Transcription-Type Protein Imprinted Polymers for
SPR Sensing Prepared Using Target-immobilized
Stamps based on Submicrometer-Sized Particles
via Biotin-Avidin Linkage

• Authors: Satoshi Yoshizawa , Takahiro Kuwata , Eri Takano , Yukiya Kitayama , Toshifumi Takeuchi
• Languages of publication: EN

Abstracts

EN

Transcribed molecularly imprinted polymers
(MIPs), prepared by using the biotinylated submicrometersized
particles-immobilized stamp on which the biotinconjugated
protein was hierarchically immobilized via
avidin, were used successfully in the recognition of
cytochrome c (Cyt) as a model protein. The transcribed MIP
for Cyt was prepared on the gold-coated surface plasmon
resonance (SPR) sensor chip, and the binding behavior of
Cyt, myoglobin, ribonuclease A, lysozyme, and avidin was
evaluated to confirm the selectivity for Cyt. The imprint
effect of the transcribed MIP was revealed by comparing
the MIP and the corresponding non-imprinted polymer
prepared using the stamp without the Cyt immobilization.

Keywords

EN

Molecularly imprinted polymer; Transcriptiontypemolecular imprinting; Protein; Surface plasmonresonance; Molecular recognition

• Publisher: De Gruyter Open
• Journal: Molecular Imprinting
• Year: 2014
• Volume: 2
• Issue: 1

Dates

online

11 - 2 - 2016

received

14 - 9 - 2015

accepted

24 - 11 - 2015

Contributors

author

Satoshi Yoshizawa

• Graduate School of Engineering, Kobe University, 1-1 Rokkodai-
  cho, Nada-ku, Kobe 657-8501, Japan

author

Takahiro Kuwata

• Graduate School of Engineering, Kobe University, 1-1 Rokkodai-
  cho, Nada-ku, Kobe 657-8501, Japan

author

Eri Takano

• Graduate School of Engineering, Kobe University, 1-1 Rokkodai-
  cho, Nada-ku, Kobe 657-8501, Japan

author

Yukiya Kitayama

• Graduate School of Engineering, Kobe University, 1-1 Rokkodai-
  cho, Nada-ku, Kobe 657-8501, Japan

author

Toshifumi Takeuchi

• Graduate School of Engineering, Kobe University, 1-1 Rokkodai-
  cho, Nada-ku, Kobe 657-8501, Japan

