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Supramolecular Structures and Interfaces for Sensing

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Introduction to Fluorescence Sensing

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An important step towards the perfection of fluorescent sensors can be made by their self-assembly into supramolecular structures and by their attachment to flat or porous surfaces and to different particles. During this step, a substantial improvement in performance can be attained and new important functionalities added. Scaling up from small single molecules to larger molecular ensembles aims at the achievement of two important goals: improvement of molecular recognition, especially with the targets of large size and complexity and exploration of collective properties of fluorescence reporters that offer enhanced sensitivity. These technological breakthroughs are a part of ‘bottom-up’ approach to technological products with advanced functions (Balzani et al. 2003). In this chapter we will see how these functions can be realized, starting from passive support materials up to self-assembled matrices for very specific recognition of large-molecular-mass targets.

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References

  • Aili D, Enander K, Baltzer L, Liedberg B (2007) Synthetic de novo designed polypeptides for control of nanoparticle assembly and biosensing. Biochemical Society Transactions 35:532–534

    Article  PubMed  CAS  Google Scholar 

  • Alekseeva VI, Marinina LE, Savvina LP, Ibrayev NH (2005) Spectral and luminescent properties of nile red dye in Langmuir-Blodgett films. Molecular Crystals and Liquid Crystals 427:471–478

    Article  CAS  Google Scholar 

  • Antonietti M, Forster S (2003) Vesicles and liposomes: a self-assembly principle beyond lipids. Advanced Materials 15:1323–1333

    Article  CAS  Google Scholar 

  • Arduini M, Rampazzo E, Mancin F, Tecilla P, Tonellato U (2007) Template assisted self-organized chemosensors. Inorganica Chimica Acta 360:721–727

    Article  CAS  Google Scholar 

  • Ariga K, Nakanishi T, Michinobu T (2006) Immobilization of biomaterials to nano-assembled films (self-assembled monolayers, Langmuir-Blodgett films, and layer-by-layer assemblies) and their related functions. Journal of Nanoscience and Nanotechnology 6:2278–2301

    Article  PubMed  CAS  Google Scholar 

  • Ariga K, Hill JP, Ji QM (2007) Layer-by-layer assembly as a versatile bottom-up nanofabrication technique for exploratory research and realistic application. Physical Chemistry Chemical Physics 9:2319–2340

    Article  PubMed  CAS  Google Scholar 

  • Baldini L, Casnati A, Sansone F, Ungaro R (2007) Calixarene-based multivalent ligands. Chemical Society Reviews 36:254–266

    Article  PubMed  CAS  Google Scholar 

  • Balzani V, Credi A, Venturi M (2003) Molecular logic circuits. Chemphyschem 4:49–59

    Article  PubMed  CAS  Google Scholar 

  • Barone PW, Baik S, Heller DA, Strano MS (2005) Near-infrared optical sensors based on single-walled carbon nanotubes. Nature Materials 4:86–92

    Article  PubMed  CAS  Google Scholar 

  • Bermudez H, Brannan AK, Hammer DA, Bates FS, Discher DE (2002) Molecular weight dependence of polymersome membrane structure, elasticity, and stability. Macromolecules 35:8203–8208

    Article  CAS  Google Scholar 

  • Brea RJ, Vazquez ME, Mosquera M, Castedo L, Granja JR (2007) Controlling multiple fluorescent signal output in cyclic peptide-based supramolecular systems. Journal of the American Chemical Society 129:1653–1657

    Article  PubMed  CAS  Google Scholar 

  • Brinkley M (1992) A brief survey of methods for preparing protein conjugates with dyes, haptens, and cross-linking reagents. Bioconjugate Chemistry 3:2–13

    Article  PubMed  CAS  Google Scholar 

  • Briones C, Martin-Gago JA (2006) Nucleic acids and their analogs as nanomaterials for biosensor development. Current Nanoscience 2:257–273

    CAS  Google Scholar 

  • Brunner J (1993) New photolabeling and cross-linking methods. Annual Review of Biochemistry 62:483–514

    Article  PubMed  CAS  Google Scholar 

  • Burnham MR, Turner JN, Szarowski D, Martin DL (2006) Biological functionalization and surface micropatterning of polyacrylamide hydrogels. Biomaterials 27:5883–5891

    Article  PubMed  CAS  Google Scholar 

  • Cao YC, Hua XF, Zhu XX, Wang Z, Huang ZL, Zhao YD, Chen H, Liu MX (2006) Preparation of Au coated polystyrene beads and their application in an immunoassay. Journal of Immunological Methods 317:163–170

