, A. Sanchez, B. Seijo, and M.J. Alonso Chitosan-based nanostructures: a delivery platform for ocular therapeutics Adv Drug Deliv Rev 62 2010 100 117
136. N. Csaba, M. Garcia-Fuentes, and M.J. Alonso Nanoparticles for nasal vaccination Adv Drug Deliv Rev 61 2009 140 157
137. M.D. Chavanpatil, A. Khdair, and J. Panyam Surfactant-polymer nanoparticles: a novel platform for sustained and enhanced cellular delivery of water-soluble molecules Pharm Res 24 2007 803 810 (Pubitemid 46411969)
138. J.H. Park, S. Kwon, M. Lee, M. Lee, H. Chung, and J.-H. Kim Self-assembled nanoparticles based on glycol chitosan bearing hydrophobic moieties as carriers for doxorubicin: in vivo biodistribution and anti-tumor activity Biomaterials 27 2006 119 126 (Pubitemid 41225375)
139. M.A. Dobrovolskaia, D.R. Germolec, and J.L. Weaver Evaluation of nanoparticle immunotoxicity Nat Nanotechnol 4 2009 411 414
140. N. Khlebtsov, and L. Dykman Biodistribution and toxicity of engineered gold nanoparticles: a review of in vitro and in vivo studies Chem Soc Rev 40 2011 1647 1671
141. S. Verma, A.J. Domb, and N. Kumar Nanomaterials for regenerative medicine Nanomedicine 6 2011 157 181
142. A. Solanki, J.D. Kim, and K.-B. Lee Nanotechnology for regenerative medicine: nanomaterials for stem cell imaging Nanomedicine 3 2008 567 578