Polymer Biomaterials in Solution, as Interfaces and as Solids Festschrift Honoring the 60th Birthday of Dr, Allan S. Hoffman Editors: S,L. Cooper, C,H. Bamford and ToT suruta vs /// P/// Utrecht, The Netherlands, 1995 Professor Allan S. Hoffman VSP BV P.O. Box 346 3700 AH Zeist The Netherlands 0 VSP BV 1995 First published in 1995 ISBN 90-6764-1 80-4 All rights reserved. No part of this publication may be reproduced, stored in a retrieval system, or transmitted in any form or by any means, electronic, mechanical, photocopy- ing, recording or otherwise, without the prior permission of the copyright owner. CIP-DATA KONINKLIJKE BIBLIOTHEEK, DEN HAAG Polymer Polymer biomaterials in solution, as interfaces an as solids: a festschrift honoring the 60th birthday of Dr. Allan S. Hoffman / ed: S.L. Cooper, C.H. Bamford, T. Tsuruta. - Utrecht : VSP Orig. publ. in Journal of Biomaterials Science, polymer edition, ISSN 0920-5063 ; v. 4, no. 3 and 5, v. 5, no. 1/2, 1993 and v. 5, no. 4-6, v.6, no. 1 and 4, 1994 ISBN 90-6764- 180-4 bound NUGI 82 1/ 84 1 Subject headings: polymer chemistry / biochemistry Printed in The Netherlands by Koninklijke Wohrmann bv, Zutphen. CONTENTS ... Fore word Xlll Personal Statement xv Highlights of Allan Hoffman’s Biography ixx Allan S. Hoffman - Overview and appreciation xxiii I. Surface Modification, Characterization, and Properties A. RF Plasma Gas Discharge Molecular surface tailoring of biomaterials via pulsed RF plasma discharges V. Panchalingam, B. Poon, H.-H. Huo, C.R. Savage, R.B. Timmons and R. C. Eberhart 3 Introduction of amine groups on poly(ethy1ene) by plasma immobilization of a preadsorbed layer of decylamine hydrochloride J.G.A. Terlingen, L.M. Brenneisen, H.T.J. Super, A.P. Pijpers, AS. Hoffman and J. Feijen 19 A wettability gradient as a tool to study protein adsorption and cell adhesion on polymer surfaces J. H. Lee and H.B. Lee 37 Activity of horseradish peroxide adsorbed on radio frequency glow discharge-treated polymers J.P. Chen, D. Kiaei and A.S. Hoffian 53 Patterned neuronal attachment and outgrowth on surface modified, electrically charged fluoropolymer substrates R.F. Valentini, T. G. Vargo. J.A. Gardella Jr. and P. Aebischer 69 B. Physico-Chemical Modification New biomaterials through surface segregation phenomenon: New quaternary ammonium compounds as antibacterial agents R.S. Nohr and J. G. MacDonald 95 vi contents Biomaterials with permanent hydrophilic surfaces and low protein adsorption properties B.E. Rabinow, Y.S. Ding, C. Qin, M.L. McHalsky, J.H. Schneider, K.A. Ashline, T.L . Shelbourn and R.M. Albrecht 109 Surface properties of RGD-peptide grafted polyurethane block copolymers: Variable take-off angle and cold-stage ESCA studies H.B . Lin, K.B . Lewis, D. Leach-Scampavia, B. D. Ratner and S.L . Cooper 129 Effect of polyurethane surface chemistry on its lipid sorption behavior A. Takahara, K. Takahashi and ir: Kajiyama 145 11. Protein Adsorption Residence time effects on monoclonal antibody binding to adsorbed fibrinogen T.A. Horbett and K.R. Lew 161 Adsorption behavior of fibrinogen to sulfonated polyethyleneoxide-grafted polyurethane surfaces D.K. Han, G.H. Ryu, K.D. Park, S. Y. Jeong, Y.H. Kim and B. G. Min 181 Effects of branching and molecular weight of surface-bound poly(ethy1ene oxide) on protein rejection K. Bergstrom, E. Osterberg, K. Holmberg A.S. Hoffman, T.P. Schuman, A. Kozlowski and J.M. Harris 195 Review Formation of protein multilayers and their competitive replacement based on self-assembled biotinylated phospholipids W. Muller, H. Ringsdor- E. Rump, X Zhang, L. Angermaier, W. Knoll and J. Spinke 205 Identification of proteins adsorbed to hemodialyser membranes from heparinized plasma R.M. Cornelius and J.L . Brash 22 1 111. Blood Interactions Mechanism of cytoplasmic calcium changes in platelets in contact with polystyrene and poly(acry1amide-co-methacrylic acid) surfaces N. Yui, K. Suzuki, T. Okano, Y. Sakurai, C. Ishikawa, K. Fujimoto and H. Kawaguchi 237 The synthesis of a water soluble complement activating polyacrylic acid-IgG polymer G. Schmer, R.A. Henderson and W. Muller 255 contents vii A novel biomaterial: Poly(dimethylsi1oxane)-polyamide multiblock copolymer I. Synthesis and evaluation of blood compatibility T. Furuzono, E. Yashima, A. Kishida, I. Maruyama, T. Matsumoto