References

• [1] Rifai, N.,Gillette, M. A.,Carr, S. A. Protein biomarker discoveryand validation: the long and uncertain path to clinical utility,Nat. Biotechnol. 2006, 24, 971-983.[Crossref]
• [2] Bassuk, S. S.,Rifai, N.,Ridker, P. M. High-sensitivity C-reactiveprotein: clinical importance, Curr. Probl. Cardiol. 2004, 29,439-493.
• [3] Liao, S. Y.,Aurelio, O. N.,Jan, K.,Zavada, J.,Stanbridge, E. J.Identification of the MN/CA9 protein as a reliable diagnosticbiomarker of clear cell carcinoma of the kidney, Cancer Res.1997, 57, 2827-2831.
• [4] Sellergren, B. Molecularly imprinted polymers: man-mademimics of antibodies and their applications in analyticalchemistry; Elsevier: Amsterdam, 2001.
• [5] Komiyama, M.,Takeuchi, T.,Mukawa, T.,Asanuma, H.Molecularly imprinting: from fundamentals to applications;Wiler-VCH: Weinheim, 2003.
• [6] Yan, M.,Ramstron, O. Moleculary imprinted materials: scienceand technilogy; Marcel Dekker: New York, 2005.
• [7] Lee, S.-W.,Kunitake, T. Handbook of molecular imprinting:advanced sensor applications; Pan Stanford Publishing:Singapore, 2013.
• [8] Haupt, K. Molecular imprinting; Springer: Berlin, 2012.
• [9] Wulff, G. Molecular imprintig in cross-linked materials with theaid of molecular templates - a way towards artificial antibodies,Angew. Chem. Int. Ed. Engl. 1995, 34, 1812-1832.[Crossref]
• [10] Haupt, K.,Mosbach, K. Molecularly imprinted polymers andtheir use in biomimetic sensors, Chem. Rev. 2000, 100,2495-2504.[Crossref]
• [11] Zimmerman, S. C.,Lemcoff, N. G. Synthetic hosts via molecularimprinting - are universal synthetic antibodies realisticallypossible?, Chem. Commun. 2004, 5-14.
• [12] Zayats, M.,Kanwar, M.,Ostermeier, M.,Searson, P. C. Molecularimprinting of maltose binding protein: tuning proteinrecognition at the molecular level, Macromolecules 2011, 44,3966-3972. [Crossref]
• [13] Matsui, J.,Fujiwara, K.,Takeuchi, T. Atrazine-selective polymersprepared by molecular imprinting of trialkylmelamines asdummy template species of atrazine, Anal. Chem. 2000, 72,1810-1813.
• [14] Taguchi, Y.,Takano, E.,Takeuchi, T. SPR sensing of bisphenolA using molecularly imprinted nanoparticles immobilized onslab optical waveguide with consecutive parallel Au and Agdeposition bands coexistent with bisphenol A-immobilized Aunanoparticles, Langmuir 2012, 28, 7083-7088.[WoS][Crossref]
• [15] Uchida, A.,Kitayama, Y.,Takano, E.,Ooya, T.,Takeuchi,T. Supraparticles comprised of molecularly imprintednanoparticles and modified gold nanoparticles as ananosensor platform RSC Advances 2013, 3, 25306-25311.
• [16] Takeuchi, T.,Mori, T.,Kuwahara, A.,Ohta, T.,Oshita,A.,Sunayama, H.,Kitayama, Y.,Ooya, T. Conjugated-proteinmimics with molecularly imprinted reconstructible andtransformable regions that are assembled using spacefillingprosthetic groups, Angew. Chem. Int. Ed. 2014, 53,12765-12770.[WoS][Crossref]
• [17] Takeda, K.,Kuwahara, A.,Ohmori, K.,Takeuchi, T. Molecularlyimprinted tunable binding sites based on conjugatedprosthetic groups and ion-paired cofactors, J. Am. Chem. Soc.2009, 131, 8833-8838.[WoS]
• [18] Hansen, D. E. Recent developments in the molecular imprintingof proteins, Biomaterials 2007, 28, 4178-4191.[WoS][Crossref]
• [19] Poma, A.,Guerreiro, A.,Whitcombe, M. J.,Piletska, E. V.,Turner,A. P. F.,Piletsky, S. A. Solid-phase synthesis of molecularlyimprinted polymer nanoparticles with a reusable template-”plastic antibodies”, Adv. Funct. Mat. 2013, 23, 2821-2827.[Crossref]
• [20] Zhang, H. Q.,Jiang, J. S.,Zhang, H. T.,Zhang, Y.,Sun, P. C.Efficient synthesis of molecularly imprinted polymers withenzyme inhibition potency by the controlled surface imprintingapproach, ACS Macro Lett. 2013, 2, 566-570.[WoS]
• [21] Bognar, J.,Szucs, J.,Dorko, Z.,Horvath, V.,Gyurcsanyi, R. E.Nanosphere lithography as a versatile method to generatesurface-imprinted polymer films for selective proteinrecognition, Adv. Funct. Mat. 2013, 23, 4703-4709.
• [22] Cutivet, A.,Schembri, C.,Kovensky, J.,Haupt, K. Molecularlyimprinted microgels as enzyme inhibitors, J. Am. Chem. Soc.2009, 131, 14699-14702.
