Improvement of blood compatibility on cellulose membrane surface by grafting betaines

Yuan, Jiang; Zhang, Jun; Zang, Xiaopeng; Shen, Jing; Lin, Shiwei

doi:10.1016/s0927-7765(03)00082-1

Cited by 84 publications

(62 citation statements)

References 24 publications

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“…The dynamic nature of the imine bond formation has been also helpful in the build up of complex molecular architectures, such as macrocyclic ligands 15 and interlocked molecules. 16 Polycarboxybetaines and polysulfobetaines show good biocompatibility, [17][18][19][20] antibacterial properties and their utility for building bioinert coatings. [21][22][23][24] It is worth mentioning that the structure of sulfobetaine is similar to taurine, present in high concentration in animals and in trace concentration in plants.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of zwitterionic organogels based on Schiff base chemistry

Tarannum

Singh

2010

J of Applied Polymer Sci

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Poly(sulfobetaine)s and poly(carboxybetaine)s have been extensively studied for their zwitterionic and biocompatible nature. The specific features that make such zwitterionic structures technologically important are their chemical structure, a straight forward synthetic route, high ionic contents with interesting dilute solution, and solid state properties. The objective of this work is to synthesize novel zwitterionic polymers having gel characteristics. Here, p-phenylene diamine/melamine react as nucleophiles with glutaraldehyde to produce poly(schiff base)s. In the subsequent step, the poly(sulfobetaine)s and poly(carboxybetaine)s were produced on treatment with 1,3-propane sultone/c-butyrolactone. Hence, a catalyst free facile approach to novel zwitterionic polymers was obtained. The polymers were characterized by elemental analyses, FTIR, XRD analyses, SEM, pH metric titrations, conductometric titrations, and thermal analyses (TGA/ DTA). The polymeric samples carry the gel characteristics, showing lamellar structure with porous network. XRD pattern shows Bragg peaks indicative of superstructures. Thermal analysis indicates the Hoffman elimination of b hydrogen and subsequent release of sulfopropyl/carboxybutyl group. One of the gel polymers shows fluorescence also.

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Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of zwitterionic organogels based on Schiff base chemistry

Tarannum

Singh

2010

J of Applied Polymer Sci

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“…The hypothesis of "maintain of normal structure" predicted theoretically that zwitterionic structure should behave well in anticoagulation through maintaining the normal structure of contacting proteins. While recent experimental studies on surface-grafted zwitterionic biomaterials have proved good blood compatibility [3][4][5] , the validity of this hypothesis still waits to be testified from the interactions between zwitterionic surface and proteins on the sub-molecular level. Molecular dynamics simulation using empirical force fields provides one of the most direct methods of theoretically investigating the behaviors of complex molecular systems and is well-suited for the simulation of protein-surface interactions.…”

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confidence: 96%

Molecular dynamics simulation study on zwitterionic structure to maintain the normal conformations of Glutathione

2007

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Molecular dynamics simulations were applied to normal conformational Glutathione (GSH) and GSH over zwitterionic and hydrophobic surfaces respectively. Conformational analysis of GSH during the simulation time on RMSD, conformational flexibility and dihedral distribution were performed. The results showed that zwitterionic structure maintains the normal conformations of GSH to a better extent, which should be a first good proof of the hypothesis of "maintain of normal structure".protein-surface interactions, molecular dynamics simulation, zwitterionic structure, Glutathione, conformational changes, antithrombotic material Antithrombotic improvement of materials is one of the biggest challenges to develop biomaterials [1,2] . The hypothesis of "maintain of normal structure" predicted theoretically that zwitterionic structure should behave well in anticoagulation through maintaining the normal structure of contacting proteins. While recent experimental studies on surface-grafted zwitterionic biomaterials have proved good blood compatibility [3][4][5] , the validity of this hypothesis still waits to be testified from the interactions between zwitterionic surface and proteins on the sub-molecular level. Molecular dynamics simulation using empirical force fields provides one of the most direct methods of theoretically investigating the behaviors of complex molecular systems and is well-suited for the simulation of protein-surface interactions. However, all-atom modeling of proteins is not feasible in current work due to the limiting computational resources. Most relating researches are focusing on some small peptides [6][7][8] which contain only several amino acids and the simulation of big proteins has not yielded expected results [9] . Glutathione (GSH), a ubiquitous tripeptide which plays a number of vital roles in cell metabolism was then selected to develop the GSH-Surface models. Besides its particular antidotal function in physiology, GSH was chosen as peptide for simulation for several reasons as follows: (1) The charge state of GSH under physiological condition is stable [10] . Of the whole sixteen charge states, an unique one with net charge −1 dominates ,as shown in Figure 1; (2) The three constituting amino acid residues are typical. For charge state, the Glu residue is neutral but zwiterrionic, the Cys residue is neutral, and the Gly residue is negative. For interaction with water molecules, the Cys and Gly residues have hydrophilic sidechains while the Glu's alkyl sidechain is hydrophobic; (3) The denaturalization of proteins is to some extent induced by local conformational changes. GSH structure, which was found bound to a variety of proteins, has a small size with only three residues and is convenient for simulation to investigate