    Article  PubMed  CAS  Google Scholar 

  • Carmona-Ribeiro AM (2001) Bilayer vesicles and liposomes as interface agents. Chemical Society Reviews 30:241–247

    Article  CAS  Google Scholar 

  • Cejas MA, Raymo FM (2005) Fluorescent diazapyrenium films and their response to dopamine. Langmuir 21:5795–5802

    Article  PubMed  CAS  Google Scholar 

  • Choi JH, Strano MS (2007) Solvatochromism in single-walled carbon nanotubes. Applied Physics Letters 90

    Google Scholar 

  • Corbin PS, Lawless LJ, Li ZT, Ma YG, Witmer MJ, Zimmerman SC (2002) Discrete and polymeric self-assembled dendrimers: hydrogen bond-mediated assembly with high stability and high fidelity. Proceedings of the National Academy of Sciences of the United States of America 99:5099–5104

    Article  PubMed  CAS  Google Scholar 

  • Crespo-Biel O, Dordi B, Reinhoudt DN, Huskens J (2005) Supramolecular layer-by-layer assembly: alternating adsorptions of guest7 and host-functionalized molecules and particles using multivalent supramolecular interactions. Journal of the American Chemical Society 127:7594–7600

    Article  PubMed  CAS  Google Scholar 

  • Davis F, Higson SPJ (2005) Structured thin films as functional components within biosensors. Biosensors &Bioelectronics 21:1–20

    Article  CAS  Google Scholar 

  • del Mercato LL, Pompa PP, Maruccio G, Della Torre A, Sabella S, Tamburro AM, Cingolani R, Rinaldi R (2007) Charge transport and intrinsic fluorescence in amyloid-like fibrils. Proceedings of the National Academy of Sciences of the United States of America 104:18019–18024

    Article  PubMed  Google Scholar 

  • Demchenko AP (2001) Recognition between flexible protein molecules: induced and assisted folding. Journal of Molecular Recognition 14:42–61

    Article  PubMed  CAS  Google Scholar 

  • Demchenko AP (2005) Optimization of fluorescence response in the design of molecular biosensors. Analytical Biochemistry 343:1–22

    Article  PubMed  CAS  Google Scholar 

  • Discher BM, Bermudez H, Hammer DA, Discher DE, Won YY, Bates FS (2002) Cross-linked polymersome membranes: vesicles with broadly adjustable properties. Journal of Physical Chemistry B 106:2848–2854

    Article  CAS  Google Scholar 

  • Egawa Y, Hayashida R, Anzai JI (2006) Multilayered assemblies composed of brilliant yellow and poly(allylamine) for an optical pH sensor. Analytical Sciences 22:1117–1119

    Article  PubMed  CAS  Google Scholar 

  • Fendt LA, Bouamaied I, Thoni S, Amiot N, Stulz E (2007) DNA as supramolecular scaffold for porphyrin arrays on the nanorneter scale. Journal of the American Chemical Society 129:15319–15329

    Article  PubMed  CAS  Google Scholar 

  • Fernandez YD, Gramatges AP, Amendola V, Foti F, Mangano C, Pallavicini P, Patroni S (2004) Using micelles for a new approach to fluorescent sensors for metal cations. Chemical Communications:1650–1651

    Google Scholar 

  • Flink S, van Veggel F, Reinhoudt DN (2000) Sensor functionalities in self-assembled monolayers. Advanced Materials 12:1315–1328

    Article  CAS  Google Scholar 

  • Gao XY, Matsui H (2005) Peptide-based nanotubes and their applications in bionanotechnology. Advanced Materials 17:2037–2050

    Article  CAS  Google Scholar 

  • Gilardi G, Zhou LQ, Hibbert L, Cass AE (1994) Engineering the maltose binding protein for rea-gentless fluorescence sensing. Analytical Chemistry 66:3840–3847

    Article  PubMed  CAS  Google Scholar 

  • Henzie J, Barton JE, Stender CL, Odom TW (2006) Large-area nanoscale patterning: chemistry meets fabrication. Accounts of Chemical Research 39:249–257

    Article  PubMed  CAS  Google Scholar 

  • Hermanson GT (1995) Bioconjugation techniques. Academic, San Diego, CA

    Google Scholar 

  • Huber C, Liu J, Egelseer EM, Moll D, Knoll W, Sleytr UB, Sara M (2006) Heterotetramers formed by an S-layer-streptavidin fusion protein and core-streptavidin as a nanoarrayed template for biochip development. Small 2:142–150

