Novel biodegradable aliphatic poly(butylene succinate-co-cyclic carbonate)s bearing functionalizable carbonate building blocks: II. Enzymatic biodegradation and in vitro biocompatibility assay.

Abstract:

:In a previous study, we have reported chemical synthesis of novel aliphatic poly(butylene succinate-co-cyclic carbonate) P(BS-co-CC)s bearing various functionalizable carbonate building blocks, and this work will continue to present our new studies on their enzymatic degradation and in vitro cell biocompatibility assay. First, enzymatic degradation of the novel P(BS-co-CC) film samples was investigated with two enzymes of lipase B Candida Antartic (Novozyme 435) and lipase Porcine Pancreas PPL, and it was revealed that copolymerizing linear poly(butylene succinate) PBS with a functionalizable carbonate building block could remarkably accelerate the enzymatic degradation of a synthesized product P(BS-co-CC), and its biodegradation behavior was found to strongly depend on the overall impacts of several important factors as the cyclic carbonate (CC) comonomer structure and molar content, molar mass, thermal characteristics, morphology, the enzyme-substrate specificity, and so forth. Further, the biodegraded residual film samples and water-soluble enzymatic degradation products were allowed to be analyzed by means of proton nuclear magnetic resonance (1H NMR), gel permeation chromatograph (GPC), differential scanning calorimeter (DSC), attenuated total reflection FTIR (ATR-FTIR), scanning electron microscope (SEM), and liquid chromatograph-mass spectrometry (LC-MS). On the experimental evidences, an exo-type mechanism of enzymatic chain hydrolysis preferentially occurring in the noncrystalline domains was suggested for the synthesized new P(BS-co-CC) film samples. With regard to their cell biocompatibilities, an assay with NIH 3T3 mouse fibroblast cell was conducted using the novel synthesized P(BS-co-CC) films as substrates with respect to the cell adhesion and proliferation, and these new biodegradable P(BS-co-CC) samples were found to exhibit as low cell toxicity as the PLLA control, particularly the two samples of poly(butylene succinate-co-18.7 mol % dimethyl trimethylene carbonate) P(BS-co-18.7 mol % DMTMC) and poly(butylene succinate-co-21.9 mol % 5-benzyloxy trimethylene carbonate) P(BS-co-21.9 mol % BTMC) were interestingly found to show much better cell biocompatibilities than the PLLA reference.

journal_name

Biomacromolecules

journal_title

Biomacromolecules

authors

Yang J,Tian W,Li Q,Li Y,Cao A

doi

10.1021/bm049705+

keywords:

subject

Has Abstract

pub_date

2004-11-01 00:00:00

pages

2258-68

issue

6

eissn

1525-7797

issn

1526-4602

journal_volume

5

pub_type

杂志文章
  • Calixarene-assisted protein refolding via liquid-liquid extraction.

    abstract::In this paper we report on protein refolding by means of a liquid-liquid transfer technique using a calixarene. We have found that a calix[6]areneacetic acid derivative forms a supramolecular complex with urea-denatured cytochrome c at the oil-water interface, which enables quantitative transfer of the protein from an...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm070418q

    authors: Shimojo K,Oshima T,Naganawa H,Goto M

    更新日期:2007-10-01 00:00:00

  • PM-IRRAS investigation of the interaction of serum albumin and fibrinogen with a biomedical-grade stainless steel 316LVM surface.

    abstract::Polarization modulation infrared reflection absorption spectroscopy (PM-IRRAS) was applied to investigate the interaction of bovine serum albumin (BSA) and fibrinogen with a biomedical-grade 316LVM stainless steel surface, in terms of the adsorption thermodynamics and adsorption-induced secondary structure changes of ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm070289d

    authors: Desroches MJ,Chaudhary N,Omanovic S

    更新日期:2007-09-01 00:00:00

  • Unraveling the Rapid Assembly Process of Stiff Cellulosic Fibers from Mistletoe Berries.

    abstract::The mucilaginous viscin tissue within mistletoe berries possesses an extraordinary ability to be rapidly processed under ambient conditions into stiff cellulosic fibers (>14 GPa) through simple mechanical drawing. This rapid and extreme transformation process is hydration-dependent and involves an astonishing >200-fol...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b00648

    authors: Horbelt N,Eder M,Bertinetti L,Fratzl P,Harrington MJ

    更新日期:2019-08-12 00:00:00

  • Customizing the hydrolytic degradation rate of stereocomplex PLA through different PDLA architectures.

    abstract::Stereocomplexation of poly(L-lactide) (PLLA) with star shaped D-lactic acid (D-LA) oligomers with different architectures and end-groups clearly altered the degradation rate and affected the degradation product patterns. Altogether, nine materials were studied: standard PLLA and eight blends of PLLA with either 30 or ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm300196h

    authors: Andersson SR,Hakkarainen M,Inkinen S,Södergård A,Albertsson AC

    更新日期:2012-04-09 00:00:00

  • Electrodissolution of inorganic ions/DNA multilayer film for tunable DNA release.