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“…ml three-necked round-bottom flask, 60 ml of the celHemodialysis is one of the most important meth-lulose solution in DMAc/LiCl and 5 ml of pyridine ods for blood purification [14], and cellulose mem-were added and mixed, then 6.3541 g of BrBiB was o branes, especial cellulose acetate (CA) membranes, slowly dropped into the solution at 0 C in an are still the major materials for hemodialysis [15]. ice/water bath.…”

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confidence: 99%

Graft Copolymerization of N,N-Dimethylacrylamide to Cellulose in Homogeneous Media Using Atom Transfer Radical Polymerization for Hemocompatibility

Yan

Wei²

2008

JBiSE

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ABSTRACTfree radical grafting sites, and the presence of a considerable amount of ungrafted cellulose in the prodIn homogeneous media, N,N -Dimethylacrylamide uct. In addition, these techniques usually results in (DMA) was grafted copolymerization to cellulose the graft copolymer with poor control over the comby a metal-catalyzed atom transfer radical polyposition, such as molecular weight and the merization (ATRP) process. First, cellulose was polydispersity of the grafted chains [3]. Recently, dissolved in DMAc/LiCl system, and it reacted controlled/"living" radical polymerization methods with 2-bromoisobutyloyl bromide (BiBBr) to prohave been developed [4], which is able to minimize duce macroinitiator (cell-BiB). Then DMA was chain transfer and to control the molecular weight polymerized to the cellulose backbone in a and polydispersity. Among them atom transfer radihomogeneous DMSO solution in presence of cal polymerization (ATRP) and reversible addition the cell-BiB. Characterization with FT-IR, NMR, fragmentation transfer polymerization (RAFT) are and GPC measurements showed that there the two convenient methods to prepare well-defined obtained a graft copolymer with cellulose backpolymers. Using living free radical polymerization bone and PDMA side chains (cell-PDMA) in wellmethods to prepare cellulose graft copolymer is an defined structure. The proteins adsorption studattractive topic and some investigations had been caries showed that the cellulose membranes modiried out. Perrier, et al. reported a preparation of polyfied by the as-prepared cell-PDMA copolymer styrene graft cellulose by a RAFT process [5]. own good protein adsorption resistancet.Carlmark and Malmstrom synthesized a poly(2-hydroxyethyl methacrylate) graft cellulose using an ATRP process [6]. However, in both the studies, the graft copolymerization occurs only on the surface of cellulose fiber due to the heterogeneous process. Huang, et al. reported a homogeneous ATRP process

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Improvement of blood compatibility on cellulose membrane surface by grafting betaines

Cited by 84 publications

References 24 publications

Synthesis and characterization of zwitterionic organogels based on Schiff base chemistry

Synthesis and characterization of zwitterionic organogels based on Schiff base chemistry

Molecular dynamics simulation study on zwitterionic structure to maintain the normal conformations of Glutathione

Graft Copolymerization of N,N-Dimethylacrylamide to Cellulose in Homogeneous Media Using Atom Transfer Radical Polymerization for Hemocompatibility

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