Saccharide/glycoprotein recognition inside synthetic ion channels modified with boronic acid

Sensors and Actuators, B: Chemical

Volumn 162, Issue 1, 2012, Pages 216-222

  Nguyen, Quoc Hung ^a,b   Ali, Mubarak ^a,b   Neumann, Reinhard ^b   Ensinger, Wolfgang ^a,b  

^a DARMSTADT UNIVERSITY OF TECHNOLOGY   (Germany)

^b GSI HELMHOLTZZENTRUM FÜR SCHWERIONENFORSCHUNG GMBH   (Germany)

Author keywords

Boronic acid diols complexation; Ion current rectification; Saccharide sensor; Synthetic ion channels; Track etched nanochannels

Indexed keywords

3-AMINOPHENYLBORONIC ACID; BIOMEDICAL SCIENCE; BORONIC ACID; CARBOXYLIC GROUP; CELL SURFACES; CHANNEL CONDUCTANCE; CHANNEL DIAMETERS; CHANNEL SURFACE; INNER WALLS; ION CURRENT RECTIFICATION; IONIC FLUXES; NANO CHANNELS; NEUTRAL PH; OVALBUMINS; REVERSIBLE BINDING; SACCHARIDE SENSOR; SENSING PLATFORMS; SYNTHETIC ION CHANNELS;

BIOCATALYSTS; CARBOHYDRATES; GLUCOSE; GLYCOPROTEINS; MOLECULAR RECOGNITION; POLYMERIC MEMBRANES; SACCHARIFICATION;

IONS;

EID: 84856744148     PISSN: 09254005     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.snb.2011.12.070     Document Type: Article

References (37)

