Molecular imprinting within hydrogels II: progress and analysis of the field.

In the past decade, there has been an exponential increase in the number of papers describing molecular imprinting in hydrogels, a technique which creates memory for template molecules within a flexible macromolecular structure. Macromolecular memory or structural plasticity of polymer chains is a superior description of weakly crosslinked imprinted networks since significant flexibility can occur within the polymer chains. The focus of this article is to review and highlight work in the field describing the imprinting strategy within hydrogels and associated challenges, characterization methods of imprinted gels, current and potential translational applications, and future strategies and directions. This paper also describes ways to improve binding parameter efficacy and presents significant areas of opportunity to further describe, characterize, and understand imprinted gels. An analysis of the literature indicates that imprinting in hydrogels leads to significant improvements in template affinity, capacity, and selectivity over non-templated hydrogels for a number of templates such as ions, small and moderate molecular weight molecules, proteins, viruses, DNA, and cells. However, the influence of imprinting on the transport of template is much more complex, with little attention of most studies to structural analysis or discussion of the gel porosity/tortuosity in the control of template transport. Responsive, intelligent imprinted hydrogels are also highlighted that exhibit reversibly modulated template binding and transport. It is clear that this field has transitioned from infancy and is leading to breakthroughs in a number of areas such as controlled and modulated drug delivery, diagnostic sensors, and separation. For example in drug delivery, imprinting can lead to delayed transport and provides further control of therapeutic transport through the macromolecular structure as well as optimizes the number of therapeutic molecules to polymer chains.

[1]  Siddarth Venkatesh,et al.  Transport and structural analysis of molecular imprinted hydrogels for controlled drug delivery. , 2008, European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.

[2]  N. Peppas,et al.  Correlation between mesh size and equilibrium degree of swelling of polymeric networks. , 1989, Journal of biomedical materials research.

[3]  Aaron D Baldwin,et al.  Production of heparin-functionalized hydrogels for the development of responsive and controlled growth factor delivery systems. , 2007, Journal of controlled release : official journal of the Controlled Release Society.

[4]  M. Watanabe,et al.  MOLECULAR SPECIFIC SWELLING CHANGE OF HYDROGELS IN ACCORDANCE WITH THE CONCENTRATION OF GUEST MOLECULES , 1998 .

[5]  L. Bachas,et al.  Chemically Tunable Lensing of Stimuli‐Responsive Hydrogel Microdomes , 2007 .

[6]  N. Peppas,et al.  Structural analysis and diffusional behavior of molecularly imprinted polymer networks for cholesterol recognition , 2005 .

[7]  Klaus Mosbach,et al.  Molecular imprinting of amino acid derivatives at low temperature (0°C) using photolytic homolysis of azobisnitriles , 1989 .

[8]  Subrayal M. Reddy,et al.  Investigation of protein imprinting in hydrogel-based molecularly imprinted polymers (HydroMIPs) , 2005 .

[9]  M. Byrne,et al.  Enhancing molecularly imprinted polymer binding properties via controlled/living radical polymerization and reaction analysis , 2007 .

[10]  A. Concheiro,et al.  Molecularly imprinted polymers for drug delivery. , 2004, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[11]  James N Culver,et al.  Molecularly imprinted polymers for tobacco mosaic virus recognition. , 2006, Biomaterials.

[12]  Sarah C. Baxter,et al.  Application of the Freundlich adsorption isotherm in the characterization of molecularly imprinted polymers , 2001 .

[13]  J. Z. Hilt,et al.  Microfabrication of Intelligent Biomimetic Networks for Recognition of d-Glucose , 2006 .

[14]  M. Byrne,et al.  Tailored binding and transport parameters of molecularly imprinted films via macromolecular structure: The rational design of recognitive polymers , 2008 .

[15]  A. Turner,et al.  Molecularly imprinted polymers for the recognition of proteins: the state of the art. , 2007, Biosensors & bioelectronics.

