Synthesis of polycarbonate urethanes with functional poly(ethylene glycol) side chains intended for bioconjugates

Traditional poly(ethylene glycol) (PEG)-modified polyurethanes usually exhibit high biocompatibility, but still lack reactivity with biological molecules to induce appropriate cell and tissue responses. In this study, PEG diglycidyl ether (Mn = 526 Da) and PEG bis(amine) (Mn = 1000 Da) were respecti...

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Bibliographic Details
Published in:	Polymer (Guilford) Vol. 54; no. 20; pp. 5363 - 5373
Main Authors:	Xu, Yashuo, Wu, Xiangyang, Xie, Xingyi, Zhong, Yinping, Guidoin, Robert, Zhang, Ze, Fu, Qiang
Format:	Journal Article
Language:	English
Published:	Kidlington Elsevier Ltd 06-09-2013 Elsevier
Subjects:	albumins Applied sciences biocompatibility biocompatible materials Bioconjugates ethylene glycol Exact sciences and technology glass transition hydrocolloids hydrophilicity lysine Organic polymers Physicochemistry of polymers Polycarbonate urethanes Polycondensation Polyethylene glycols polyurethanes Preparation, kinetics, thermodynamics, mechanism and catalysts temperature urea urethane Polycarbonate urethanes Bioconjugates Polyethylene glycols Biological properties Terpolymer Graft copolymer Molecular structure Urea copolymer Polyaddition Amidation Ethylene oxide polymer Cell adhesion Biocompatibility Acid copolymer Amphiphilic polymer Hemolysis Liquid solid adsorption Serum albumin Ethylene oxide copolymer Experimental study Urethane copolymer Functional polymer Protein Esterification Chemical modification Platelet Aminoacid Preparation Colloid particle
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Summary:	Traditional poly(ethylene glycol) (PEG)-modified polyurethanes usually exhibit high biocompatibility, but still lack reactivity with biological molecules to induce appropriate cell and tissue responses. In this study, PEG diglycidyl ether (Mn = 526 Da) and PEG bis(amine) (Mn = 1000 Da) were respectively grafted onto carboxyl-group-containing poly(carbonate urethane) backbones that chain-extended with lysine, to generate reactivity while maintaining biocompatibility. The PEG chains disordered and plasticized the hard segments where they attached, reducing H-bonded urea groups and lowering glass transition temperatures. The Mn ranged from 33,000 to 70,000 Da for the precursor polyurethanes, which largely decreased by 24–75% following PEG grafting. Hemocompatibility was enhanced due to the flexibility and hydrophilicity of the PEG chains. Solutions of the PEG-grafted polyurethanes were transformed into hydrocolloids when dropped into water. Reactivity was proved by immobilization of albumin onto the colloidal particles. These new functional PEG-grafted polyurethanes can potentially form multifunctional bioconjugates for applications as biomaterials and in pharmaceutics. [Display omitted]
Bibliography:	http://dx.doi.org/10.1016/j.polymer.2013.07.069
ISSN:	0032-3861 1873-2291
DOI:	10.1016/j.polymer.2013.07.069