    Article  PubMed  CAS  Google Scholar 

  • Hussain SA, Paul PK, Bhattacharjee D (2006) Role of microenvironment in the mixed Langmuir-Blodgett films. Journal of Colloid and Interface Science 299:785–790

    Article  PubMed  CAS  Google Scholar 

  • Ianoul A, Bergeron A (2006) Spatially inhomogeneous enhancement of fluorescence by a monolayer of silver nanoparticles. Langmuir 22:10217–10222

    Article  PubMed  CAS  Google Scholar 

  • Jiang H, Zhao XY, Schanze KS (2007) Effects of polymer aggregation and quencher size on amplified fluorescence quenching of conjugated polyelectrolytes. Langmuir 23:9481–9486

    Article  PubMed  CAS  Google Scholar 

  • Katzen F, Chang G, Kudlicki W (2005) The past, present and future of cell-free protein synthesis. Trends in Biotechnology 23:150–156

    Article  PubMed  CAS  Google Scholar 

  • Kelly TL, Lam MCW, Wolf MO (2006) Carbohydrate-labeled fluorescent microparticles and their binding to lectins. Bioconjugate Chemistry 17:575–578

    Article  PubMed  CAS  Google Scholar 

  • Klymchenko AS, Demchenko AP (2002a) Probing AOT Reverse Micelles with Two-Color Fluorescence Dyes Based on 3-Hydroxychromone. Langmuir 18:5637–5639.

    Article  CAS  Google Scholar 

  • Klymchenko AS, Duportail G, Ozturk T, Pivovarenko VG, Mely Y, Demchenko AP (2002b) Novel two-band ratiometric fluorescence probes with different location and orientation in phospholipid membranes. Chemistry&Biology 9:1199–1208

    CAS  Google Scholar 

  • Klymchenko AS, Duportail G, Mely Y, Demchenko AP (2003) Ultrasensitive two-color fluorescence probes for dipole potential in phospholipid membranes. Proceedings of the National Academy of Sciences of the United States of America 100:11219–11224

    Article  PubMed  CAS  Google Scholar 

  • Klymchenko AS, Duportail G, Demchenko AP, Mely Y (2004a) Bimodal distribution and fluorescence response of environment-sensitive probes in lipid bilayers. Biophysical Journal 86: 2929–2941

    Article  CAS  Google Scholar 

  • Klymchenko AS, Mely Y, Demchenko AP, Duportail G (2004b) Simultaneous probing of hydration and polarity of lipid bilayers with 3-hydroxyflavone fluorescent dyes. Biochimica Et Biophysica Acta-Biomembranes 1665:6–19

    Article  CAS  Google Scholar 

  • Kriegisch V, Lambert C (2005) Self-assembled monolayers of chromophores on gold surfaces. Supermolecular Dye Chemistry 258:257–313

    Article  CAS  Google Scholar 

  • Lehn J-M (1995) Supramolecular chemistry. VCH, Weinheim

    Google Scholar 

  • Link AJ, Mock ML, Tirrell DA (2003) Non-canonical amino acids in protein engineering. Current Opinion in Biotechnology 14:603–609

    Article  PubMed  CAS  Google Scholar 

  • Ma AH, Rosenzweig Z (2005) Synthesis and analytical properties of micrometric biosensing lipobeads. Analytical and Bioanalytical Chemistry 382:28–36

    Article  PubMed  CAS  Google Scholar 

  • Mahar B, Laslau C, Yip R, Sun Y (2007) Development of carbon nanotube-based sensors — a review. IEEE Sensors Journal 7:266–284

    Article  CAS  Google Scholar 

  • Mancin F, Rampazzo E, Tecilla P, Tonellato U (2006) Self-assembled fluorescent chemosensors. Chemistry-A European Journal 12:1844–1854

    Article  CAS  Google Scholar 

  • Marvin JS, Corcoran EE, Hattangadi NA, Zhang JV, Gere SA, Hellinga HW (1997) The rational design of allosteric interactions in a monomeric protein and its applications to the construction of biosensors. Proceedings of the National Academy of Sciences of the United States of America 94:4366–4371

    Article  PubMed  CAS  Google Scholar 

  • Mattu J, Johansson T, Holdcroft S, Leach GW (2006) Highly ordered polymer films of amphiphilic, regioregular polythiophene derivatives. Journal of Physical Chemistry B 110:15328–15337

    Article  CAS  Google Scholar 

  • Medintz IL, Deschamps JR (2006) Maltose-binding protein: a versatile platform for prototyping biosensing. Current Opinion in Biotechnology 17:17–27