[16]  D. Beebe,et al.  Control mechanism of an organic self-regulating microfluidic system , 2003 .

[17]  H. Tao,et al.  pH-responsive molecularly imprinted polymers. , 2003, Angewandte Chemie.

[18]  Y. Sakai,et al.  Synthesis of polymer particles with specific lysozyme recognition sites by a molecular imprinting technique , 2001 .

[19]  Xiao-Chuan Wang,et al.  Design of temperature sensitive imprinted polymer hydrogels based on multiple-point hydrogen bonding. , 2004, Macromolecular bioscience.

[20]  J. Aburto,et al.  Hydrogels as adsorbents of organosulphur compounds currently found in diesel , 2004 .

[21]  N. Peppas Hydrogels in Medicine and Pharmacy , 1987 .

[22]  S. W. Kim,et al.  Drug release from hydrogel devices with ratecontrolling barriers , 1980 .

[23]  Gianluca Ciardelli,et al.  Towards the design of highly selective recognition sites into molecular imprinting polymers: a computational approach. , 2006, Biosensors & bioelectronics.

[24]  Zhenbin Chen,et al.  MMTCA recognition by molecular imprinting in interpenetrating polymer network hydrogels based on poly(acrylic acid) and poly(vinyl alcohol). , 2008, Macromolecular bioscience.

[25]  Nicholas A. Peppas,et al.  Molecularly imprinted polymers with specific recognition for macromolecules and proteins , 2008 .

[26]  A. Khademhosseini,et al.  Hydrogels in Biology and Medicine: From Molecular Principles to Bionanotechnology , 2006 .

[27]  T. Guo,et al.  Selective separation of quercetin by molecular imprinting using chitosan beads as functional matrix , 2006 .

[28]  M. Lam,et al.  Photoresponsive Molecularly Imprinted Hydrogels for the Photoregulated Release and Uptake of Pharmaceuticals in the Aqueous Media , 2008 .

[29]  Robert I. Cukier,et al.  Diffusion of Brownian spheres in semidilute polymer solutions , 1984 .

[30]  N. Peppas,et al.  Hydrophilic molecularly imprinted poly(hydroxyethyl-methacrylate) polymers. , 2006, Journal of biomedical materials research. Part A.

[31]  F. Fazal,et al.  Glucose-specific poly(allylamine) hydrogels--a reassessment. , 2007, Bioorganic & medicinal chemistry letters.

[32]  Nicholas A. Peppas,et al.  Networks for recognition of biomolecules: molecular imprinting and micropatterning poly(ethylene glycol)‐ Containing films , 2002 .

[33]  David C Cullen,et al.  Optical interrogation of molecularly imprinted polymers and development of MIP sensors: a review , 2005, Analytical and bioanalytical chemistry.

[34]  K Hara,et al.  Frustrations in polymer conformation in gels and their minimization through molecular imprinting. , 2000, Physical review letters.

[35]  V S Pande,et al.  Thermodynamic procedure to synthesize heteropolymers that can renature to recognize a given target molecule. , 1994, Proceedings of the National Academy of Sciences of the United States of America.

[36]  Nikolaos A. Peppas,et al.  PREPARATION, STRUCTURE AND DIFFUSIONAL BEHAVIOR OF HYDROGELS IN CONTROLLED RELEASE , 1993 .

[37]  Yan Li,et al.  Ultrasensitive Specific Stimulant Assay Based on Molecularly Imprinted Photonic Hydrogels , 2008 .

[38]  Nicholas A. Peppas,et al.  Equilibrium swelling behavior of pH-sensitive hydrogels , 1991 .

[39]  A. Salem,et al.  Biotinylated biodegradable nanotemplated hydrogel networks for cell interactive applications. , 2008, Biomacromolecules.

[40]  Toyoichi Tanaka,et al.  Polymer and solution ion shielding in polyampholytic hydrogels , 1998 .

[41]  C. Bowman,et al.  Monomer Functionality and Polymer Network Formation , 2001 .

