Abstract
Self-assembling nanoparticles of amphiphilic polymers are viable delivery vehicles for transporting hydrophobic molecules across hydrophilic media. Noncovalent contacts between the hydrophobic domains of their macromolecular components are responsible for their formation and for providing a nonpolar environment for the encapsulated guests. However, such interactions are reversible and, as a result, these supramolecular hosts can dissociate into their constituents amphiphiles to release the encapsulated cargo. Operating principles to probe the integrity of the nanocarriers and the dynamic exchange of their components are, therefore, essential to monitor the fate of these supramolecular assemblies in biological media. The co-encapsulation of complementary chromophores within their nonpolar interior offers the opportunity to assess their stability on the basis of energy transfer and fluorescence measurements. Indeed, the exchange of excitation energy between the entrapped chromophores can only occur if the nanoparticles retain their integrity to maintain donors and acceptors in close proximity. In fact, energy-transfer schemes are becoming invaluable protocols to elucidate the transport properties of these fascinating supramolecular constructs in a diversity of biological preparations and can facilitate the identification of strategies to deliver contrast agents and/or drugs to target locations in living organisms for potential diagnostic and/or therapeutic applications.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Winsor PA (1948) Trans Faraday Soc 44:376–382
Winsor PA (1954) Solvent properties of amphiphilic compounds. Butterworths, London
Nagarajan R (2011) Amphiphilic surfactants and amphiphilic polymers: principles of molecular assembly. In: Amphiphiles: molecular assembly and applications, ACS symposium series. American Chemical Society, Washington, DC, pp 1–22, Ch. 1
Alexandridis P, Lindman B (2000) Amphiphilic block copolymers: self-assembly and applications. Elsevier, Amsterdam
McCormick CL (2000) Stimuli-responsive water soluble and amphiphilic polymers, ACS symposium series. American Chemical Society, Washington, DC
Müller AHE, Borisov O (2011) Self-organized nanostructures of amphiphilic block copolymers I. Springer, Berlin
Müller AHE, Borisov O (2011) Self-organized nanostructures of amphiphilic block copolymers II. Springer, New York
Hamley IW (2000) Introduction to soft matter: polymers, colloids, amphiphiles, and liquid crystals. Wiley, New York
Holmberg K, Jonsson B, Kronberg B, Lindman B (2002) Surfactants and polymers in aqueous solution. Wiley, Chichester
Yamashita H, Oosawa M (1995) Patent 7309714 A2 951128, Kanebo Ltd., Japan
O’Lenick AJ Jr (1995) US Patent 5475125 A 951212, Siltech Inc.
Dupuis C (1995) Patent 684041 A1 951129, Oreal S.A., Europ
Sakuta K (1995) Patent 7304627 A2 951121, Shinetsu Chem. Ind. Co., Japan
Mohammed RA, Bailey AI, Luckham PF, Taylor SE (1994) Colloids Surf A Physicochem Eng Asp 83:261–271
Amaravathi M, Pandey BP (1991) Res Ind 36:169
Blease TG, Evans JG, Hughes L, Loll P (1993) In: Garrett P (ed) Defoaming, vol 45, Surfactant science series. Marcel Dekker, New York, p 299
