Enzymatic synthesis of inulin-containing hydrogels.

Abstract:

:The Bacillus subtilis protease Proleather FG-F catalyzed the transesterification of inulin with vinyl acrylate (VA) in dimethylformamide (DMF). The reaction conversion for different VA concentrations was greater than 57% after 96 h at 50 degrees C. The degree of substitution (DS, defined as the amount of acrylate groups per 100 inulin fructofuranoside residues) with acrylate moieties can be controlled by varying the molar ratio of VA to inulin. Reasonable yields were obtained (44-51%, 2 days) using a two-step purification methodology. Inulin derivatized with VA (Inul-VA) was characterized by gel permeation chromatography, and its structure was established by (1)H, (13)C, and (1)H-(1)H correlation spectroscopy and (1)H-(13)C heteronuclear multiple quantum coherence NMR. The main positional isomer was at the 6 position of the fructofuranoside residue and two other minor isomers were observed at the 3 and 4 positions. Thus, the enzymatic reaction was largely regioselective. Furthermore, the inulin fructose residues were monosubstituted. Gels with swelling ratios at equilibrium of up to ca. 20 were prepared by free radical polymerization of aqueous solutions of Inul-VA with different DS and monomer concentrations. Gel pore sizes were calculated from swelling experiments and range from 19 to 57 A. To our knowledge, this work reports the first successful enzymatic modification of a polysaccharide solubilized in 100% DMF solution.

journal_name

Biomacromolecules

journal_title

Biomacromolecules

authors

Ferreira L,Carvalho R,Gil MH,Dordick JS

doi

10.1021/bm010150h

keywords:

subject

Has Abstract

pub_date

2002-03-01 00:00:00

pages

333-41

issue

2

eissn

1525-7797

issn

1526-4602

pii

bm010150h

journal_volume

3

pub_type

杂志文章
  • 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

  • Ruthenium(II) tris(bipyridine)-centered poly(ethylenimine) for gene delivery.

    abstract::Ruthenium(II) tris(bipyridine)-centered poly(ethylenimine) (Ru PEI) was synthesized via acid hydrolysis of Ru tris(bipyridine)-centered poly(2-ethyl-2-oxazoline) (Ru PEOX), and the luminescence, DNA entrapment, and transfection efficiencies were evaluated. Emission maxima for Ru PEI samples are red-shifted compared to...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm700481h

    authors: Fiore GL,Edwards JM,Payne SJ,Klinkenberg JL,Gioeli DG,Demas JN,Fraser CL

    更新日期:2007-09-01 00:00:00

  • Investigation of layer-by-layer assembly of polyelectrolytes on fully functional human red blood cells in suspension for attenuated immune response.

    abstract::The encapsulation of live cells with polymeric coat-ings is a versatile approach to modulate or control the response cells to their environment. The layer-by-layer (LbL) self-assembly of nonimmunogenic polyelectrolytes is employed here to attenuate or suppress the binding of antibodies to live red blood cells (RBCs) a...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm101200c

    authors: Mansouri S,Merhi Y,Winnik FM,Tabrizian M

    更新日期:2011-03-14 00:00:00

  • Binding between proteins and cationic spherical polyelectrolyte brushes: effect of pH, ionic strength, and stoichiometry.

    abstract::Cationic spherical polyelectrolyte brushes (SPBs) were synthesized by photoemulsion polymerization, consisting of a polystyrene core with a diameter around 80 nm and a poly(2-aminoethylmethacrylate hydrochloride) (PAEMH) shell with a thickness from 10 to 50 nm densely grafted on the core surface. The binding of variou...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm301865g

    authors: Wang S,Chen K,Li L,Guo X

    更新日期:2013-03-11 00:00:00

  • Temperature-sensitive poly(vinyl alcohol)/poly(methacrylate-co-N-isopropyl acrylamide) microgels for doxorubicin delivery.

    abstract::Microgels based on poly(vinyl alcohol), PVA, grafted with methacrylate side chains, MA, incorporating N-isopropylacrylamide, NiPAAm, monomer, were prepared by water-in-water emulsion polymerization method. These systems exhibit a spherical shape and a volume-phase transition, that is, shrinking, below physiological te...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm900185u

    authors: Ghugare SV,Mozetic P,Paradossi G

    更新日期:2009-06-08 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

  • Photocurable Hyperbranched Polymer Medical Glue for Water-Resistant Bonding.