[42]  Folding thermodynamics and kinetics of imprinted renaturable heteropolymers , 1994 .

[43]  Xiao Li,et al.  Adsorption of dansylated amino acids on molecularly imprinted surfaces: a surface plasmon resonance study. , 2006, Biosensors & bioelectronics.

[44]  Toyoichi Tanaka,et al.  Simultaneous multiple-point adsorption of aluminum ions and charged molecules by a polyampholyte thermosensitive gel: Controlling frustrations in a heteropolymer gel , 2001 .

[45]  Min Guo,et al.  Protein-imprinted polymer with immobilized assistant recognition polymer chains. , 2006, Biomaterials.

[46]  Xiaoguang Ying,et al.  Rebinding and recognition properties of protein-macromolecularly imprinted calcium phosphate/alginate hybrid polymer microspheres , 2008 .

[47]  G. P. Martin,et al.  Temperature sensitive dopamine-imprinted (N,N-methylene-bis-acrylamide cross-linked) polymer and its potential application to the selective extraction of adrenergic drugs from urine. , 2006, Journal of chromatography. A.

[48]  R. Langer,et al.  An explanation for the controlled release of macromolecules from polymers , 1985 .

[49]  Fuan Wang,et al.  Sensitive Biomimetic Sensor Based on Molecular Imprinting at Functionalized Indium Tin Oxide Electrodes , 2007 .

[50]  Börje Sellergren,et al.  Molecularly imprinted polymers: a bridge to advanced drug delivery. , 2005, Advanced drug delivery reviews.

[51]  A. Mingotaud,et al.  Introduction of unusual properties into polymers by the use of liquid‐crystalline moieties , 2006 .

[52]  A. Y. Grosberg,et al.  Effect of Reversible Cross-linker, N,N‘-Bis(acryloyl)cystamine, on Calcium Ion Adsorption by Imprinted Gels , 2001 .

[53]  C. Gong,et al.  The Fabrication of a Photoresponsive Molecularly Imprinted Polymer for the Photoregulated Uptake and Release of Caffeine , 2006 .

[54]  V S Pande,et al.  Statistical mechanics of simple models of protein folding and design. , 1997, Biophysical journal.

[55]  A. Metters,et al.  Hydrogels in controlled release formulations: network design and mathematical modeling. , 2006, Advanced drug delivery reviews.

[56]  Yong Huang,et al.  Protein‐responsive imprinted polymers with specific shrinking and rebinding , 2008, Journal of molecular recognition : JMR.

[57]  Salt effects on multiple-point adsorption of target molecules by heteropolymer gel , 2001 .

[58]  B. Mizaikoff,et al.  Recent advances on noncovalent molecular imprints for affinity separations. , 2007, Journal of separation science.

[59]  J. Lagowski,et al.  Computationally designed monomers and polymers for molecular imprinting of theophylline—part II , 2005 .

[60]  Di Zhang,et al.  Construction of Self‐Reporting Specific Chemical Sensors with High Sensitivity , 2007 .

[61]  C. Werner,et al.  Polyacrylamide gels containing ionized functional groups for the molecular imprinting of human growth hormone , 2007 .

[62]  D. Puleo,et al.  Protein Binding to Peptide-Imprinted Porous Silica Scaffolds. , 2008, Chemical engineering journal.

[63]  J. Z. Hilt,et al.  Configurational biomimesis in drug delivery: molecular imprinting of biologically significant molecules. , 2004, Advanced drug delivery reviews.

[64]  C. Allender,et al.  Pharmaceutical applications for molecularly imprinted polymers. , 2000, International journal of pharmaceutics.

[65]  Shusheng Zhang,et al.  Molecularly imprinted polymer grafted on polysaccharide microsphere surface by the sol-gel process for protein recognition. , 2008, Talanta.

[66]  A. Lattes,et al.  Benefit of liquid crystal moieties in the MIP technique. , 2006, Analytica chimica acta.