Schmidt DL (1996) In: Prudhomme RK, Khan SA (eds) Foams, vol 57, Surfactant science series. Marcel Dekker, New York, p 287
Bader H, Ringsdorf H, Schmidt B (1984) Angew Makromol Chem 123:457–485
Fox ME, Szoka FC, Fréchet JMJ (2009) Acc Chem Res 42:1141–1151
Kataoka K, Kwon GS, Yokoyama M, Okano T, Sakurai YJ (1993) Control Release 24:119–132
Torchilin VP (2007) AAPS J 9:E-128–E-147
Jones M-C, Leroux J-C (1999) Eur J Pharm Biopharm 48:101–111
Adams ML, Lavasanifar A, Kwon GS (2003) J Pharm Sci 92:1343–1355
Husseini AG, Pitt WG (2008) Adv Drug Deliv Rev 60:1137–1152
Mondon K, Gurny R, Möller M (2008) Chimia 62:832–840
Park JH, Lee S, Kim JH, Park K, Kim K, Kwon IC (2008) Prog Polym Sci 33:113–137
Kim S, Shi Y, Kim JY, Park K, Cheng J-X (2010) Expert Opin Drug Deliv 7:49–62
Chacko RT, Ventura J, Zhuang J, Thayumanavan S (2012) Adv Drug Deliv Rev 64:836–851
Wang Y, Grayson SM (2012) Adv Drug Deliv Rev 64:852–865
Jin Q, Maji S, Agarwal S (2012) Polym Chem 3:2785–2793
Lalatsa A, Schatzlein AG, Mazza M, Thi BHL, Uchegbu IFJ (2012) Control Release 161:523–536
Nicolas J, Mura S, Brambilla D, Mackiewicz N, Couvreur P (2013) Chem Soc Rev 42:1147–1235
Lu Y, Park K (2013) Int J Pharm 452:198–214
Tyler JY, Xu X-M, Cheng J-X (2013) Nanoscale 5:8821–8836
Wang DR, Wang XG (2013) Prog Polym Sci 38:271–301
Gu L, Faig A, Abdelhamid D, Uhrich K (2014) Acc Chem Res 47:2867–2877
Yang Y, Pan D, Luo K, Li L, Gu Z (2013) Biomaterials 34:8430–8443
Alakhova DY, Kabanov AV (2014) Mol Pharm 11:2566–2578
Wei T, Chen C, Liu J, Liu C, Posocco P, Liu X, Chengk Q, Huo S, Liang Z, Fermeglia M, Pricl S, Liang X-J, Rocchi P, Peng L (2015) Proc Natl Acad Sci 112:2978–2983
Makino A (2014) Polym J 46:783–791
Torchilin VP (2001) J Control Release 73:137–172
Zhuang J, Gordon MR, Ventura J, Li L, Thayumanavan S (2013) Chem Soc Rev 42:7421–7435
Mura S, Nicolas J, Couvreur P (2013) Nat Mater 12:991–1003
Lv M-Q, Shi Y, Yang W-T, Fu Z-F (2013) J Appl Polym Sci 128:332–339
Smeets NMB (2013) Eur Polym J 49:2528–2544
Yildiz I, Impellizzeri S, Deniz E, McCaughan B, Callan JF, Raymo FM (2011) J Am Chem Soc 133:871–879
Wang Y, Al AM, He J, Grayson SM (2014) Polym Chem 5:622–629
Muhlebach A, Gaynor SG, Matyjaszewski K (1998) Macromolecules 31:6046–6052
Rikkou MD, Kolokasi M, Matyjaszewski K, Patrickios CS (2010) J Polym Sci A 48:1878–1886
Rikkou-Kalourkoti M, Loizou E, Porcar L, Matyjaszewski K, Patrickios CS (2012) Polym Chem 3:105–116
Hua M, Kaneko T, Liu X-Y, Chen M-Q, Akashi M (2005) Polym J 37:59–64
York AW, Kirkland SE, McCormick CL (2008) Adv Drug Deliv Rev 60:1018–1036
Huang Z, Zhang X, Zhang X, Fu C, Wang K, Yuan J, Tao L, Wei Y (2015) Polym Chem 6:607–612
Barner-Kowollik C (2008) Handbook of RAFT polymerization. Wiley, Weinheim
Shi X, Zhou W, Qiu Q, An Z (2012) Chem Commun 48:7389–7391
Rikkou-Kalourkoti M, Elladiou M, Patrickios CS (2015) J Polym Sci 53:1310–1319
Fu J, Cheng Z, Zhou N, Zhu J, Zhang W, Zhu X (2009) e-Polymers 18:1–11
Garnier S, Laschewsky A (2006) Colloid Polym Sci 284:1243–1254
Smith AE, Xu X, McCormick CL (2010) Prog Polym Sci 35:45–93
Lowe AB, McCormick CL (2007) Prog Polym Sci 32:283–351
Koda Y, Terashima T, Sawamotoa M, Maynard HD (2015) Polym Chem 6:240–247
Hawker CJ, Bosman AW, Harth E (2001) Chem Rev 101:3661–3688