    abstract::Medical glue represents a suitable tool to stop wound bleeding, seal wounds, bond tissues, or implant materials. However, the development of a medical glue for durable underwater bonding remains a challenge. Herein, we developed a hydrophobic hyperbranched polymer-based medical glue with water-resistant bonding abilit...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.0c01302

    authors: Zhang Y,Li X,Zhu Q,Wei W,Liu X

    更新日期:2020-12-14 00:00:00

  • An Injectable Hydrogel Prepared Using a PEG/Vitamin E Copolymer Facilitating Aqueous-Driven Gelation.

    abstract::Hydrogels have been widely explored for biomedical applications, with injectable hydrogels being of particular interest for their ability to precisely deliver drugs and cells to targets. Although these hydrogels have demonstrated satisfactory properties in many cases, challenges still remain for commercialization. In ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.6b01148

    authors: Zhang J,Muirhead B,Dodd M,Liu L,Xu F,Mangiacotte N,Hoare T,Sheardown H

    更新日期:2016-11-14 00:00:00

  • Rheological properties of cellulose/ionic liquid solutions: from dilute to concentrated states.

    abstract::Steady state shear flow of different types of cellulose (microcrystalline, spruce sulfite and bacterial) dissolved in 1-ethyl-3-methylimidazolium acetate was studied in a large range of concentrations (0-15%) and temperatures (0-100 degrees C). Newtonian flow was recorded for all experimental conditions; these viscosi...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm801430x

    authors: Gericke M,Schlufter K,Liebert T,Heinze T,Budtova T

    更新日期:2009-05-11 00:00:00

  • Poly(ε-caprolactone) nanofibers with a self-induced nanohybrid shish-kebab structure mimicking collagen fibrils.

    abstract::A three-dimensional structure consisting of poly(ε-caprolactone) (PCL) nanofibers covered by periodically spaced PCL crystal lamellae, a self-induced nanohybrid shish-kebab (SINSK) structure, was created using electrospinning followed by a self-induced crystallization. The resulting structure that resembles the nanoto...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm400928b

    authors: Wang X,Salick MR,Wang X,Cordie T,Han W,Peng Y,Li Q,Turng LS

    更新日期:2013-10-14 00:00:00

  • Structural analysis of enzyme-resistant isomaltooligosaccharides reveals the elongation of α-(1→3)-linked branches in Weissella confusa dextran.

    abstract::Weissella confusa VTT E-90392 is an efficient producer of a dextran that is mainly composed of α-(1→6)-linked D-glucosyl units and very few α-(1→3) branch linkages. A mixture of the Chaetomium erraticum endodextranase and the Aspergillus niger α-glucosidase was used to hydrolyze W. confusa dextran to glucose and a set...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm1011536

    authors: Maina NH,Virkki L,Pynnönen H,Maaheimo H,Tenkanen M

    更新日期:2011-02-14 00:00:00

  • Development of a sialic acid-containing hydrogel of poly[N-(2-hydroxypropyl) methacrylamide]: characterization and implantation study.

    abstract::This study describes the preparation and the characterization of poly[ N-(2-hydroxypropyl methacrylamide)] hydrogel with bulk-modified saccharidic portion of ganglioside GM 3 (Neu5Ac-alpha2,3-Gal-beta1,4-Glc). The 3'-sialyllactose is a bioactive epitope recognized by many cell surface receptors on viruses, bacteria, a...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm800234r

    authors: Woerly S,Fort S,Pignot-Paintrand I,Cottet C,Carcenac C,Savasta M

    更新日期:2008-09-01 00:00:00

  • pH-sensitive genipin-cross-linked chitosan microspheres for heparin removal.

    abstract::Chitosan hydrogel microspheres were obtained by cross-linking chitosan in its inverse emulsion using genipin as cross-linker. The genipin-cross-linked chitosan microspheres (ChGp) swell significantly in water at pH values below 6.5 and shrink to a smaller extent at pH values above 6.5. ChGp microspheres bind heparin i...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm800724q

    authors: Kamiński K,Zazakowny K,Szczubiałka K,Nowakowska M

    更新日期:2008-11-01 00:00:00

  • Anticancer efficacies of cisplatin-releasing pH-responsive nanoparticles.

