Carboxylated Chitosan Nanocrystals: A Synthetic Route and Application as Superior Support for Gold-Catalyzed Reactions.

Abstract:

:In this study, we demonstrate for the first time the fabrication of carboxylated chitosan nanocrystals (ChsNC) with high degree of deacetylation (DDA) at >80% and narrow size distribution. We also studied its application as a sustainable support material for metal-based catalysts. Carboxylated chitin nanocrystals (ChNCs) were initially prepared through partial cleavage of glycosidic bonds in chitin by ammonium persulfate, with concurrent oxidation of chitin C6 primary alcohols to produce carboxylate groups on the surface of the ChNCs. ChsNCs were subsequently prepared using an alkaline deacetylation procedure in the presence of NaBH4 to preserve the nanorod structure of the biomaterial. The resulting nanocrystals feature both carboxyl and amino functional groups. Transmission electron microscopy (TEM), X-ray diffraction (XRD), and Fourier-transform infrared (FTIR) spectroscopy were used to determine the morphology and composition of these carboxylated ChNCs and ChsNCs. Subsequently, we tested the ability of the as-made ChsNCs as a biomass-based catalyst support for Au nanoparticles (NPs) using the 4-nitrophenol reduction and the aldehyde-amine-alkyne (A3) coupling reactions to demonstrate its capabilities in regard to the ones of cellulose nanocrystals (CNCs). In particular, Au NPs over ChsNCs featured the highest turnover frequency (TOF) value for the 4-nitrophenol reduction reported for all Au-based catalysts supported on carbon-based systems. Spectroscopic and imaging techniques confirmed the importance of precisely controlling the redox state of Au as it is being deposited to afford a highly disperse active site on the bionano-support.

journal_name

Biomacromolecules

journal_title

Biomacromolecules

authors

Jin T,Kurdyla D,Hrapovic S,Leung ACW,Régnier S,Liu Y,Moores A,Lam E

doi

10.1021/acs.biomac.0c00201

subject

Has Abstract

pub_date

2020-06-08 00:00:00

pages

2236-2245

issue

6

eissn

1525-7797

issn

1526-4602

journal_volume

21

pub_type

杂志文章
  • Effects of protein-polyelectrolyte affinity and polyelectrolyte molecular weight on dynamic properties of bovine serum albumin-poly(diallyldimethylammonium chloride) coacervates.

    abstract::Bovine serum albumin (BSA) and poly(diallyldimethylammonium chloride) (PDADMAC) spontaneously form, over a range of ionic strength I and pH, dense fluids rich in both macroions. To study their nanostructure, these coacervates were prepared at low I and high pH (strong interaction) or at high I and lower pH (weaker int...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm049174p

    authors: Bohidar H,Dubin PL,Majhi PR,Tribet C,Jaeger W

    更新日期:2005-05-01 00:00:00

  • Photoresponsive Micelle-Incorporated Doxorubicin for Chemo-Photodynamic Therapy to Achieve Synergistic Antitumor Effects.

    abstract::A combination of chemo-photodynamic therapy has been manifested as a promising strategy for efficient cancer treatment due to the enhanced therapeutic efficacy. Here, we designed doxorubicin (DOX)-loaded photoresponsive micelles (DPRMs) based on a combination of chlorin e6 (Ce6) and lipoic acid (LA) conjugated methoxy...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.8b00607

    authors: Kim DH,Hwang HS,Na K

    更新日期:2018-08-13 00:00:00

  • Trimethylene carbonate and epsilon-caprolactone based (co)polymer networks: mechanical properties and enzymatic degradation.

    abstract::High molecular weight trimethylene carbonate (TMC) and epsilon-caprolactone (CL) (co)polymers were synthesized. Melt pressed (co)polymer films were cross-linked by gamma irradiation (25 kGy or 50 kGy) in vacuum, yielding gel fractions of up to 70%. The effects of copolymer composition and irradiation dose on the cytot...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm8007988

    authors: Bat E,Plantinga JA,Harmsen MC,van Luyn MJ,Zhang Z,Grijpma DW,Feijen J

    更新日期:2008-11-01 00:00:00

  • Development of a Drug Delivery System Based on Chitosan Nanoparticles for Oral Administration of Interferon-α.

    abstract::Despite the good clinical efficacy of interferon-alpha (IFNα) to treat some types of cancer and viral infections, this biological drug is underused given its severe adverse effects and high dosing parenteral regimens. Aiming to achieve a breakthrough in therapy with IFNα, this work reports for the first time on the de...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.7b00959

    authors: Cánepa C,Imperiale JC,Berini CA,Lewicki M,Sosnik A,Biglione MM

    更新日期:2017-10-09 00:00:00

  • Significantly improving oxygen barrier properties of polylactide via constructing parallel-aligned shish-kebab-like crystals with well-interlocked boundaries.

    abstract::Recently, some attempts have been made to enhance the gas barrier properties of semicrystalline polymers by precisely controlling the arrangement of their impermeable crystalline lamellae. However, it is still a great challenge to achieve regular arrangement of the lamellae along the direction perpendicular to the gas...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm500167u

    authors: Bai H,Huang C,Xiu H,Zhang Q,Deng H,Wang K,Chen F,Fu Q

    更新日期:2014-04-14 00:00:00

  • Cofibrillization of Pathogenic and Functional Amyloid Proteins with Gold Nanoparticles against Amyloidogenesis.