[67]  S. J. Pas,et al.  Drug Release from Self-Assembled Inorganic−Organic Hybrid Gels and Gated Porosity Detected by Positron Annihilation Lifetime Spectroscopy , 2006 .

[68]  I. Chianella,et al.  Computational design and synthesis of molecularly imprinted polymers with high binding capacity for pharmaceutical applications-model case: Adsorbent for abacavir , 2006 .

[69]  R. Huber,et al.  Functional significance of flexibility in proteins , 1982, Biopolymers.

[70]  Haofeng Yu,et al.  Imprinting effect of protein-imprinted polymers composed of chitosan and polyacrylamide: a re-examination. , 2008, Biomaterials.

[71]  J. Aburto,et al.  Selective Adsorption of Dibenzothiophene Sulfone by an Imprinted and Stimuli-Responsive Chitosan Hydrogel , 2004 .

[72]  R. Mashelkar,et al.  Pendent chain linked delivery systems: II. Facile hydrolysis through molecular imprinting effects , 1997 .

[73]  L. Schmidt‐Mende,et al.  ZnO - nanostructures, defects, and devices , 2007 .

[74]  I. Rico-Lattes,et al.  New molecular imprinting materials : Liquid crystalline networks , 1999 .

[75]  Derek Stevenson,et al.  Quantification and confocal imaging of protein specific molecularly imprinted polymers. , 2006, Biomacromolecules.

[76]  R. Lemieux,et al.  HOW WATER PROVIDES THE IMPETUS FOR MOLECULAR RECOGNITION IN AQUEOUS SOLUTION , 1996 .

[77]  B. Amsden,et al.  Solute Diffusion within Hydrogels. Mechanisms and Models , 1998 .

[78]  P. Kofinas,et al.  Molecular imprinting of peptides and proteins in aqueous media , 2007, Analytical and bioanalytical chemistry.

[79]  R. Reis,et al.  Drug delivery therapies II. Strategies for delivering bone regenerating factors , 2002 .

[80]  Anthony Turner,et al.  Too large to fit? Recent developments in macromolecular imprinting. , 2008, Trends in biotechnology.

[81]  A. Mikos,et al.  Modulation of marrow stromal osteoblast adhesion on biomimetic oligo[poly(ethylene glycol) fumarate] hydrogels modified with Arg-Gly-Asp peptides and a poly(ethyleneglycol) spacer. , 2002, Journal of biomedical materials research.

[82]  H. Tao,et al.  Molecular imprinting of bisphenol A and alkylphenols using amylose as a host matrix. , 2002, Chemical communications.

[83]  Michael Meot-Ner,et al.  The ionic hydrogen bond. , 2005, Chemical reviews.

[84]  Boris Mizaikoff,et al.  Capturing molecules with templated materials--analysis and rational design of molecularly imprinted polymers. , 2006, Analytica chimica acta.

[85]  H. Bianco-Peled,et al.  Study of the interactions between protein-imprinted hydrogels and their templates. , 2007, Langmuir : the ACS journal of surfaces and colloids.

[86]  Vijay S. Pande,et al.  Heteropolymer freezing and design: Towards physical models of protein folding , 2000 .

[87]  C. Alvarez‐Lorenzo,et al.  Controlling drug release from imprinted hydrogels by modifying the characteristics of the imprinted cavities. , 2005, Macromolecular bioscience.

[88]  Noriaki Hara,et al.  SPR sensor chip for detection of small molecules using molecularly imprinted polymer with embedded gold nanoparticles. , 2005, Analytical chemistry.

[89]  N. Peppas,et al.  Molecular simulations of recognitive behavior of molecularly imprinted intelligent polymeric networks , 2007 .

[90]  A. Demchenko,et al.  Recognition between flexible protein molecules: induced and assisted folding † , 2001, Journal of molecular recognition : JMR.

[91]  Nikolaos A. Peppas,et al.  Solute diffusion in swollen membranes. IX: Scaling laws for solute diffusion in gels , 1988 .