    abstract::The objective of these investigations was to test the hypothesis that a rapid cytoplasmic release profile from nanoparticles would potentiate the anticancer activity of cisplatin. Cisplatin-loaded nanoparticles with pH-responsive poly[2-(N,N-diethylamino)ethyl methacrylate] (PDEA) cores were synthesized from PDEA-bloc...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm050902y

    authors: Xu P,Van Kirk EA,Murdoch WJ,Zhan Y,Isaak DD,Radosz M,Shen Y

    更新日期:2006-03-01 00:00:00

  • Double-Network Hydrogels Including Enzymatically Crosslinked Poly-(2-alkyl-2-oxazoline)s for 3D Bioprinting of Cartilage-Engineering Constructs.

    abstract::Double-network (DN) hydrogels are fabricated from poly(2-ethyl-2-oxazoline) (PEOXA)-peptide conjugates, which can be enzymatically crosslinked in the presence of Sortase A (SA), and physical networks of alginate (Alg), yielding matrices with improved mechanical properties with respect to the corresponding PEOXA and Al...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b01266

    authors: Trachsel L,Johnbosco C,Lang T,Benetti EM,Zenobi-Wong M

    更新日期:2019-12-09 00:00:00

  • Hyaluronic acid based materials for scaffolding via two-photon polymerization.

    abstract::Hydrogels are able to mimic the basic three-dimensional (3D) biological, chemical, and mechanical properties of native tissues. Since hyaluronic acid (HA) is a chief component of human extracellular matrix (ECM), it represents an extremely attractive starting material for the fabrication of scaffolds for tissue engine...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm401712q

    authors: Kufelt O,El-Tamer A,Sehring C,Schlie-Wolter S,Chichkov BN

    更新日期:2014-02-10 00:00:00

  • 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 assa...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm049705+

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

    更新日期:2004-11-01 00:00:00

  • PEG-modified carbon nanotubes in biomedicine: current status and challenges ahead.

    abstract::Since their discovery at the end of the previous millennium, carbon nanotubes (CNTs) have been the object of thousands of papers describing their applications in fields ranging from physics to electronics, photonics, chemistry, biology, and medicine. The development of chemical approaches to modify their graphitic sid...

    journal_title:Biomacromolecules

    pub_type: 杂志文章,评审

    doi:10.1021/bm201020h

    authors: Bottini M,Rosato N,Bottini N

    更新日期:2011-10-10 00:00:00

  • Synthetic 3D PEG-Anisogel Tailored with Fibronectin Fragments Induce Aligned Nerve Extension.

    abstract::An enzymatically cross-linked polyethylene glycol (PEG)-based hydrogel was engineered to promote and align nerve cells in a three-dimensional manner. To render the injectable, otherwise bioinert, PEG-based material supportive for cell growth, its mechanical and biochemical properties were optimized. A recombinant fibr...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b00891

    authors: Licht C,Rose JC,Anarkoli AO,Blondel D,Roccio M,Haraszti T,Gehlen DB,Hubbell JA,Lutolf MP,De Laporte L

    更新日期:2019-11-11 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

  • Preparation and characterization of nanoparticles shelled with chitosan for oral insulin delivery.

    abstract::Nanoparticles (NPs) composed of chitosan (CS) and poly(gamma-glutamic acid) (gamma-PGA) were prepared by a simple ionic-gelation method for oral insulin delivery. Fourier transform infrared (FT-IR) spectra indicated that CS and gamma-PGA were ionized at pH 2.5-6.6, while X-ray diffractograms demonstrated that the crys...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm0607776

    authors: Lin YH,Mi FL,Chen CT,Chang WC,Peng SF,Liang HF,Sung HW

    更新日期:2007-01-01 00:00:00

  • Endotoxin removing method based on lipopolysaccharide binding protein and polyhydroxyalkanoate binding protein PhaP.

    abstract::Polyhydroxyalkanoates (PHAs) granule associated protein PhaP has a strong affinity to PHA and other hydrophobic polymers. Human lipopolysaccharide binding protein (hLBP) is a natural endotoxin receptor in plasma. In this study, genes encoding hLBP fused with PhaP were expressed in Pichia pastoris GS115 for production ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm101230n

    authors: Li J,Shang G,You M,Peng S,Wang Z,Wu H,Chen GQ

    更新日期:2011-03-14 00:00:00

  • 3D Printed Pericardium Hydrogels To Promote Wound Healing in Vascular Applications.