1. B. Hille Ion Channels of Excitable Membrane 3rd ed. 2001 Sinauer Associates Sunderland, MA
2. A. Alcaraz, E.M. Nestorovich, M. Aguilella-Arzo, V.M. Aguilella, and S.M. Bezrukov Salting out the ionic selectivity of a wide channel: the asymmetry of OmpF Biophys. J. 87 2004 943 957
3. A. Alcaraz, P. Ramirez, E. Garcia-Gimenez, M.L. Lopez, A. Andrio, and V.M. Aguilella A pH-tunable nanofluidic diode: electrochemical rectification in a reconstituted single ion channel J. Phys. Chem. B 110 2006 21205 21209
4. C. Dekker Solid-state nanopores Nat. Nanotechnol. 2 2007 209 215
5. Z.S. Siwy, and S. Howorka Engineered voltage-responsive nanopores Chem. Soc. Rev. 39 2010 1115 1132
6. M. Ali, B. Schiedt, R. Neumann, and W. Ensinger Biosensing with functionalized single asymmetric polymer nanochannels Macromol. Biosci. 10 2010 28 32
7. A. Mara, Z. Siwy, C. Trautmann, J. Wan, and F. Kamme An asymmetric polymer nanopore for single molecule detection Nano Lett. 4 2004 497 501
8. E.N. Savariar, K. Krishnamoorthy, and S. Thayumanavan Molecular discrimination inside polymer nanotubules Nat. Nanotechnol. 3 2008 112 117
9. Q.H. Nguyen, M. Ali, V. Bayer, R. Neumann, and W. Ensinger Charge-selective transport of organic and protein analytes through synthetic nanochannels Nanotechnology 21 2010 365701
10. M. Ali, S. Mafe, P. Ramirez, R. Neumann, and W. Ensinger Logic gates using nanofluidic diodes based on conical nanopores functionalized with polyprotic acid chains Langmuir 25 2009 11993 11997
11. E.B. Kalman, I. Vlassiouk, and Z.S. Siwy Nanofluidic bipolar transistors Adv. Mater. 20 2008 293 297
12. N.O.L. Seto, and S.V. Evans Specificity in protein-carbohydrate recognition Curr. Org. Chem. 4 2000 411 427
13. J.C. Sacchettini, L.G. Baum, and C.F. Brewer Multivalent protein-carbohydrate interactions. A new paradigm for supermolecular assembly and signal transduction Biochemistry-Us 40 2001 3009 3015
14. R.J. Pieters Carbohydrate mediated bacterial adhesion Bact. Adhes. Chem. Biol. Phys. 715 2011 227 240
15. S.B. Bankar, M.V. Bule, R.S. Singhal, and L. Ananthanarayan Glucose oxidase - an overview Biotechnol. Adv. 27 2009 489 501
16. T.W. Siegel, S.R. Smith, C.A. Ellery, J.R. Williamson, and P.J. Oates An enzymatic fluorometric assay for fructose Anal. Biochem. 280 2000 329 331
17. T.D. James, M.D. Philips, and S. Shinkai Boronic Acids in Saccharide Recognition 2006 RSC Publishing UK
18. S. Park, H. Boo, and T.D. Chung Electrochemical non-enzymatic glucose sensors Anal. Chim. Acta 556 2006 46 57
19. A.P. Davis, and R.S. Wareham Carbohydrate recognition through noncovalent interactions: a challenge for biomimetic and supramolecular chemistry Angew. Chem. Int. Ed. 38 1999 2978 2996
20. H.S. Mader, and O.S. Wolfbeis Boronic acid based probes for microdetermination of saccharides and glycosylated biomolecules Microchim. Acta 162 2008 1 34
21. W. Wang, X.M. Gao, and B.H. Wang Boronic acid-based sensors Curr. Org. Chem. 6 2002 1285 1317
22. W.Q. Yang, L. Lin, and B.H. Wang A new type of boronic acid fluorescent reporter compound for sugar recognition Tetrahedron Lett. 46 2005 7981 7984
23. M.D. Phillips, and T.D. James Boronic acid based modular fluorescent sensors for glucose J. Fluoresc. 14 2004 549 559
24. Z.S. Siwy Ion-current rectification in nanopores and nanotubes with broken symmetry Adv. Funct. Mater. 16 2006 735 746
25. P.Y. Apel, Y.E. Korchev, Z. Siwy, R. Spohr, and M. Yoshida Diode-like single-ion track membrane prepared by electro-stopping Nucl. Instrum. Methods B 184 2001 337 346
26. M. Ali, V. Bayer, B. Schiedt, R. Neumann, and W. Ensinger Fabrication and functionalization of single asymmetric nanochannels for electrostatic/ hydrophobic association of protein molecules Nanotechnology 19 2008 485711
27. W. Reber, PhD Dissertation, Johann Wolfgang Goethe-Universität Frankfurt am Main (2002) ISBN 3-89825-89490-89829, dissertation.de.
28. J. Cervera, B. Schiedt, R. Neumann, S. Mafe, and P. Ramirez Ionic conduction, rectification, and selectivity in single conical nanopores J. Chem. Phys. 124 2006 104706
29. J. Yan, G. Springsteen, S. Deeter, and B.H. Wang The relationship among pK(a), pH, and binding constants in the interactions between boronic acids and diols - it is not as simple as it appears Tetrahedron 60 2004 11205 11209
30. T.D. James, and S. Shinkai Artificial receptors as chemosensors for carbohydrates Host Guest Chem. 218 2002 159 200
31. G. Springsteen, and B.H. Wang A detailed examination of boronic acid-diol complexation Tetrahedron 58 2002 5291 5300
32. J. Plank, J. Blaha, J. Cordingley, M.E. Wilinska, L.J. Chassin, C. Morgan, S. Squire, M. Haluzik, J. Kremen, S. Svacina, W. Toller, A. Plasnik, M. Ellmerer, R. Hovorka, and T.R. Pieber Multicentric, randomized, controlled trial to evaluate blood glucose control by the model predictive control algorithm versus routine glucose management protocols in intensive care unit patients Diabetes Care 29 2006 271 276
33. L.I. Bosch, T.M. Fyles, and T.D. James Binary and ternary phenylboronic acid complexes with saccharides and Lewis bases Tetrahedron 60 2004 11175 11190
34. Y.L. Zhang, X.M. Gao, K. Hardcastle, and B.H. Wang Water-soluble fluorescent boronic acid compounds for saccharide sensing: substituent effects on their fluorescence properties Chem. Eur. J. 12 2006 1377 1384
35. P.M. Rudd, T. Elliott, P. Cresswell, I.A. Wilson, and R.A. Dwek Glycosylation and the immune system Science 291 2001 2370 2376
36. A.D. Nisbet, R.H. Saundry, A.J.G. Moir, L.A. Fothergill, and J.E. Fothergill The complete amino-acid-sequence of hen ovalbumin Eur. J. Biochem. 115 1981 335 345
37. W.L. Hulse, and R.T. Forbes A nanolitre method to determine the hydrodynamic radius of proteins and small molecules by Taylor dispersion analysis Int. J. Pharm. 411 2011 64 68