Synthesis, characterization, and in vitro degradation of a biodegradable photo-cross-linked film from liquid poly(epsilon-caprolactone-co-lactide-co-glycolide) diacrylate.

Abstract:

:There has been little study on the effect of composition or molecular weight on the biodegradation rate of photo-cross-linked biodegradable aliphatic polyesters though such information is important for tissue engineering scaffolds. We have synthesized a new series of photopolymerizable linear poly(epsilon-caprolactone-co-lactide-co-glycolide) diacrylates with different molecular weights (Mn = 1800, 4800, and 9300 Da) and compositions (20%, 40%, and 60% epsilon-CL) and studied their biodegradation rates. The resultant oligomers were amorphous and appeared as viscous liquids at room temperature. Liquid-to-solid polymerization was carried out by UV irradiation in the presence of a photoinitiator. The photocuring yield was high (greater than 95%), and the photo-cross-linked polymers were amorphous and rubbery. Mechanical measurements showed that the polymers can be stretchable or rigid; the high molecular weight/low epsilon-CL network has a strain of 176% and a modulus of 1.66 MPa while the low molecular weight/high epsilon-CL network has a strain of 21% and a modulus of 12.3 MPa. In a 10 week in vitro biodegradation study, the polymers exhibited a two-stage degradation behavior. In the first stage, the polymer weight and strain remained almost constant, but a linear decrease in the Young's modulus (E) and ultimate stress (sigma) were observed. Lower oligomer molecular weight or epsilon-CL content correlated with a faster decrease in Young's modulus. In the second stage, which began when the Young's modulus dropped below 1 MPa, there was rapid weight loss and strain increase. The lower the epsilon-CL content, the earlier the second stage happened. Low molecular weight and high epsilon-CL content correlated with a longer modulus half-life (time for the modulus to degrade to 50% of its initial value). The degradation results suggest principles that may be helpful in predicting the biodegradation behavior of similar polymeric cross-linked networks. Films formed from these new polymers have excellent biocompatibility with smooth muscle cells.

journal_name

Biomacromolecules

journal_title

Biomacromolecules

authors

Shen JY,Pan XY,Lim CH,Chan-Park MB,Zhu X,Beuerman RW

doi

10.1021/bm060766c

subject

Has Abstract

pub_date

2007-02-01 00:00:00

pages

376-85

issue

2

eissn

1525-7797

issn

1526-4602

journal_volume

8

pub_type

杂志文章
  • pH-responsive polymeric micelle carriers for siRNA drugs.

    abstract::The ability of small interfering RNA (siRNA) to efficiently silence the expression of specific genes provides the basis for exciting new therapies based on RNA interference (RNAi). The efficient intracellular delivery of siRNA from cell uptake through the endosomal trafficking pathways into the cytoplasm remains a sig...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm100652w

    authors: Convertine AJ,Diab C,Prieve M,Paschal A,Hoffman AS,Johnson PH,Stayton PS

    更新日期:2010-11-08 00:00:00

  • In situ cross-linkable novel alginate-dextran methacrylate IPN hydrogels for biomedical applications: mechanical characterization and drug delivery properties.

    abstract::In situ polymerizable hydrogels are extensively investigated to implement new biomedical and pharmaceutical approaches. In the present paper a novel polysaccharidic matrix based on calcium alginate (Ca(II)-Alg) hydrogel and dextran methacrylate derivative (Dex-MA), showing potential applicability in the field of pharm...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm800252c

    authors: Matricardi P,Pontoriero M,Coviello T,Casadei MA,Alhaique F

    更新日期:2008-07-01 00:00:00

  • Structural stability of wild type and mutated alpha-keratin fragments: molecular dynamics and free energy calculations.

    abstract::The objective of this study is to investigate the influence of point mutations on the structural stability of coiled coil fragments of the human hair intermediate filament by molecular dynamics simulations and free energy calculations. Mutations in the helix termination motif of human hair keratin gene hHb6 seem to be...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm049788u

    authors: Danciulescu C,Nick B,Wortmann FJ

    更新日期:2004-11-01 00:00:00

  • Design of Polyphosphate Inhibitors: A Molecular Dynamics Investigation on Polyethylene Glycol-Linked Cationic Binding Groups.