    abstract::Vascular grafts that can support total replacement and maintenance by the body of the injured vessel would improve outcomes of major surgical reconstructions. Building scaffolds using components of the native vessel can encourage biological recognition by native cells as well as mimic mechanical characteristics of the...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.7b01165

    authors: Bracaglia LG,Messina M,Winston S,Kuo CY,Lerman M,Fisher JP

    更新日期:2017-11-13 00:00:00

  • Rational design of targeted cancer therapeutics through the multiconjugation of folate and cleavable siRNA to RAFT-synthesized (HPMA-s-APMA) copolymers.

    abstract::A well-defined N-(2-hydroxypropyl)methacrylamide-s-N-(3-aminopropyl)methacrylamide (HPMA-s-APMA) copolymer, synthesized via reversible addition-fragmentation chain transfer (RAFT) polymerization, was utilized for the rational design of multiconjugates containing both a gene therapeutic, small interfering RNA (siRNA), ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm901249n

    authors: York AW,Huang F,McCormick CL

    更新日期:2010-02-08 00:00:00

  • Affibody-attached hyperbranched conjugated polyelectrolyte for targeted fluorescence imaging of HER2-positive cancer cell.

    abstract::A hyperbranched conjugated polyelectrolyte (HCPE) with a core-shell structure is designed and synthesized via alkyne polycyclotrimerization and click chemistry. The HCPE has an emission maximum at 565 nm with a quantum yield of 12% and a large Stokes shift of 143 nm in water. By virtue of its poly(ethylene glycol) she...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm200563a

    authors: Pu KY,Shi J,Cai L,Li K,Liu B

    更新日期:2011-08-08 00:00:00

  • Oxidized alginate-cross-linked alginate/gelatin hydrogel fibers for fabricating tubular constructs with layered smooth muscle cells and endothelial cells in collagen gels.

    abstract::Hydrogel fibers that possessed a cell-adhesive surface and were degradable via enzymatic reactions were developed for fabricating tubular constructs with smooth muscle cell (SMC) and endothelial cell (EC) layers, similar to native blood vessels, in collagen gels. The fibers were prepared by soaking hydrogel fibers pre...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm800286v

    authors: Sakai S,Yamaguchi S,Takei T,Kawakami K

    更新日期:2008-07-01 00:00:00

  • Synthesis and characterization of bionanocomposites with tunable properties from poly(lactic acid) and acetylated microfibrillated cellulose.

    abstract::In the present study, novel bionanocomposite materials with tunable properties were successfully prepared using a poly(lactic acid) (PLA) matrix and acetylated microfibrillated cellulose (MFC) as reinforcing agent. The acetylation of MFC was confirmed by FTIR and (13)C CP-MAS NMR spectroscopies. The grafting of acetyl...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm901186u

    authors: Tingaut P,Zimmermann T,Lopez-Suevos F

    更新日期:2010-02-08 00:00:00

  • Nanometer to millimeter scale peptide-porphyrin materials.

    abstract::AQ-Pal14 is a 30-residue polypeptide that was designed to form an α-helical coiled coil that contains a metal-binding 4-pyridylalanine residue on its solvent-exposed surface. However, characterization of this peptide shows that it exists as a three-stranded coiled coil, not a two-stranded one as predicted from its des...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm100540t

    authors: Zaytsev DV,Xie F,Mukherjee M,Bludin A,Demeler B,Breece RM,Tierney DL,Ogawa MY

    更新日期:2010-10-11 00:00:00

  • Sugar-Based Polyamides: Self-Organization in Strong Polar Organic Solvents.

    abstract::Periodic patterns resembling spirals were observed to form spontaneously upon unassisted cooling of d-glucaric acid- and d-galactaric acid-based polyamide solutions in N-methyl-N-morpholine oxide (NMMO) monohydrate. Similar observations were made in d-galactaric acid-based polyamide/ionic liquid (IL) solutions. The mo...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.5b00977

    authors: Rosu C,Russo PS,Daly WH,Cueto R,Pople JA,Laine RA,Negulescu II

    更新日期:2015-09-14 00:00:00

  • How Can Giant Plasma Membrane Vesicles Serve as a Cellular Model for Controlled Transfer of Nanoparticles?

    abstract::Cellular model systems are essential platforms used across multiple research fields for exploring the fundaments of biology and biochemistry. Here, we present giant plasma membrane vesicles (GPMVs) as a platform of cell-like compartments that will facilitate the study of particles within a biorelevant environment and ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.0c00624

    authors: Zartner L,Garni M,Craciun I,Einfalt T,Palivan CG

    更新日期:2021-01-11 00:00:00