Grubbs RB (2011) Polym Rev 51:104–137
Li X, Ni X, Liang Z, Shen Z (2012) J Polym Sci A Polym Chem 50:2037–2044
Sutthasupa S, Shiotsuki M, Sanda F (2010) Polym J 42:905–915
Nomura K, Abdellatif MM (2010) Polymer 51:1861–1881
Nuyken O, Pask SD (2013) Polymers 5:361–403
Zhao Y, Wu Y, Yan G, Zhang K (2014) RSC Adv 4:51194–51200
Hartley GS (1941) Trans Faraday Soc 37:130–133
Dukhin SS, Kretzchmar G, Miller B (1995) Dynamics of adsorption at liquid interfaces. Elsevier, Amsterdam
van Oss CJ (2006) Interfacial forces in aqueous media, 2nd edn. CRC/Taylor & Francis, Boca Raton
Gray GW (1998) Handbook of liquid crystals. Wiley, Weinheim
Figueiredo Neto AM, Salinas SRA (2005) The physics of lyotropic liquid crystals: phase transitions and structural properties. Oxford University Press, Oxford
Garti N, Somasundaran P, Mezzenga R (2012) Self-assembled supramolecular architectures: lyotropic liquid crystals. Wiley, Weinheim
Gelbart WM, Ben-Shaul A, Roux D (1994) Micelles, membranes, microemulsions, and monolayers. Springer, New York
Hamley IW (2007) Introduction to soft matter: synthetic and biological self-assembling materials. Wiley, Chichester
Förster S, Konrad M (2003) J Mater Chem 13:2671–2688
Bucknall DG, Anderson HL (2003) Science 302:1904–1905
Zvelindovsky AV (2007) Nanostructured soft matter: experiment, theory, simulation and perspectives. Springer, Dordrecht
Torchilin V, Amiji MM (2010) Handbook of materials for nanomedicine. Pan Stanford, Singapore
Zhao J, Fung BM (1993) Langmuir 9:1228–1231
Al-Soufi W, Piñeiro L, Novo M (2012) J Colloid Interface Sci 370:102–110
Chakraborty T, Chakraborty I, Ghosh S (2011) Arab J Chem 4:265–270
Topel Ö, Çakır BA, Budama L, Hoda N (2013) J Mol Liq 177:40–43
Prazeres TJV, Beija M, Fernandes FV, Marcelino PGA, Farinha JPS, Martinho JMG (2012) Inorg Chim Acta 381:181–187
Fendler JH (1982) Membrane mimetic chemistry. Wiley, New York, pp 6–47
Berthod A, Garcia-Alvarez-Coque C (eds) (2000) Micellar liquid chromatography, vol 83, Chromatography series. Dekker, New York, pp 503–525
Van Os NM, Haak JR, Rupert LAM (1993) Physico-chemical properties of selected anionic, cationic and nonionic surfactants. Elsevier, Amsterdam
Hinze WL, Armstrong DW (eds) (1987) Ordered media in chemical separations, vol 342, ACS symposium series. American Chemical Society, Washington, DC, pp 2–82
Armstrong DW (1985) Sep Purif Methods 14:213–304
Kalyanasundaram K, Thomas JK (1977) J Am Chem Soc 99:2039–2044
Ananthapadmanabhan KP, Goddard ED, Turro NJ, Kuo PL (1985) Langmuir 1:352–355
Aguilar J, Carpena P, Molina-Bolívar JA, Carnero Ruiz C (2003) J Colloid Surf Sci 258:116–122
Bhaisare ML, Pandey S, Khan MS, Talib A, Wu H-F (2015) Talanta 132:572–578
Swaminathan S, Fowley C, McCaughan B, Cusido J, Callan JF, Raymo FM (2014) J Am Chem Soc 136:7907–7913
Mukherjee I, Moulik SP, Rakshit AK (2013) J Colloid Interface Sci 394:329–336
Mittal KL (1972) J Pharm Sci 61:1334–1335
Castro MJL, Ritacco H, Kovensky J, Fernández-Cirelli A (2001) J Chem Educ 78:347–348
Berne BJ, Pecora R (2000) Dynamic light scattering: with applications to chemistry, biology, and physics. Courier Dover, Mineola
Pecora R (1985) Dynamic light scattering: applications of photon correlation spectroscopy. Plenum, New York