    abstract::Inorganic polyphosphate (polyP) released by human platelets has recently been shown to activate blood clotting and identified as a potential target for the development of novel antithrombotics. Recent studies have shown that polymers with cationic binding groups (CBGs) inhibit polyP and attenuate thrombosis. However, ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.8b00327

    authors: Mafi A,Abbina S,Kalathottukaren MT,Morrissey JH,Haynes C,Kizhakkedathu JN,Pfaendtner J,Chou KC

    更新日期:2018-04-09 00:00:00

  • Hierarchical Collagen-Hydroxyapatite Nanostructures Designed through Layer-by-Layer Assembly of Crystal-Decorated Fibrils.

    abstract::A comprehensive understanding of the mechanism by which type I collagen (Col) interacts with hydroxyapatite nanoparticles (Hap NPs) in aqueous solutions is a pivotal step for guiding the design of biologically relevant nanocomposites with controlled hierarchical structure. In this paper we use a variety of Hap NPs dif...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b01299

    authors: Colaço E,Brouri D,Aissaoui N,Cornette P,Dupres V,Domingos RF,Lambert JF,Maisonhaute E,Kirat KE,Landoulsi J

    更新日期:2019-12-09 00:00:00

  • Altering peptide fibrillization by polymer conjugation.

    abstract::A strategy is presented that exploits the ability of synthetic polymers of different nature to disturb the strong self-assembly capabilities of amyloid based β-sheet forming peptides. Following a convergent approach, the peptides of interest were synthesized via solid-phase peptide synthesis (SPPS) and the polymers vi...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm3007117

    authors: Dehn S,Castelletto V,Hamley IW,Perrier S

    更新日期:2012-09-10 00:00:00

  • Production of bioactive, post-translationally modified, heterotrimeric, human recombinant type-I collagen in transgenic tobacco.

    abstract::Collagen's biocompatibility, biodegradability and low immunogenicity render it advantageous for extensive application in pharmaceutical or biotechnological disciplines. However, typical collagen extraction from animal or cadaver sources harbors risks including allergenicity and potential sample contamination with path...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm900571b

    authors: Stein H,Wilensky M,Tsafrir Y,Rosenthal M,Amir R,Avraham T,Ofir K,Dgany O,Yayon A,Shoseyov O

    更新日期:2009-09-14 00:00:00

  • Self-Assembled Amphiphilic Starch Based Drug Delivery Platform: Synthesis, Preparation, and Interactions with Biological Barriers.

    abstract::Core-shell structured nanoparticles (NPs) render the simultaneous coloading capacity of both hydrophobic and hydrophilic drugs and may eventually enhance therapeutic efficacy. In this study, we employed a facile squalenoylation technology to synthesize a new amphiphilic starch derivative from partially oxidized starch...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.0c01430

    authors: Phan VHG,Trang Duong HT,Tran PT,Thambi T,Ho DK,Murgia X

    更新日期:2020-12-21 00:00:00

  • Dextran functionalized surfaces via reductive amination: morphology, wetting, and adhesion.

    abstract::Dextran surface grafting density was systematically varied via a two-step process involving SiO(2) amination by aminopropyltriethoxy silane (APTES) followed by oxidized dextran (M(w) = 110 kDa) chemisorption. Dextran oxidation kinetics with sodium metaperiodate (NaIO(4)) were quantified by (1)H NMR and pH measurements...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm050601o

    authors: Miksa D,Irish ER,Chen D,Composto RJ,Eckmann DM

    更新日期:2006-02-01 00:00:00

  • Simultaneous and Traceless Ligation of Peptide Fragments on DNA Scaffold.