    abstract::A layer-by-layer film composed of DNA and inorganic zirconium ion (Zr(4+)) was fabricated on the surface of gold thin film, and an electric field triggered disintegration of the multilayer film was studied by using electrochemical surface plasmon resonance (EC-SPR). EC-SPR results demonstrated that the film was disass...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm800766t

    authors: Wang F,Li D,Li G,Liu X,Dong S

    更新日期:2008-10-01 00:00:00

  • Biotransformations catalyzed by multimeric enzymes: stabilization of tetrameric ampicillin acylase permits the optimization of ampicillin synthesis under dissociation conditions.

    abstract::The importance of the stabilization of the quaternary structure of multimeric enzymes has been illustrated using a model reaction with great industrial relevance: the enzymatic synthesis of ampicillin from 6-amino penicillanic acid (6APA) and phenylglycine methyl ester (PGM) catalyzed by the tetrameric enzyme alpha-am...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm000072i

    authors: Fernández-Lafuente R,Hernández-Jústiz O,Mateo C,Terreni M,Fernández-Lorente G,Moreno MA,Alonso J,García-López JL,Guisan JM

    更新日期:2001-04-01 00:00:00

  • Homogeneous esterification of xylan-rich hemicelluloses with maleic anhydride in ionic liquid.

    abstract::Generation of bioenergy, new functional polymers, or chemicals and biomaterials from hemicelluloses are important uses for biomass. In this paper, a novel functional biopolymer with carbon-carbon double bond and carboxyl groups was prepared by a homogeneous esterification of xylan-rich hemicelluloses (XH) with maleic ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm1010118

    authors: Peng XW,Ren JL,Sun RC

    更新日期:2010-12-13 00:00:00

  • Improving the properties of chitosan as support for the covalent multipoint immobilization of chymotrypsin.

    abstract::Changing gel structure and immobilization conditions led to a significant improvement in the covalent multipoint attachment of chymotrypsin on chitosan. The use of sodium alginate, gelatin, or kappa-carrageenan, activation with glutaraldehyde, glycidol, or epichlorohydrin, and addition of microorganisms followed by ce...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm8002754

    authors: Adriano WS,Mendonça DB,Rodrigues DS,Mammarella EJ,Giordano RL

    更新日期:2008-08-01 00:00:00

  • Design and synthesis of nonionic copolypeptide hydrogels with reversible thermoresponsive and tunable physical properties.

    abstract::Polypeptide-based formulations that undergo liquid to hydrogel transitions upon change in temperature have become desirable targets since they can be mixed with cells or injected into tissues as liquids, and subsequently transform into rigid scaffolds or depots. Such materials have been challenging to prepare using sy...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.5b00124

    authors: Zhang S,Alvarez DJ,Sofroniew MV,Deming TJ

    更新日期:2015-04-13 00:00:00

  • Antibiofilm Synergy of β-Lactams and Branched Polyethylenimine against Methicillin-Resistant Staphylococcus epidermidis.

    abstract::Microbial biofilms are ubiquitous in nature, and they pose a serious threat to public health. Staphylococcus epidermidis is the most common clinical isolate from healthcare- and medical device-related biofilm infections. No antibiotic currently on the market can eradicate pathogenic biofilms, which contain complex def...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b00849

    authors: Lam AK,Wouters CL,Moen EL,Pusavat J,Rice CV

    更新日期:2019-10-14 00:00:00

  • Material stiffness effects on neurite alignment to photopolymerized micropatterns.

    abstract::The ability to direct neurite growth into a close proximity of stimulating elements of a neural prosthesis, such as a retinal or cochlear implant (CI), may enhance device performance and overcome current spatial signal resolution barriers. In this work, spiral ganglion neurons (SGNs), which are the target neurons to b...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm501019s

    authors: Tuft BW,Zhang L,Xu L,Hangartner A,Leigh B,Hansen MR,Guymon CA

    更新日期:2014-10-13 00:00:00

  • Modular Polymer Antigens To Optimize Immunity.

    abstract::Subunit vaccines can have excellent safety profiles, but their ability to give rise to robust immune responses is often compromised. For glycan-based vaccines, insufficient understanding of B and T cell epitope combinations that yield optimal immune activation hinders optimization. To determine which antigen features ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b01049

    authors: Bennett NR,Jarvis CM,Alam MM,Zwick DB,Olson JM,Nguyen HV,Johnson JA,Cook ME,Kiessling LL

    更新日期:2019-12-09 00:00:00

  • Biodegradable thermoplastic composites based on polyvinyl alcohol and algae.