• [23] Takeuchi, T.,Goto, D.,Shinmori, H. Protein profiling by proteinimprinted polymer array, Analyst 2007, 132, 101-103.[Crossref]
• [24] Takeuchi, T.,Hishiya, T. Molecular imprinting of proteinsemerging as a tool for protein recognition, Org. Bio. Chem.2008, 6, 2459-2467.
• [25] Sunayama, H.,Ooya, T.,Takeuchi, T. Fluorescent proteinrecognition polymer thin films capable of selective signaltransduction of target binding events prepared by molecularimprinting with a post-imprinting treatment, Biosens.Bioelectron. 2010, 26, 458-462.[WoS][Crossref]
• [26] Suga, Y.,Sunayama, H.,Ooya, T.,Takeuchi, T. Molecularlyimprinted polymers prepared using protein-conjugatedcleavable monomers followed by site-specific post-imprintingintroduction of fluorescent reporter molecules, Chem.Commun. 2013, 49, 8450-8452.[Crossref][WoS]
• [27] Inoue, Y.,Kuwahara, A.,Ohmori, K.,Sunayama, H.,Ooya,T.,Takeuchi, T. Fluorescent molecularly imprinted polymerthin films for specific protein detection prepared with dansylethylenediamine-conjugated O-acryloyl L-hydroxyproline,Biosens. Bioelectron. 2013, 48, 113-119.[Crossref][WoS]
• [28] Sunayama, H.,Ooya, T.,Takeuchi, T. Fluorescent proteinimprintedpolymers capable of signal transduction ofspecific binding events prepared by a site-directed two-steppost-imprinting modification, Chem. Commun. 2014, 50,1347-1349.[WoS][Crossref]
• [29] Sasaki, S.,Ooya, T.,Kitayama, Y.,Takeuchi, T. Molecularlyimprinted protein recognition thin films constructed bycontrolled/living radical polymerization, J. Biosci. Bioeng.2015, 119, 200-205.[WoS]
• [30] Kamon, Y.,Matsuura, R.,Kitayama, Y.,Ooya, T.,Takeuchi, T.Precisely controlled molecular imprinting of glutathiones-transferase by orientated template immobilization usingspecific interaction with an anchored ligand on a goldsubstrate, Polym. Chem. 2014, 5, 4764-4771.[Crossref][WoS]
• [31] Takimoto, K.,Takano, E.,Kitayama, Y.,Takeuchi, T. Synthesisof monodispersed submillimeter-sized molecularly imprintedparticles selective for human serum albumin using inversesuspension polymerization in water-in-oil emulsion preparedusing microfluidics, Langmuir 2015, 31, 4981-4987.[Crossref][WoS]
• [32] Kuwata, T.,Uchida, A.,Takano, E.,Kitayama, Y.,Takeuchi, T.Molecularly imprinted polymer arrays as synthetic proteinchips prepared by transcription-type molecular imprinting byuse of protein-immobilized dots as stamps, Anal. Chem. 2015,87, 11784-11791.[WoS]
• [33] Shi, H. Q.,Tsai, W. B.,Garrison, M. D.,Ferrari, S.,Ratner, B.D. Template-imprinted nanostructured surfaces for proteinrecognition, Nature 1999, 398, 593-597.
• [34] Dai, S.,Burleigh, M. C.,Shin, Y.,Morrow, C. C.,Barnes, C. E.,Xue,Z. L. Imprint coating: a novel synthesis of selective functionalizedordered mesoporous sorbents, Angew. Chem. Int. Ed.1999, 38, 1235-1239.[Crossref]
• [35] Lee, S. W.,Ichinose, I.,Kunitake, T. Molecular imprinting ofazobenzene carboxylic acid on a TiO2 ultrathin film by thesurface sol-gel process, Langmuir 1998, 14, 2857-2863.[Crossref]
• [36] Riskin, M.,Tel-Vered, R.,Willner, I. Imprinted Au-nanoparticlecomposites for the ultrasensitive surface plasmon resonancedetection of hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX), Adv.Mat. 2010, 22, 1387-1391.
• [37] Lin, H. Y.,Hsu, C. Y.,Thomas, J. L.,Wang, S. E.,Chen, H. C.,Chou,T. C. The microcontact imprinting of proteins: the effect ofcross-linking monomers for lysozyme, ribonuclease A andmyoglobin, Biosens. Bioelectron. 2006, 22, 534-543.[Crossref]
• [38] Liu, L. J.,Zheng, J. J.,Fang, G. J.,Xie, W. H. Improvement of themomogeneity of protein-imprinted polymer films by orientatedimmobilization of the template, Anal. Chim. Acta 2012, 726,85-92.[WoS]
• [39] Tan, C. J.,Chua, M. G.,Ker, K. H.,Tong, Y. W. Preparation ofbovine serum albumin surface-imprinted submicrometerparticles with magnetic susceptibility through core-shellminiemulsion polymerization, Anal. Chem. 2008, 80, 683-692. [Crossref][WoS]

Identifiers

DOI

10.1515/molim-2015-0007