Immobilization of biomolecules on poly(vinyldimethylazlactone)-containing surface scaffolds.

We describe the successful development of a procedure for the step-by-step formation of a reactive, multilayer polymer scaffold incorporating polymers based on 2-vinyl-4,4-dimethylazlactone (VDMA) on a silicon wafer and the characterization of these materials. Also discussed is the development of a procedure for the nonsite specific attachment of a biomolecule to a modified silicon wafer, including scaffolds modified via drop-on-demand (DOD) inkjet printing. VDMA-based polymers were used because of their hydrolytic stability and ability of the pendant azlactone rings to form stable covalent bonds with primary amines without byproducts via nucleophilic addition. This reaction proceeds without a catalyst and at room temperature, yielding a stable amide linkage, which adds to the ease of construction expected when using VDMA-based polymers. DOD inkjet printing was explored as an interesting method for creating surfaces with one or more patterns of biomolecules because of the flexibility and ease of pattern design.

[1]  J. Yao,et al.  Photochromic polyoxotungstoeuropate K12[EuP5W30O110]/ polyvinylpyrrolidone nanocomposite films , 2003 .

[2]  O. Nazarova,et al.  Interactions of nucleophilic reagents and copolymers of N-vinylpyrrolidone with N-hydroxyphthalamide esters of acrylic, methacrylic and crotonic acids , 1989 .

[3]  L. Fontaine,et al.  Copper-Mediated Living Radical Polymerization of 2-Vinyl-4,4-dimethyl-5-oxazolone , 2004 .

[4]  I. Luzinov,et al.  Effect of molecular weight on synthesis and surface morphology of high-density poly(ethylene glycol) grafted layers. , 2004, Langmuir : the ACS journal of surfaces and colloids.

[5]  F. Chang,et al.  The interaction behavior of polymer electrolytes composed of poly(vinyl pyrrolidone) and lithium perchlorate (LiClO4) , 2001 .

[6]  M. Neumann,et al.  Some aspects of the fitting of XPS core spectra of polymers , 1998 .

[7]  N. Spencer,et al.  Surface-chemical and -morphological gradients. , 2008, Soft matter.

[8]  Thomas Boland,et al.  Characterization of Patterned Self-Assembled Monolayers and Protein Arrays Generated by the Ink-Jet Method† , 2003 .

[9]  S. Devenish,et al.  Dual side-reactions limit the utility of a key polymer therapeutic precursor , 2006 .

[10]  J. Jang,et al.  Protein immobilization on aminated poly(glycidyl methacrylate) nanofibers as polymeric carriers. , 2007, Biomacromolecules.

[11]  Frantisek Svec,et al.  Enzymatic microreactor-on-a-chip: protein mapping using trypsin immobilized on porous polymer monoliths molded in channels of microfluidic devices. , 2002, Analytical chemistry.

[12]  J. Jagur-grodzinski Biomedical application of functional polymers , 1999 .

[13]  Duane D. Fansler,et al.  Azlactone-reactive polymer supports for immobilizing synthetically useful enzymes: Part I. Pig liver esterase on dispersion polymer supports , 2004 .

[14]  Martin Hegner,et al.  Rapid functionalization of cantilever array sensors by inkjet printing , 2004 .

[15]  S. M. Kilbey,et al.  Inkjet-printed monolayers as platforms for tethered polymers. , 2005, Langmuir : the ACS journal of surfaces and colloids.

[16]  D. Putnam,et al.  Overcoming limiting side reactions associated with an NHS-activated precursor of polymethacrylamide-based polymers. , 2007, Bioconjugate chemistry.

[17]  A. Hillier,et al.  Multicolor surface plasmon resonance imaging of ink jet-printed protein microarrays. , 2007, Analytical chemistry.

[18]  I. Luzinov,et al.  Low‐Temperature Growth of Thick Polystyrene Brushes via ATRP , 2005 .

[19]  Igor Luzinov,et al.  Synthesis and Surface Morphology of High-Density Poly(ethylene glycol) Grafted Layers , 2003 .

[20]  Y. Liu,et al.  Polymer grafting via ATRP initiated from macroinitiator synthesized on surface. , 2004, Langmuir : the ACS journal of surfaces and colloids.

[21]  S. Heilmann,et al.  Highly cross-linked azlactone functional supports of tailorable polarity , 1996 .

[22]  Neeraj Kumar,et al.  Immobilization of drugs and biomolecules on in situ copolymerized active ester polypyrrole coatings for biomedical applications , 2006, Biomedical materials.

[23]  M. E. Buck,et al.  Layer‐by‐Layer Assembly of Reactive Ultrathin Films Mediated by Click‐Type Reactions of Poly(2‐Alkenyl Azlactone)s , 2007 .