    abstract::Peptide ligation is an indispensable step in the chemical synthesis of target peptides and proteins that are difficult to synthesize at once by a solid-phase synthesis. The ligation reaction is generally conducted with two peptide fragments at a high aqueous concentration to increase the reaction rate; however, this o...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.8b01655

    authors: Hayashi G,Yanase M,Nakatsuka Y,Okamoto A

    更新日期:2019-03-11 00:00:00

  • Fluorescent conjugated polyfluorene with pendant lactopyranosyl ligands for studies of Ca(2+)-mediated carbohydrate-carbohydrate interaction.

    abstract::A well-defined fluorescent conjugated polyfluorene with pendant lactopyranosyl ligands was easily prepared through Cu(I)-catalyzed azide/alkyne "click" ligation and Suzuki coupling polymerization. As a fluorescent multivalent model system of glycoconjugates, the polymer was first used for studies of metal ion-mediated...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm901165n

    authors: Chen Q,Cui Y,Zhang TL,Cao J,Han BH

    更新日期:2010-01-11 00:00:00

  • Preparation by grafting onto, characterization, and properties of thermally responsive polymer-decorated cellulose nanocrystals.

    abstract::The grafting of thermosensitive amine-terminated statistical polymers onto the surface of cellulose nanocrystals (CNCs) was achieved by a peptidic coupling reaction, leading to unusual properties like colloidal stability at high ionic strength, surface activity, and thermoreversible aggregation. We have used a large v...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm101106c

    authors: Azzam F,Heux L,Putaux JL,Jean B

    更新日期:2010-12-13 00:00:00

  • Cationic dendron-bearing lipids: investigating structure-activity relationships for small interfering RNA delivery.

    abstract::A new family of cationic dendron-bearing lipids (CDLs) with poly(amidoamine) dendrons of first to third generation (named as A1, A2, and A3, respectively) was synthesized through a synthesis approach that permits facile variation of chemical structures. All CDLs could effectively bind small interfering RNA (siRNA) to ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm4011563

    authors: Zhang Y,Chen J,Xiao C,Li M,Tian H,Chen X

    更新日期:2013-12-09 00:00:00

  • Esterase-Responsive Polypeptide Vesicles as Fast-Response and Sustained-Release Nanocompartments for Fibroblast-Exempt Drug Delivery.

    abstract::Enzyme-responsive polypeptide vesicles have attracted considerable attention for precision theranostics because of their biocompatibility, biodegradability, and unique secondary conformation transition triggered by the catalytic actions of enzymes. These promising potentials of polypeptide vesicles could be limited in...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.0c01251

    authors: Duan W,Ji S,Guan Y,Mu X,Fang S,Lu Y,Zhou X,Sun J,Li Z

    更新日期:2020-12-14 00:00:00

  • Supramolecular hydrogels from cisplatin-loaded block copolymer nanoparticles and α-cyclodextrins with a stepwise delivery property.

    abstract::A stepwise anticancer drug delivery system based on an injectable supramolecular hydrogel was presented. In this system, poly(ethylene glycol)-b-poly(acrylic acid) (PEG-b-PAA) block copolymer nanoparticles containing cisplatin were released by erosion of the hydrogels and then the cisplatin was released from the nanop...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm100889j

    authors: Zhu W,Li Y,Liu L,Chen Y,Wang C,Xi F

    更新日期:2010-11-08 00:00:00

  • Nature of Amorphous Hydrophilic Block Affects Self-Assembly of an Artificial Viral Coat Polypeptide.

    abstract::Consensus motifs for sequences of both crystallizable and amorphous blocks in silks and natural structural analogues of silks vary widely. To design novel silklike polypeptides, an important question is therefore how the nature of either the crystallizable or the amorphous block affects the self-assembly and resulting...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b00512

    authors: Willems L,van Westerveld L,Roberts S,Weitzhandler I,Calcines Cruz C,Hernandez-Garcia A,Chilkoti A,Mastrobattista E,van der Oost J,de Vries R

    更新日期:2019-10-14 00:00:00

  • Polycaprolactone and bovine serum albumin based nanofibers for controlled release of nerve growth factor.