and M. Akashi 267 Synthesis and nonthrombogenicity of fluoroalkyl polyetherurethanes T. Kashiwagi, Y. It0 and Y. Imanishi 277 Surface and bulk effects on platelet adhesion and aggregation during simple (laminar) shear flow of whole blood TM. Alkhamis and R.L. Beissinger 287 A model for thromboembolization on biomaterials L. 0. Reynolds, W.H . Newren Jr., J.F . Scolio and I.F . Miller 30 3 A canine ex vivo shunt for isotopic hemocompatibility evaluation of a NHLBI DTB primary reference material and of an IUPAC reference material J. Caix, G. Janvier, B. Legault, L. Bordenave, F. Rouais, B. Basse-Cathalinat and C. Baquey 3 19 IV. Cell Interactions Effects of environmental parameters and composition of poly (2-hydroxyethyl methacrylate)-gruji-polyamine copolymers on the retention of rat lymphocyte subpopulations (B- and T-cells) A. Kikuchi. T. Tsuruta and K. Kataoka 335 In vitro leukocyte adhesion to modified polyurethane surfaces: 111. Effect of flow, fluid medium, and platelets on PMN adhesion A. Bruil, J.I . Sheppard, J. Feijen and I.A. Feuerstein 357 Basic fibroblast growth factor production in vitro by macrophages exposed to Dacron and polyglactin 9 IO H. P. Greisler, S. C. Henderson and T.M . Lam 373 V. Immobilized Cell Receptor Ligands and Immobilized Cells Fibroblast attachment to Arg-Gly- Asp peptide-immobilized poly(y-methyl L-glutamate) K. Kugo, M. Okuno, K. Masuda, J. Nishino, H. Masuda and M. Iwatsuki 39 1 Cell-attachment activities of surface immobilized oligopeptides RGD, RGDS, RGDV, RGDT, and YIGSR toward five cell lines Y. Hirano, M. Okuno, T. Hayashi, K. Goto and A. Nakajima 405 Receptor-mediated regulation of differentiation and proliferation of hepatocytes by synthetic polymer model of asialoglycoprotein A. Kobayashi, M. Goto, K. Kobayashi and T. Akaike 415 ... Vlll contents Growth of human cells on plasma polymers: Putative role of amine and amide groups HJ. Griesser, R. C. Chatelier, T.G . Gengenbach, G. Johnson and J. G. Steele 43 3 Synthesis and application of new microcarriers for animal cell culture. Part I: Design of polystyrene based microcarriers A. Zuhlke, B. Roder, H. Widdecke and J. Klein 457 Synthesis and application of new microcarriers for animal cell culture. Part 11: Application of polystyrene microcarriers B. Roder, A. Zuhlke. H. Widdecke and J. Klein 47 1 Monosize microbeads based on polystyrene and their modified forms for some selected medical and biological applications E. Piskin, A. Tuncel, A. Denizli and H. Ayhan 48 1 Covalent immobilization of microorganisms in polymeric hydrogels L. I. Valuev, V. V. Chupov and N.A . Plate 503 VI. Immobilized Biomolecules and Synthetic Derivatives of Biomolecules A. Heparin Immobilization of a lysine-terminated heparin to polyvinyl alcohol JS. Tumer and M. V. Sefton 517 Surface modification of polymeric biomaterials with poly(ethy1ene oxide), albumin, and heparin for reduced thrombogenicity M. Amiji and K. Park 535 Antiproliferative capacity of synthetic dextrans on smooth muscle cell growth: the model of derivatized dextrans as heparin-like polymers D. Letoumeur, D. Logeart, T. Avramoglou and J. Jozefonvicz 553 Heparin surface immobilization through hydrophilic spacers: Thrombin and antithrombin I11 binding kinetics Y. Byun, H.A. Jacobs and S. W. Kim 5 67 B. Collagen and Polysaccharides Physico-chemical surface characterization of hyaluronic acid derivatives as a new class of biomaterials R. Barbucci, A. Magnani, A. Baszkin, M.L. Da Costa, H. Bauser, G. Hellwig, E. Martuscelli and S. Cimmino 5 83 contents ix Fibroblast contraction of collagen matrices with and without covalently bound hyaluronan L.L .H . Huang-Lee and M.E . Nimni 613 Chemical modification of biopolymers-mechanism of model graft copolymerization of chitosan W. Li, Z. Li, W. Liao andX.