[92]  K. Shea,et al.  Investigation into the scope and limitations of molecular imprinting with DNA molecules , 2001 .

[93]  M. Haruki,et al.  Molecularly Imprinted Polymer‐Assisted Refolding of Lysozyme , 2007, Biotechnology progress.

[94]  D. Beebe,et al.  A valved responsive hydrogel microdispensing device with integrated pressure source , 2004, Journal of Microelectromechanical Systems.

[95]  K. Uchiyama,et al.  Temperature effect on chiral recognition of some amino acids with molecularly imprinted polymer filled capillary electrochromatography. , 1997, Biomedical chromatography : BMC.

[96]  N. Minoura,et al.  Detection of a specific DNA sequence by electrophoresis through a molecularly imprinted polymer. , 2006, Biomaterials.

[97]  K. Mosbach,et al.  Molecularly imprinted polymers and their use in biomimetic sensors. , 2000, Chemical reviews.

[98]  Baljit Singh,et al.  Preliminary evaluation of molecular imprinting of 5-fluorouracil within hydrogels for use as drug delivery systems. , 2008, Acta biomaterialia.

[99]  John O'Mahony,et al.  Molecular imprinting science and technology: a survey of the literature for the years up to and including 2003 , 2006, Journal of molecular recognition : JMR.

[100]  W. Mark Saltzman,et al.  Building drug delivery into tissue engineering design , 2002, Nature Reviews Drug Discovery.

[101]  D. Mooney,et al.  Hydrogels for tissue engineering: scaffold design variables and applications. , 2003, Biomaterials.

[102]  Sergey A. Piletsky,et al.  Polymer cookery: Influence of polymerization conditions on the performance of molecularly imprinted polymers , 2002 .

[103]  G. Guiochon,et al.  Mass transfer kinetics on the heterogeneous binding sites of molecularly imprinted polymers , 2005 .

[104]  T. Guo,et al.  Hemoglobin recognition by imprinting in semi-interpenetrating polymer network hydrogel based on polyacrylamide and chitosan. , 2005, Biomacromolecules.

[105]  Mark E. Davis,et al.  Rational Catalyst Design via Imprinted Nanostructured Materials , 1996 .

[106]  P. Flory Principles of polymer chemistry , 1953 .

[107]  A. Valente,et al.  Sorption/diffusion behaviour of anionic surfactants in polyacrylamide hydrogels: from experiment to modelling , 2003 .

[108]  G. Paul,et al.  Non-covalent interactions of a drug molecule encapsulated in a hybrid silica gel. , 2007, Chemical communications.

[109]  Takaomi Kobayashi,et al.  Using polystyrene-co-maleic acid for molecularly imprinted membranes prepared in supercritical carbon dioxide , 2008 .

[110]  Maryam Tabrizian,et al.  Biomolecule imprinting: Developments in mimicking dynamic natural recognition systems , 2008 .

[111]  Nicholas A Peppas,et al.  Recognitive biomimetic networks with moiety imprinting for intelligent drug delivery. , 2008, Journal of biomedical materials research. Part A.

[112]  N. Peppas,et al.  Responsive and recognitive hydrogels using star polymers. , 2004, Journal of biomedical materials research. Part A.

[113]  N. Acosta,et al.  Molecularly imprinted chitosan-genipin hydrogels with recognition capacity toward o-xylene. , 2007, Biomacromolecules.

[114]  Nicholas W Turner,et al.  From 3D to 2D: A Review of the Molecular Imprinting of Proteins , 2006, Biotechnology progress.

[115]  P. Flory,et al.  STATISTICAL MECHANICS OF CROSS-LINKED POLYMER NETWORKS II. SWELLING , 1943 .

[116]  A. Concheiro,et al.  Imprinted soft contact lenses as norfloxacin delivery systems. , 2006, Journal of controlled release : official journal of the Controlled Release Society.

[117]  Toyoichi Tanaka,et al.  Reversible adsorption of calcium ions by imprinted temperature sensitive gels , 2001 .