Meurant G (1990) Introduction to dynamic light scattering by macromolecules. Academic, London
Jonasz M, Fournier GR (2007) Light scattering by particles in water: theoretical and experimental foundations. Elsevier, San Diego
Zetasizer Nano Series User Manual (2004) Man0317, Issue 1.1, © Malvern Instruments Ltd., Malvern, Feb 2004
Förster T (1946) Naturwissenschaften 6:166–175
Förster T (1948) Ann Phys 2:55–75
Förster T (1949) Z Naturforsch A 4:321–327
Förster T (1951) Fluoreszenz Organischer Verbindungen. Vandenhoeck & Ruprecht, Gottingen
Förster T (1959) Discuss Faraday Soc 27:7–17
Förster T (1960) Radiat Res Suppl 2:326–339
Van Der Meer BV, Coker G III, Simon Chen S-Y (1994) Resonance energy transfer: theory and data. Wiley, New York
Braslavsky SE, Fron E, Rodríguez HB, San Roman E, Scholes GD, Schweitzer G, Valeur B, Wirz J (2008) Photochem Photobiol Sci 7:1444–1448
Broussard JA, Rappaz B, Webb DJ, Brown CM (2013) Nat Protoc 8:265–281
Gravier J, Navarro FP, Delmas T, Mittler F, Couffin AC, Vinet F, Texier I (2011) J Biomed Opt 16:096013
Navarro FP, Mittler F, Berger M, Josserand V, Gravier J, Vinet F, Texier I (2012) J Biomed Nanotechnol 8:594–604
Navarro FP, Berger M, Guillermet S, Josserand V, Guyon L, Neumann E, Vinet F, Texier I (2012) J Biomed Nanotechnol 8:730–774
Navarro FP, Creusat G, Frochot C, Moussaron A, Verhille M, Vanderesse R, Thomann J-S, Boisseau P, Texier I, Couffin A-C, Barberi-Heyob M (2014) J Photochem Photobiol B Biol 130:161–169
Mérian J, Gravier J, Navarro F, Texier I (2012) Molecules 17:5564–5591
Gravier J, Sancey L, Coll JL, Hirsjärvi S, Benoit JP, Vinet F, Texier I (2011) Proc SPIE 7910:79100W-1–79100W-12
Cao T, Munk P, Ramireddy C, Tuzar Z, Webber SE (1991) Macromolecules 24:6300–6305
Stepanek M, Krijtova K, Prochazka K, Teng Y, Webber SE, Munk P (1998) Acta Polym 49:96–102
Hu Y, Kramer MC, Boudreaux CJ, McCormick CL (1995) Macromolecules 28:7100–7106
Chen H, Kim S, He W, Wang H, Low PS, Park K, Cheng JX (2008) Langmuir 24:5213–5217
Chen HT, Kim SW, Li L, Wang SY, Park K, Cheng JX (2008) Proc Natl Acad Sci U S A 105:6596–6601
Njikang GN, Gauthier M, Li JM (2008) Polymer 49:5474–5481
Jiwpanich S, Ryu JH, Bickerton S, Thayumanavan S (2010) J Am Chem Soc 132:10683–10685
Ryu JH, Chacko RT, Jiwpanich S, Bickerton S, Babu RP, Thayumanavan S (2010) J Am Chem Soc 132:17227–17235
Bickerton S, Jiwpanich S, Thayumanavan S (2012) Mol Pharm 9:3569–3578
Chen KJ, Chiu YL, Chen YM, Ho YC, Sung HW (2011) Biomaterials 32:2586–2592
Lu J, Owen SC, Shoichet MS (2011) Macromolecules 44:6002–6008
Hua P, Tirelli N (2011) React Funct Polym 71:303–314
McDonald TO, Martin P, Patterson JP, Smith D, Giardiello M, Marcello M, See V, O’Reilly RK, Owen A, Rannard S (2012) Adv Funct Mater 22:2469–2478
Li YP, Budamagunta MS, Luo JT, Xiao WW, Voss JC, Lam KS (2012) ACS Nano 6:9485–9495
Li YP, Xiao WW, Xiao K, Berti L, Luo JT, Tseng HP, Fung G, Lam KS (2012) Angew Chem Int Ed 51:2864–2869
Javali NM, Raj A, Saraf P, Li X, Jasti B (2012) Pharm Res 29:3347–3361
Klymchenko AS, Roger E, Anton N, Anton H, Shulov I, Vermot J, Mely Y, Vandamme TF (2012) RSC Adv 2:11876–11886
Morton SW, Zhao X, Quadir MA, Hammond PT (2014) Biomaterials 35:3489–3496