-D. Feng 625 Preparation of DNA-canying affinity latex and purification of transcription factors with the latex Y. Inomata, T. Wada, H. Handa, K. Fujimoto and H. Kawaguchi 63 5 VII. New Polymers and Applications In vivo evaluation of polyurethanes based on novel macrodiols and MDI A. Brandwood, G.F. Meijs, P.A. Gunatillake, K.R. Noble, K. Schindhelm and E. Rizzardo 647 Morphology of block copolyurethanes: V. The effect of --CH,CH,-vs--CH,- spacers between aromatic rings L.A. Gower, T-L.D . Wang and D.J.L yman 66 1 Polyisobutylene-toughened poly(methy1 methacrylate): 111. PMMA-I-PIB networks as bone cements J.P. Kennedy, M.J. Askew and G.C. Richard 675 Vm. Biodegradable Polymers and Drug Delivery A. Degradable Polymers Synthesis and characterization of a new biodegradable semi-solid poly(orth0 ester) for drug delivery systems A. Merkli, J. Heller, C. Tabatabay and R. Gurny 683 Design, synthesis, and preliminary characterization of tyrosine-containing polyarylates: New biomaterials for medical applications J. Fiordeliso, S. Bron and J. Kohn 695 A study on the in vitro degradation of poly(1actic acid) C. Migliaresi, L. Fambn and D. Cohn 709 Poly-DL-lactic acid: Polyethylene glycol block copolymers. The influence of polyethylene glycol on the degradation of poly-DL-lactic acid S.S. Shah. K.J. Zhu and C.G. Pitt 725 Synthesis and characterization of putrescine-based poly (phosphoester-urethanes) B.I. Dahiyat, E. Hostin, E.M. Posadas and K.W .L eong 737 X contents Oxidative degradation of BiomerTMf ractions prepared by using preparative-scale gel permeation chromatography B.J. Tyler and B. D. Ratner 753 Characterization of extractable species from poly(ethemrethane urea) (PEW elastomers M. Renier, Y.K. Wu, J.M. Anderson, A. Hiltner, G.A. Lodoen and R. Payet 769 B. Drug Delivery Controlled release of TGF-P, from a biodegradable matrix for bone regeneration R. Gombotz, S. C. Pankey, L.S. Bouchard, J. Ranchalis and P. Puolakkainen 79 1 Controlled release of P-estradiol from biodegradable microparticles within a silicone matrix L. Brannon-Peppas 807 Ultrasonically enhanced transdermal drug delivery. Experimental approaches to elucidate the mechanism M. Machluf and J. Kost 82 1 IX. Water-Soluble Biomolecules, Synthetic Polymers, and their Conjugates Synthesis of carboxylated poly(N1PAAm) oligomers and their application to form thermo-reversible polymer-enzyme conjugates C. Chen and A.S. Hoffman 83 3 Synthesis and characterization of a soluble, temperature-sensitive polymer-conjugated enzyme T G. Park and A.S. Hoffman 845 Activated, N-substituted acrylamide polymers for antibody coupling: Application to a novel membrane-based immunoassay N. Monji, C.-A. Cole and AS. Hoffman 857 Temperature-dependent adsorptiorddesorption behavior of lower critical solution temperature (LCST), polymers on various substrates M. Miura, C.-A. Cole, N. Monji and A.S. Hoffman 87 1 A polymeric drug delivery system for the simultaneous delivery of drugs activatable by enzymes and/or light N.L. Krinick, Y. Sun, D. Joyner, J.D.S pikes, R.C. Straight andJ. Kopecek 885 Formation of poly(glucosyloxyethy1 methacrylate)-Concanavalin A complex and its glucose-sensitivity K. Nakamae, T Miyata, A. Jikihara and A.S. Hoffman 907 contents xi Poly(ethy1ene oxide) star molecules: Synthesis, characterization, and applications in medicine and biology E. W. Mem'll 919 Investigations of the architecture of tamarind seed polysaccharide in aqueous solution by different scattering techniques P. Lang and K. Kajiwara 93 1 Attempts to stabilize a monoclonal antibody with water soluble synthetic polymers of varying hydrophobicity K.Pickard Antonsen, W.R. Gombotz and A.S. Hoffman 943 X. Hydrogels A. Water and Diffusion in Hydrogels Review Do hydrogels contain different classes of water? W. Roorda 957 Properties controlling the diffusion and release of water-soluble solutes from poly(ethy1ene oxide) hydrogels 1. Polymer composition M. E. McNeill and N. B. Graham 97 1 Properties controlling the diffusion and release of water-soluble solutes from poly(ethy1ene oxide) hydrogels 2. Dispersion in an initially dry slab M.E. McNeill and NB. Graham 989 Dextran permeation through poly(N-isopropylacrylamide) hydrogels L.C. Dong, A.S. Hoffman and Q. Yan 1009 Poly(viny1 alcohol) hydrogels as soft contact lens material S.-H. Hyon, W.I. Cha, Y. Ikada, M. Kita, Y. Ogura and Y. Honda 1021 Polyimide-polyethylene glycol block copolymers: Synthesis, characterization, and initial evaluation as a biomaterial C.P. Pathak, A.S. Sawhney, C.P. Quinn and J.A. Hubbell 103 1 Evidence for Fickian water transport in initially glassy poly(2-hydroxyethyl methacrylate) S.H. Gehrke, D. Biren and J.J. Hopkins 1043 B. Stimuli-Responsive Hydrogels Biochemo-mechanical function of urease-loaded gels E. Kokufuta, Y.-Q. Zhang and i? Tanaka 1061