[118]  R. J. Umpleby,et al.  Measurement of the continuous distribution of binding sites in molecularly imprinted polymers , 2000 .

[119]  Hideaki Tokuyama,et al.  Equilibrium and kinetics for temperature swing adsorption of a target metal on molecular imprinted thermosensitive gel adsorbents , 2005 .

[120]  Michael J. Whitcombe,et al.  Imprinted Polymers Prepared with Stoichiometric Template−Monomer Complexes: Efficient Binding of Ampicillin from Aqueous Solutions , 2000 .

[121]  Hideaki Tokuyama,et al.  Preparation of molecular imprinted thermosensitive gels grafted onto polypropylene by plasma-initiated graft polymerization , 2008 .

[122]  M. Byrne,et al.  Challenges and solutions in topical ocular drug-delivery systems , 2008, Expert review of clinical pharmacology.

[123]  P. Kofinas,et al.  Biomimetic glucose recognition using molecularly imprinted polymer hydrogels. , 2004, Biomaterials.

[124]  P. Flory,et al.  Statistical Mechanics of Cross‐Linked Polymer Networks I. Rubberlike Elasticity , 1943 .

[125]  Takashi Miyata,et al.  Tumor marker-responsive behavior of gels prepared by biomolecular imprinting , 2006, Proceedings of the National Academy of Sciences of the United States of America.

[126]  Stellan Hjertén,et al.  Universal method for synthesis of artificial gel antibodies by the imprinting approach combined with a unique electrophoresis technique for detection of minute structural differences of proteins, viruses, and cells (bacteria): II. Gel antibodies against virus (Semliki Forest Virus). , 2006, Journal of separation science.

[127]  M S Feld,et al.  Reversible molecular adsorption based on multiple-point interaction by shrinkable gels. , 1999, Science.

[128]  Toyoichi Tanaka,et al.  Polyelectrolyte hydrogel instabilities in ionic solutions , 1996 .

[129]  Ram B. Gupta,et al.  Molecularly-imprinted polymers selective for tetracycline binding , 2004 .

[130]  C. Alvarez‐Lorenzo,et al.  The nature of backbone monomers determines the performance of imprinted soft contact lenses as timolol drug delivery systems. , 2004, Biomaterials.

[131]  Toyoichi Tanaka,et al.  Swelling of Ionic Gels : Quantitative Performance of the Donnan Theory , 1984 .

[132]  C. Alexander,et al.  Molecularly imprinted drug delivery systems. , 2005, Advanced drug delivery reviews.

[133]  B. Sellergren,et al.  Influence of the pH on the behavior of an imprinted polymeric stationary phase--supporting evidence for a binding site model. , 2001, Journal of chromatography. A.

[134]  I Tothill,et al.  Surface plasmon resonance sensor for domoic acid based on grafted imprinted polymer. , 2004, Biosensors & bioelectronics.

[135]  Zhongyi Jiang,et al.  Preparation of CS/GPTMS hybrid molecularly imprinted membrane for efficient chiral resolution of phenylalanine isomers , 2006 .

[136]  Siddarth Venkatesh,et al.  Biomimetic hydrogels for enhanced loading and extended release of ocular therapeutics. , 2007, Biomaterials.

[137]  B. Amsden Solute diffusion in hydrogels. , 1998 .

[138]  Koichiro Tahara,et al.  Overall mechanism behind matrix sustained release (SR) tablets prepared with hydroxypropyl methylcellulose 2910 , 1995 .

[139]  A. Concheiro,et al.  Contact lenses for drug delivery , 2006 .

[140]  Andreas Richter,et al.  Electronically controllable microvalves based on smart hydrogels: magnitudes and potential applications , 2003 .

[141]  N. Peppas,et al.  Crosslinked poly(vinyl alcohol) hydrogels as swollen elastic networks , 1977 .

[142]  M. Whitcombe,et al.  Synthetic strategies for the generation of molecularly imprinted organic polymers. , 2005, Advanced drug delivery reviews.