Lehn J-M (1999) Chem Eur J 5:2455–2463
Lehn J-M (2000) Chem Eur J 12:2097–2102
Lehn J-M (2007) Chem Soc Rev 36:151–160
Lehn J-M (2012) Top Curr Chem 322:1–32
Lehn J-M (2013) Angew Chem Int Ed 52:2836–2850
Rowan SJ, Cantrill SJ, Cousins GRL, Sanders JKM, Stoddart JF (2002) Angew Chem Int Ed 41:899–958
Belowich M, Stoddart JF (2012) Chem Soc Rev 41:2003–2024
Stoddart JF (2012) Angew Chem Int Ed 51:12902–12903
Cheeseman JD, Corbett AD, Gleason JL, Kazlauskas RJ (2005) Chem Eur J 11:1708–1716
Corbett PT, Leclaire J, Vial L, West KR, Wietor J-L, Sanders JKM, Otto S (2006) Chem Rev 106:3652–3711
Cougnon FBL, Sanders JKM (2012) Acc Chem Res 45:2211–2221
Ladame S (2008) Org Biomol Chem 6:219–226
Nicolai T, Colombani O, Chassenieux C (2010) Soft Matter 6:3111–3118
Selby P (1984) Br Med J 288:1251–1253
Luqmani YA (2005) Med Princ Pract 14:35–48
Baguley BC, Kerr DJ (2002) Anticancer drug development. Academic, San Diego
Housman G, Byler S, Heerboth S, Lapinska K, Longacre M, Snyder N, Sarkar S (2014) Cancers 6:1769–1792
Miller JN (2005) Analyst 130:265–270
Son S, Shin E, Kim B-S (2014) Biomacromolecules 15:628–634
Wang B, Chen K, Yang R, Yang F, Liu J (2014) Carbohydr Polym 103:510–519
Shen H, Zhou M, Zhang Q, Keller A, Shen Y (2015) Colloid Polym Sci. doi:10.1007/s00396-015-3550-7
Zhao Y, Ikeda T (2009) Smart light-responsive materials: azobenzene-containing polymers and liquid crystals. Wiley, New Jersey
Crano JC, Guglielmetti R (1999) Organic photochromic and thermochromic compounds. Plenum, New York
Horspool WM, Lenci F (2004) Handbook of organic photochemistry and photobiology. CRC, Boca Raton
Leamon CP, Low PS (1991) Proc Natl Acad Sci U S A 88:5572–5576
Leamon CP (2008) Curr Opin Investig Drugs 9:1277–1286
Low PS, Kularatne SA (2009) Curr Opin Chem Biol 13:256–262
Kelemen LE (2006) Int J Cancer 119:243–250
Zwicke GL, Mansoori GA, Jeffery CJ (2012) Nano Rev 3:18496-1–18469-11
Crooke ST (2001) Antisense drug technology: principles, strategies, and applications. Marcel Dekker, New York
Xing Q, Li N, Chen D, Sha W, Jiao Y, Qi X, Xu Q, Lu J (2014) J Mater Chem B 2:1182–1189
Acknowledgements
J. G.-A. is grateful for a Beatriu de Pinós postdoctoral grant from the Generalitat de Catalunya (Spain, 2011 BP-A-00270 and 2011 BP-A2-00016). F. M. R. acknowledges the National Science Foundation (CAREER Award CHE-0237578, CHE-0749840 and CHE-1049860) for financial support.
Author information
Authors and Affiliations
Corresponding authors
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2016 Springer International Publishing Switzerland
About this chapter
Cite this chapter
Garcia-Amorós, J., Tang, S., Zhang, Y., Thapaliya, E.R., Raymo, F.M. (2016). Self-Assembling Nanoparticles of Amphiphilic Polymers for In Vitro and In Vivo FRET Imaging. In: Sortino, S. (eds) Light-Responsive Nanostructured Systems for Applications in Nanomedicine. Topics in Current Chemistry, vol 370. Springer, Cham. https://doi.org/10.1007/978-3-319-22942-3_2
Download citation
DOI: https://doi.org/10.1007/978-3-319-22942-3_2
Publisher Name: Springer, Cham
Print ISBN: 978-3-319-22941-6
Online ISBN: 978-3-319-22942-3
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)