    Article  PubMed  CAS  Google Scholar 

  • Medintz IL, Sapsford KE, Clapp AR, Pons T, Higashiya S, Welch JT, Mattoussi H (2006) Designer variable repeat length polypeptides as scaffolds for surface immobilization of quantum dots. Journal of Physical Chemistry B 110:10683–10690

    Article  CAS  Google Scholar 

  • Moll D, Huber C, Schlegel B, Pum D, Sleytr UB, Sara M (2002) S-layer-streptavidin fusion proteins as template for nanopatterned molecular arrays. Proceedings of the National Academy of Sciences of the United States of America 99:14646–14651

    Article  PubMed  CAS  Google Scholar 

  • Mornet S, Lambert O, Duguet E, Brisson A (2005) The formation of supported lipid bilayers on silica nanoparticles revealed by cryoelectron microscopy. Nano Letters 5:281–285

    Article  PubMed  CAS  Google Scholar 

  • Ng CC, Cheng YL, Pennefather PS (2001) One-step synthesis of a fluorescent phospholipid-hydrogel conjugate for driving self-assembly of supported lipid membranes. Macromolecules 34:5759–5765

    Article  CAS  Google Scholar 

  • Oshovsky GV, Reinhoudt DN, Verboom W (2007) Supramolecular chemistry in water. Angewandte Chemie-International Edition 46:2366–2393

    Article  CAS  Google Scholar 

  • Perez-Luna VH, Yang SP, Rabinovich EM, Buranda T, Sklar LA, Hampton PD, Lopez GP (2002) Fluorescence biosensing strategy based on energy transfer between fluorescently labeled receptors and a metallic surface. Biosensors & Bioelectronics 17:71–78

    Article  CAS  Google Scholar 

  • Piervincenzi RT, Reichert WM, Hellinga HW (1998) Genetic engineering of a single-chain antibody fragment for surface immobilization in an optical biosensor. Biosensors & Bioelectronics 13:305–312

    Article  CAS  Google Scholar 

  • Rao JH, Lahiri J, Isaacs L, Weis RM, Whitesides GM (1998) A trivalent system from vancomycin center dot D-Ala-D-Ala with higher affinity than avidin center dot biotin. Science 280:708–711

    Article  PubMed  CAS  Google Scholar 

  • Renard M, Belkadi L, Hugo N, England P, Altschuh D, Bedouelle H (2002) Knowledge-based design of reagentless fluorescent biosensors from recombinant antibodies. Journal of Molecular Biology 318:429–442

    Article  PubMed  CAS  Google Scholar 

  • Revell DJ, Knight JR, Blyth DJ, Haines AH, Russell DA (1998) Self7-assembled carbohydrate monolayers: formation and surface selective molecular recognition. Langmuir 14:4517–4524

    Article  CAS  Google Scholar 

  • Rubina AY, Dementieva EI, Stomakhin AA, Darii EL, Pan'kov SV, Barsky VE, Ivanov SM, Konovalova EV, Mirzabekov AD (2003) Hydrogel-based protein microchips: manufacturing, properties, and applications. Biotechniques 34:1008–1014, 1016–1020, 1022

    PubMed  CAS  Google Scholar 

  • Rubina AY, Pan'kov SV, Dementieva EI, Pen'kov DN, Butygin AV, Vasiliskov VA, Chudinov AV, Mikheikin AL, Mikhailovich VM, Mirzabekov AD (2004) Hydrogel drop microchips with immobilized DNA: properties and methods for large-scale production. Analytical Biochemistry 325:92–106

    Article  PubMed  CAS  Google Scholar 

  • Ruckenstein E, Li ZF (2005) Surface modification and functionalization through the self-assembled monolayer and graft polymerization. Advances in Colloid and Interface Science 113:43–63

    Article  PubMed  CAS  Google Scholar 

  • Satishkumar BC, Brown LO, Gao Y, Wang CC, Wang HL, Doorn SK (2007) Reversible fluorescence quenching in carbon nanotubes for biomolecular sensing. Nature Nanotechnology 2:560–564

    Article  PubMed  CAS  Google Scholar 

  • Schaferling M, Riepl M, Pavlickova P, Paul H, Kambhampati D, Liedberg B (2003) Functionalized self-assembled monolayers on gold as binding matrices for the screening of antibody-antigen interactions. Microchimica Acta 142:193–203

    Article  CAS  Google Scholar 

  • Seeman NC (2003) At the crossroads of chemistry, biology, and materials: structural DNA nan-otechnology. Chemistry&Biology 10:1151–1159

    CAS  Google Scholar 

  • Sharpe RBA, Burdinski D, Huskens J, Zandvliet HJW, Reinhoudt DN, Poelsema B (2007) Template-directed self-assembly of alkanethiol monolayers: selective growth on preexisting monolayer edges. Langmuir 23:1141–1146