[143]  B. Lavine,et al.  Swellable molecularly imprinted polyN-(N-propyl)acrylamide particles for detection of emerging organic contaminants using surface plasmon resonance spectroscopy. , 2007, Talanta.

[144]  Norihiko Minoura,et al.  Imprinted polymer layer for recognizing double-stranded DNA. , 2004, Biosensors & bioelectronics.

[145]  N. Peppas,et al.  Glucose Recognition Capabilities of Hydroxyethyl Methacrylate-Based Hydrogels Containing Poly(ethylene glycol) Chains , 2007 .

[146]  J. L. Gómez-Amoza,et al.  Soft contact lenses capable of sustained delivery of timolol. , 2002, Journal of pharmaceutical sciences.

[147]  Nicholas A. Peppas,et al.  Polymers and Gels as Molecular Recognition Agents , 2002, Pharmaceutical Research.

[148]  Klaus Mosbach,et al.  Molecular imprinting: recent developments and the road ahead , 1999 .

[149]  Toyoichi Tanaka,et al.  Polymer Gels That Memorize Elements of Molecular Conformation , 2000 .

[150]  J Jozefonvicz,et al.  Randomness and biospecificity: random copolymers are capable of biospecific molecular recognition in living systems. , 1997, Biomaterials.

[151]  C. Ania,et al.  Role of surface adsorption and porosity features in the molecular recognition ability of imprinted sol-gels. , 2008, Biosensors & bioelectronics.

[152]  K. Shea,et al.  Evaluation of Binding and Origins of Specificity of 9-Ethyladenine Imprinted Polymers , 1997 .

[153]  Robin H. Liu,et al.  Fabrication and characterization of hydrogel-based microvalves , 2002 .

[154]  Conformational Imprinting Effect on Stimuli-Sensitive Gels Made with an “Imprinter” Monomer§ , 2001 .

[155]  Yi-Ming Sun,et al.  Observation of the solute transport in the permeation through hydrogel membranes by using FTIR-microscopy , 2005 .

[156]  W. Y. Chen,et al.  Molecular recognition in imprinted polymers: thermodynamic investigation of analyte binding using microcalorimetry. , 2001, Journal of chromatography. A.

[157]  Lei Ye,et al.  Molecular imprinting: Synthetic materials as substitutes for biological antibodies and receptors , 2008 .

[158]  P. Kofinas,et al.  Molecularly imprinted polymer hydrogels displaying isomerically resolved glucose binding. , 2001, Biomaterials.

[159]  Yun-ge Fan,et al.  Molecular imprinted polymer with cloned bacterial protein template enriches authentic target in cell extract , 2006, FEBS letters.

[160]  Haofeng Yu,et al.  Bovine serum albumin-imprinted polymer gels prepared by graft copolymerization of acrylamide on chitosan , 2007 .

[161]  G Ciardelli,et al.  Molecularly imprinted bioartificial membranes for the selective recognition of biological molecules. Part 2: release of components and thermal analysis , 2005, Journal of biomaterials science. Polymer edition.

[162]  R. J. Umpleby,et al.  Characterization of the imprint effect and the influence of imprinting conditions on affinity, capacity, and heterogeneity in molecularly imprinted polymers using the Freundlich isotherm-affinity distribution analysis. , 2004, Analytical chemistry.

[163]  N. Peppas,et al.  Modeling of drug release from swellable polymers. , 2000, European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.

[164]  J. Kennedy,et al.  Chemically modified chitosan beads as matrices for adsorptive separation of proteins by molecularly imprinted polymer , 2005 .

[165]  Rebecca Jacob,et al.  Synthesis, characterization, and ab initio theoretical study of a molecularly imprinted polymer selective for biosensor materials. , 2008, The journal of physical chemistry. A.

[166]  O. Güven,et al.  Positron annihilation lifetime spectroscopy of molecularly imprinted hydroxyethyl methacrylate based polymers , 2007 .