    abstract::Tissue engineering approaches for peripheral nerve regeneration employ biodegradable scaffolds coupled with growth factors for improved performance in regeneration of large nerve injuries. Electrospun nanofibers provide a versatile platform for fabrication of scaffolds with extracellular matrix like architecture and i...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm8012499

    authors: Valmikinathan CM,Defroda S,Yu X

    更新日期:2009-05-11 00:00:00

  • Ionic Polypeptide Polymers with Unusual β-Sheet Stability.

    abstract::Incorporating charged amino acid side chains in polypeptide polymer backbones to improve solubility usually leads to reduced secondary structuring. Here we show that highly water soluble (>15 mg.mL-1) β-sheets can be obtained via nucleotide monophosphate grafting onto simple poly(γ-propargyl- L-glutamate) backbone. Th...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.8b01084

    authors: Nguyen M,Stigliani JL,Bijani C,Verhaeghe P,Pratviel G,Bonduelle C

    更新日期:2018-10-08 00:00:00

  • Heterofunctional supports in enzyme immobilization: from traditional immobilization protocols to opportunities in tuning enzyme properties.

    abstract::A heterofunctional support for enzyme immobilization may be defined as that which possesses several distinct functionalities on its surface able to interact with a protein. We will focus on those supports in which a final covalent attachment between the enzyme and the support is achieved. Heterofunctionality sometimes...

    journal_title:Biomacromolecules

    pub_type: 杂志文章,评审

    doi:10.1021/bm400762h

    authors: Barbosa O,Torres R,Ortiz C,Berenguer-Murcia A,Rodrigues RC,Fernandez-Lafuente R

    更新日期:2013-08-12 00:00:00

  • Biomimetically mineralized salmon collagen scaffolds for application in bone tissue engineering.

    abstract::Biomimetic mineralization of collagen is an advantageous method to obtain resorbable collagen/hydroxy-apatite composites for application in bone regeneration. In this report, established procedures for mineralization of bovine collagen were adapted to a new promising source of collagen from salmon skin challenged by t...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm201776r

    authors: Hoyer B,Bernhardt A,Heinemann S,Stachel I,Meyer M,Gelinsky M

    更新日期:2012-04-09 00:00:00

  • Hydrogels for osteochondral repair based on photocrosslinkable carbamate dendrimers.

    abstract::First generation, photocrosslinkable dendrimers consisting of natural metabolites (i.e., succinic acid, glycerol, and beta-alanine) and nonimmunogenic poly(ethylene glycol) (PEG) were synthesized divergently in high yields using ester and carbamate forming reactions. Aqueous solutions of these dendrimers were photocro...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm800658x

    authors: Degoricija L,Bansal PN,Söntjens SH,Joshi NS,Takahashi M,Snyder B,Grinstaff MW

    更新日期:2008-10-01 00:00:00

  • Control of cell cultivation and cell sheet detachment on the surface of polymer/clay nanocomposite hydrogels.

    abstract::Cell cultivation on the surface of a novel poly(N-isopropylacrylamide) (PNIPA) hydrogel (N-NC gel), consisting of a specific type of organic (PNIPA)/inorganic (clay) network, was studied using three cell types; HepG2 human hepatoma cells, human dermal fibroblasts, and human umbilical vein endothelial cells. For the fi...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm060549b

    authors: Haraguchi K,Takehisa T,Ebato M

    更新日期:2006-11-01 00:00:00

  • Chain registry and load-dependent conformational dynamics of collagen.

    abstract::Degradation of fibrillar collagen is critical for tissue maintenance. Yet, understanding collagen catabolism has been challenging partly due to a lack of atomistic picture for its load-dependent conformational dynamics, as both mechanical load and local unfolding of collagen affect its cleavage by matrix metalloprotei...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm500641f

    authors: Teng X,Hwang W

    更新日期:2014-08-11 00:00:00

  • Enhanced hydrolytic degradation of heterografted polyglycidols: phosphonoethylated monoester and polycaprolactone grafts.