    Article  PubMed  CAS  Google Scholar 

  • Shinkai M (2002) Functional magnetic particles for medical application. Journal of Bioscience and Bioengineering 94:606–613

    PubMed  CAS  Google Scholar 

  • Sloan DJ, Hellinga HW (1998) Structure-based engineering of environmentally sensitive fluoro-phores for monitoring protein-protein interactions. Protein Engineering 11:819–823

    Article  PubMed  CAS  Google Scholar 

  • Sleytr UB, Egelseer EM, Ilk N, Pum D, Schuster B (2007) S-Layers as a basic building block in a molecular construction kit. FEBS Journal 274:323–334

    Article  PubMed  CAS  Google Scholar 

  • Sobek J, Bartscherer K, Jacob A, Hoheisel JD, Angenendt P (2006) Microarray technology as a universal tool for high-throughput analysis of biological systems. Combinatorial Chemistry&High Throughput Screening 9:365–380

    Article  CAS  Google Scholar 

  • Stine R, Pishko MV, Hampton JR, Dameron AA, Weiss PS (2005) Heat-stabilized phospholipid films: film characterization and the production of protein-resistant surfaces. Langmuir 21:11352–11356

    Article  PubMed  CAS  Google Scholar 

  • Sullivan TP, Huck WTS (2003) Reactions on monolayers: organic synthesis in two dimensions. European Journal of Organic Chemistry 1:17–29

    Article  Google Scholar 

  • Svedhem S, Hollander CA, Shi J, Konradsson P, Liedberg B, Svensson SCT (2001) Synthesis of a series of oligo(ethylene glycol)-terminated alkanethiol amides designed to address structure and stability of biosensing interfaces. Journal of Organic Chemistry 66:4494–4503

    Article  PubMed  CAS  Google Scholar 

  • Turkmen Z, Klymchenko AS, Oncul S, Duportail G, Topcu G, Demchenko AP (2005) A triterpene oleanolic acid conjugate with 3-hydroxyflavone derivative as a new membrane probe with two-color ratiometric response. Journal of Biochemical and Biophysical Methods 64:1–18

    Article  PubMed  CAS  Google Scholar 

  • Vriezema DM, Aragones MC, Elemans J, Cornelissen J, Rowan AE, Nolte RJM (2005) Self-assembled nanoreactors. Chemical Reviews 105:1445–1489

    Article  PubMed  CAS  Google Scholar 

  • Wang JB, Qian XH, Qian JH, Xu YF (2007) Micelle-induced versatile performance of amphiphilic intramolecular charge-transfer fluorescent molecular sensors. Chemistry-A European Journal 13:7543–7552

    Article  CAS  Google Scholar 

  • Xiang XM, Qian DJ, Li FY, Chen HT, Liu HG, Huang W, Feng XS (2006) Fabrication of europium complexes with 4′7(4-methylphenyl)72,2′: 6′,2″-terpyridine and 4,4′-dinonyl72,2′-dipyridyl at the air-water interface and their emission properties in Langmuir-Blodgett films. Colloids and Surfaces A-Physicochemical and Engineering Aspects 273:29–34

    Article  CAS  Google Scholar 

  • Yamazaki V, Sirenko O, Schafer RJ, Nguyen L, Gutsmann T, Brade L, Groves JT (2005) Cell membrane array fabrication and assay technology. BMC Biotechnology 5:18

    Article  PubMed  CAS  Google Scholar 

  • Yang R, Jin J, Chen Y, Shao N, Kang H, Xiao Z, Tang Z, Wu Y, Zhu Z, Tan W (2008) Carbon nanotube-quenched fluorescent oligonucleotides: probes that fluoresce upon hybridization. Journal of the American Chemical Society 130:8351–8358

    Article  PubMed  CAS  Google Scholar 

  • Zotti G, Vercelli B, Berlin A (2008) Monolayers and Multilayers of Conjugated Polymers as Nanosized Electronic Components. Accounts of Chemical Research 41: ASAP Article, 10.1021/ar8000102

    Google Scholar 

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  1. Palladin Institute of Biochemistry, National Academy of Sciences of Ukraine, 9 Leontovich street, Kiev, 01030, Ukraine

    Alexander P. Demchenko

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(2009). Supramolecular Structures and Interfaces for Sensing. In: Demchenko, A.P. (eds) Introduction to Fluorescence Sensing. Springer, Dordrecht. https://doi.org/10.1007/978-1-4020-9003-5_7

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