    abstract::Algae constitute a largely available, low value material from renewable resources of marine origin to be used for the production of eco-compatible composites. Fibers of the green alga Ulva armoricana from the French coast were positively evaluated for the production of composites with a hydrophilic, eco-compatible pol...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm701041e

    authors: Chiellini E,Cinelli P,Ilieva VI,Martera M

    更新日期:2008-03-01 00:00:00

  • Mechanism and kinetics of phase separation in a gelatin/maltodextrin mixture studied by small-angle light scattering.

    abstract::Phase separation mechanisms and kinetics were studied using small-angle light scattering in a gelatin/maltodextrin system where phase separation could be studied in both liquid and gelled states. Nucleation and growth or spinodal decomposition occurred, depending on the quench depth. The transition between the two mec...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm025501m

    authors: Butler MF

    更新日期:2002-07-01 00:00:00

  • Synthesis of poly[(R)-3-hydroxybutyric acid) in the cytoplasm of Pichia pastoris under oxygen limitation.

    abstract::We have constructed a tandem gene expression cassette containing three Ralstonia eutropha poly[(R)-3-hydroxybutyrate] (PHB) synthesis genes under the control of the Pichia pastoris glyceraldehyde-3-phosphate promoter and the green fluorescent protein (Gfp) under the control of the P. pastoris alcohol oxidase promoter....

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm0494141

    authors: Vijayasankaran N,Carlson R,Srienc F

    更新日期:2005-03-01 00:00:00

  • CO-Releasing Polymers Exert Antimicrobial Activity.

    abstract::Infectious diseases remain one of the leading causes of death worldwide despite the tremendous effort devoted to the design and development of antimicrobial agents. However, the decrease in the effectiveness of some antibiotics is often associated with the development of drug resistance by pathogen. This leads to an u...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.5b00716

    authors: Nguyen D,Nguyen TK,Rice SA,Boyer C

    更新日期:2015-09-14 00:00:00

  • Enzymatic Synthesis of 2-(β-Galactosyl)-ethyl Methacrylate by β-Galactosidase from Pyrococcus woesei and Application for Glycopolymer Synthesis and Lectin Studies.

    abstract::Glycosidases have long been used for the synthesis of glycosides by transglycosylation reactions. Especially glycosidases from hyperthermophilic bacteria are useful for reactions under extreme reaction conditions, e.g., in the presence of organic solvents. We herein report the facile enzymatic synthesis and purificati...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b01647

    authors: Hoffmann M,Gau E,Braun S,Pich A,Elling L

    更新日期:2020-02-10 00:00:00

  • Facilitated synthesis of inulin esters by transesterification.

    abstract::Inulin, the polydisperse polyfructose, extracted from chicory, has been modified via transesterification, using fatty acid methyl esters (FAME). The grafting of an alkyl chain onto the inulin backbone under different conditions for the development of potential tensio-active derivatives is described. The modification o...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm049869q

    authors: Rogge TM,Stevens CV

    更新日期:2004-09-01 00:00:00

  • Self-assembly of ovalbumin into amyloid and non-amyloid fibrils.

    abstract::We study the fibrillation pathway of ovalbumin protein and report the simultaneous formation of several types of fibrils, with clear structural and physical differences. We compare the fibrillation mechanisms at low pH with and without salt, and follow the kinetics of fibrils growth by atomic force microscopy (AFM), s...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm301481v

    authors: Lara C,Gourdin-Bertin S,Adamcik J,Bolisetty S,Mezzenga R

    更新日期:2012-12-10 00:00:00

  • Ultrafast SET-LRP with Peptoid Cytostatic Drugs as Monofunctional and Bifunctional Initiators.

    abstract::To continue expanding the use of Single Electron Transfer-Living Radical Polymerization (SET-LRP) in applications at the interface between macromolecular science, biomacromolecules, biology and medicine, it is essential to develop novel initiators that do not compromise the structural stability of synthesized polymers...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.7b00722

    authors: Lligadas G,Enayati M,Grama S,Smail R,Sherman SE,Percec V

    更新日期:2017-08-14 00:00:00

  • Dual Peptide-Based Gene Delivery System for the Efficient Transfection of Plant Callus Cells.

    abstract::Owing to their diverse functions and tunable physicochemical properties, peptides are promising alternatives to the conventional gene delivery tools that are available for plant systems. However, peptide-mediated gene delivery is limited by low transfection efficiency in plants because of the insufficient cytosolic tr...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.0c00481

    authors: Miyamoto T,Tsuchiya K,Numata K

    更新日期:2020-07-13 00:00:00

  • Pore sizes in hydrated dextran microspheres.