[167]  L. Ye,et al.  Non‐covalent molecular imprinting with emphasis on its application in separation and drug development , 2006, Journal of molecular recognition : JMR.

[168]  Xiao-Chuan Wang,et al.  Fabrication of temperature-sensitive imprinted polymer hydrogel. , 2004, Macromolecular bioscience.

[169]  Benjamin P. Blackburne,et al.  Evolution of functional model proteins , 2001 .

[170]  N. Peppas,et al.  Hydrogels in Pharmaceutical Formulations , 1999 .

[171]  W. Lindner,et al.  Chiral recognition applications of molecularly imprinted polymers: a critical review , 2007, Analytical and bioanalytical chemistry.

[172]  G. P. Martin,et al.  Evaluation of matrices containing molecularly imprinted polymers in the enantioselective-controlled delivery of beta-blockers. , 2000, Journal of controlled release : official journal of the Controlled Release Society.

[173]  P. Wolynes,et al.  Spin glasses and the statistical mechanics of protein folding. , 1987, Proceedings of the National Academy of Sciences of the United States of America.

[174]  Ákos Végvári,et al.  Universal method for synthesis of artificial gel antibodies by the imprinting approach combined with a unique electrophoresis technique for detection of minute structural differences of proteins, viruses and cells (bacteria). Ib. Gel antibodies against proteins (hemoglobins) , 2006, Electrophoresis.

[175]  James N Culver,et al.  Optimization of virus imprinting methods to improve selectivity and reduce nonspecific binding. , 2007, Biomacromolecules.

[176]  D. Beebe,et al.  Flow control with hydrogels. , 2004, Advanced drug delivery reviews.

[177]  T. Nishimura,et al.  Two-Step Imprinting Procedure of Inter-Penetrating Polymer Network-Type Stimuli-Responsive Hydrogel-Adsorbents , 2003 .

[178]  D. Huh,et al.  Dependence of Molecular Recognition for a Specific Cation on the Change of the Oxidation State of the Metal Catalyst Component in the Hydrogel Network , 2007 .

[179]  F. Iemma,et al.  Spherical molecularly imprinted polymers (SMIPs) via a novel precipitation polymerization in the controlled delivery of sulfasalazine. , 2004, Macromolecular bioscience.

[180]  G. Wulff,et al.  Enzyme-like catalysis by molecularly imprinted polymers. , 2002, Chemical reviews.

[181]  Shin Horikawa,et al.  Zero-order therapeutic release from imprinted hydrogel contact lenses within in vitro physiological ocular tear flow. , 2007, Journal of controlled release : official journal of the Controlled Release Society.

[182]  Francesca Ungaro,et al.  Controlled drug delivery in tissue engineering. , 2008, Advanced drug delivery reviews.

[183]  Teerapol Srichana,et al.  Composite membrane of bacterially-derived cellulose and molecularly imprinted polymer for use as a transdermal enantioselective controlled-release system of racemic propranolol. , 2006, Journal of controlled release : official journal of the Controlled Release Society.

[184]  Multiple point adsorption in a heteropolymer gel and the Tanaka approach to imprinting: experiment and theory , 2003, cond-mat/0309334.

[185]  Nicholas A Peppas,et al.  Molecular imprinting within hydrogels. , 2002, Advanced drug delivery reviews.

[186]  G. Demirel,et al.  pH/temperature - sensitive imprinted ionic poly(N-tert-butylacrylamide-co-acrylamide/maleic acid) hydrogels for bovine serum albumin. , 2005, Macromolecular bioscience.

[187]  Subrayal M. Reddy,et al.  Novel critical point drying (CPD) based preparation and transmission electron microscopy (TEM) imaging of protein specific molecularly imprinted polymers (HydroMIPs) , 2007 .

[188]  P. I. Lee,et al.  Novel approach to zero-order drug delivery via immobilized nonuniform drug distribution in glassy hydrogels. , 1984, Journal of pharmaceutical sciences.