    abstract::Novel biodegradable materials with tunable hydrolytic degradation rate are prepared by grafting of phosphonoethylated polyglycidols with polyesters. First, the hydrolytically degradable polyester grafts are attached to polyglycidols partially grafted with phosphonoethylated diethyl esters through chemical-catalyzed gr...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm401428b

    authors: Köhler J,Marquardt F,Teske M,Keul H,Sternberg K,Möller M

    更新日期:2013-11-11 00:00:00

  • Glucose-responsive vehicles containing phenylborate ester for controlled insulin release at neutral pH.

    abstract::This study is devoted to developing amphiphilic block polymers based on phenylborate ester, which can self-assemble to form nanoparticles, as a glucose-sensitive drug carrier. Poly(ethylene glycol)-block-poly[(2-phenylboronic esters-1,3-dioxane-5-ethyl) methylacrylate] (MPEG5000-block-PBDEMA) was fabricated with MPEG5...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm3003286

    authors: Yao Y,Zhao L,Yang J,Yang J

    更新日期:2012-06-11 00:00:00

  • Block Copolymer/Plasmid DNA Micelles Postmodified with Functional Peptides via Thiol-Maleimide Conjugation for Efficient Gene Delivery into Plants.

    abstract::Introducing exogenous genes into plant cells is essential for a wide range of applications in agriculture and plant biotechnology fields. Cationic peptide carriers with cell-penetrating and DNA-binding domains successfully deliver exogenous genes into plants. However, their cell-penetrating activity may be attenuated ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.8b01304

    authors: Miyamoto T,Tsuchiya K,Numata K

    更新日期:2019-02-11 00:00:00

  • Preparation of Dental Resins Resistant to Enzymatic and Hydrolytic Degradation in Oral Environments.

    abstract::The short average service life of traditional dental composite restorative materials and increasing occurrence of secondary caries adjacent to composite restorations and sealants are necessitating the development of new, longer lasting compositions. Novel monomers and their polymers, reinforcing fillers, and adhesive ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.5b01069

    authors: Gonzalez-Bonet A,Kaufman G,Yang Y,Wong C,Jackson A,Huyang G,Bowen R,Sun J

    更新日期:2015-10-12 00:00:00

  • Radiotherapy-Sensitized Tumor Photothermal Ablation Using γ-Polyglutamic Acid Nanogels Loaded with Polypyrrole.

    abstract::Development of versatile nanoscale platforms for cancer diagnosis and therapy is of great importance for applications in translational medicine. In this work, we present the use of γ-polyglutamic acid (γ-PGA) nanogels (NGs) to load polypyrrole (PPy) for thermal/photoacoustic (PA) imaging and radiotherapy (RT)-sensitiz...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.8b00184

    authors: Zhou Y,Hu Y,Sun W,Lu S,Cai C,Peng C,Yu J,Popovtzer R,Shen M,Shi X

    更新日期:2018-06-11 00:00:00

  • Modeling enzymatic kinetic pathways for ring-opening lactone polymerization.

    abstract::A unified kinetic pathway for the enzyme-catalyzed polymerization and degradation of poly(ε-caprolactone) was developed. This model tracks the complete distribution of individual chain lengths, both enzyme-bound and in solution, and successfully predicts monomer conversion and the molecular mass distribution as a func...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm2009312

    authors: Johnson PM,Kundu S,Beers KL

    更新日期:2011-09-12 00:00:00

  • Nanoscale Patterning of Surfaces via DNA Directed Spider Silk Assembly.

    abstract::Oligonucleotide-spider silk conjugates can be placed on silicon wafers by complementary DNA strands, which are coupled chemically to the surface. Such specific immobilization of spider silk proteins allows the nucleation and guided growth of β-sheet-rich nanofibrils in the presence of phosphate ions on the surface. Ad...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.8b01333

    authors: Molina A,Scheibel T,Humenik M

    更新日期:2019-01-14 00:00:00