    abstract::The average pore size of hydrated dextran microspheres is derived from rheological and protein release data. The microspheres were prepared by cross-linking an aqueous solution of methacrylated dextran emulsified in a continuous poly(ethylene glycol) phase. The rheological data were obtained using a novel micromanipul...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm005574a

    authors: Stenekes RJ,De Smedt SC,Demeester J,Sun G,Zhang Z,Hennink WE

    更新日期:2000-01-01 00:00:00

  • Properties of synthetic spider silk fibers based on Argiope aurantia MaSp2.

    abstract::Spiders have evolved a complex system of silk producing glands. Each of the glands produces silk with strength and elasticity tailored to its biological purpose. Sequence analysis of the major ampullate silk reveals four highly conserved concatenated blocks of amino acids: (GA) n , A n , GPGXX, and GGX. While the GPGX...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm701124p

    authors: Brooks AE,Stricker SM,Joshi SB,Kamerzell TJ,Middaugh CR,Lewis RV

    更新日期:2008-06-01 00:00:00

  • Peptide Anchor for Folate-Targeted Liposomal Delivery.

    abstract::Specific folate receptors are abundantly overexpressed in chronically activated macrophages and in most cancer cells. Directed folate receptor targeting using liposomes is usually achieved using folate linked to a phospholipid or cholesterol anchor. This link is formed using a large spacer like polyethylene glycol. He...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.5b00823

    authors: Nogueira E,Mangialavori IC,Loureiro A,Azoia NG,Sárria MP,Nogueira P,Freitas J,Härmark J,Shimanovich U,Rollett A,Lacroix G,Bernardes GJ,Guebitz G,Hebert H,Moreira A,Carmo AM,Rossi JP,Gomes AC,Preto A,Cavaco-Paulo A

    更新日期:2015-09-14 00:00:00

  • Enhancing biocompatibility of D-oligopeptide hydrogels by negative charges.

    abstract::Oligopeptide hydrogels are emerging as useful matrices for cell culture with commercial products on the market, but L-oligopeptides are labile to proteases. An obvious solution is to create D-oligopeptide hydrogels, which lack enzymatic recognition. However, D-oligopeptide matrices do not support cell growth as well a...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm301598g

    authors: Hyland LL,Twomey JD,Vogel S,Hsieh AH,Yu YB

    更新日期:2013-02-11 00:00:00

  • Electrospinning Bombyx mori silk with poly(ethylene oxide).

    abstract::Electrospinning for the formation of nanoscale diameter fibers has been explored for high-performance filters and biomaterial scaffolds for vascular grafts or wound dressings. Fibers with nanoscale diameters provide benefits due to high surface area. In the present study we explore electrospinning for protein-based bi...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm025581u

    authors: Jin HJ,Fridrikh SV,Rutledge GC,Kaplan DL

    更新日期:2002-11-01 00:00:00

  • Immobilization of rennet from Mucor miehei via its sugar chain. Its use in milk coagulation.

    abstract::A successful strategy for the immobilization of rennet from Mucor miehei has been developed. The strategy is based on the immobilization of the enzyme, via their sugar chains at high ionic strength on aminated supports having primary amino groups with a very low pK value. The rennet was covalently immobilized via suga...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm049735c

    authors: Pessela BC,Torres R,Fuentes M,Mateo C,Fernandez-Lafuente R,Guisán JM

    更新日期:2004-09-01 00:00:00

  • Pretreatment of amphiphilic comb polymer surfaces dramatically affects protein adsorption.

    abstract::New applications in regenerative biotechnology require the ability to understand and control protein-surface interactions on micrometer and submicrometer length scales. Evidence presented here shows that micropatterned amphiphilic comb polymer films exhibit a pretreatment-dependent behavior with respect to protein ads...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm050446d

    authors: Zhang Z,Ma H,Hausner DB,Chilkoti A,Beebe TP Jr

    更新日期:2005-11-01 00:00:00

  • Macroscopic DNA helices.

    abstract::Presently there is great interest in the construction of nanostructures from DNA fragments. Here we report the preparation of much larger helical textures with different shapes from pure DNA fragments. We have observed them while preparing crystals of the dodecamer d(AAAAAATTTTTT), which only contains adenine and thym...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm700994v

    authors: Subirana JA,Creixell M,Baldini R,Campos JL

    更新日期:2008-01-01 00:00:00

  • Long-circulating near-infrared fluorescence core-cross-linked polymeric micelles: synthesis, characterization, and dual nuclear/optical imaging.

    abstract::We report the synthesis of PEG-coated, core-cross-linked polymeric micelles (CCPMs) derived from an amine-terminated amphiphilic block copolymer, poly(PEG-methacrylate)-b-poly(triethoxysilyl propylmethacrylate). The block copolymer self-assembled to form micellar nanoparticles, and a Cy-7-like near-infrared fluorescen...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm7005399

    authors: Yang Z,Zheng S,Harrison WJ,Harder J,Wen X,Gelovani JG,Qiao A,Li C

    更新日期:2007-11-01 00:00:00