    abstract::Biomimetic nanocomposites and scaffolds hold the key to a wide range of biomedical applications. Here we show, for the first time, a facile scheme of cofibrillizing pathogenic and functional amyloid fibrils via gold nanoparticles (AuNPs) and their applications against amyloidogenesis. This scheme was realized by β-she...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.7b01359

    authors: Javed I,Sun Y,Adamcik J,Wang B,Kakinen A,Pilkington EH,Ding F,Mezzenga R,Davis TP,Ke PC

    更新日期:2017-12-11 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

  • Near superhydrophobic fibrous scaffold for endothelialization: fabrication, characterization and cellular activities.

    abstract::In this work, we have applied an electrospinning method to control wettability and further hydrophobic modification of a hydrophobic polymer mat of poly(vinylidene fluoride-co-hexafluoropropylene). A correlation between the processing parameters, rheological properties of polymer solutions, and electrospinning ability...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm400938n

    authors: Ahmed F,Choudhury NR,Dutta NK,Zannettino A,Knott R

    更新日期:2013-11-11 00:00:00

  • Effects of base polymer hydrophobicity and end-group modification on polymeric gene delivery.

    abstract::A new 320-member polymer library of end-modified poly(β-amino ester)s was synthesized. This library was chosen such that small differences to the structures of component backbone, side-chain, and end-group monomers could be systematically and simultaneously evaluated. The in vitro transfection efficacy and cytotoxicit...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm200807s

    authors: Sunshine JC,Akanda MI,Li D,Kozielski KL,Green JJ

    更新日期:2011-10-10 00:00:00

  • Synthesis, characterization, and pH-triggered dethreading of alpha-cyclodextrin-poly(ethylene glycol) polyrotaxanes bearing cleavable endcaps.

    abstract::The synthesis, characterization, and degradation kinetics of three alpha-cyclodextrin (alpha-CD)-poly(ethylene glycol) (PEG) polyrotaxanes with endcaps that were installed using Cu(I)-catalyzed Huisgen cyclization is reported. PEG1500, azidated with azidoacetic acid, was threaded with alpha-CD to form a pseudopolyrota...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm0602076

    authors: Loethen S,Ooya T,Choi HS,Yui N,Thompson DH

    更新日期:2006-09-01 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

  • Dual-Cross-Linked Network Hydrogels with Multiresponsive, Self-Healing, and Shear Strengthening Properties.

    abstract::Dual-cross-linked network (DCN) hydrogels with multiresponsive and self-healing properties are attracting intensive interests due to their enhanced mechanical strength for a wide range of applications. Herein, we developed a DCN hydrogel that combines a dynamic imine and a benzoxaboronic ester with a neutral pKa value...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.0c01548

    authors: Zhao J,Diaz-Dussan D,Wu M,Peng YY,Wang J,Zeng H,Duan W,Kong L,Hao X,Narain R

    更新日期:2020-12-15 00:00:00

  • Tensile Reinforcement of Silk Films by the Addition of Telechelic-Type Polyalanine.

    abstract::An appropriate modification technique for silk materials is needed to effectively improve their physical properties for specific applications. A telechelic-type polyalanine (T-polyA) was synthesized by papain-catalyzed polymerization as a novel reinforcing agent for silk materials. A silk fibroin obtained from Bombyx ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.6b01891

    authors: Tsuchiya K,Masunaga H,Numata K

    更新日期:2017-03-13 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

  • Biocatalytic fabrication of fast-degradable, water-soluble polycarbonate functionalized with tertiary amine groups in backbone.

    abstract::Degradable polymers with specifically designed functionality have wide applications in biomedical fields. We reported herein the synthesis and characterization of a water-soluble and fast-degradable polycarbonate, functionalized with tertiary amine groups in the backbone. A novel cyclic carbonate monomer, namely, 6,14...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm1001476

    authors: Wang HF,Su W,Zhang C,Luo XH,Feng J

    更新日期:2010-10-11 00:00:00

  • Laminin-Inspired Cell-Instructive Microenvironments for Neural Stem Cells.

    abstract::Laminin is a heterotrimeric glycoprotein with a key role in the formation and maintenance of the basement membrane architecture and properties, as well as on the modulation of several biological functions, including cell adhesion, migration, differentiation and matrix-mediated signaling. In the central nervous system ...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.9b01319

    authors: Barros D,Amaral IF,Pêgo AP

    更新日期:2020-02-10 00:00:00

  • Two-photon fluorescence imaging and bimodal phototherapy of epidermal cancer cells with biocompatible self-assembled polymer nanoparticles.

    abstract::We have developed herein an engineered polymer-based nanoplatform showing the convergence of two-photon fluorescence imaging and bimodal phototherapeutic activity in a single nanostructure. It was achieved through the appropriate choice of three different components: a β-cyclodextrin-based polymer acting as a suitable...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm500156z

    authors: Kandoth N,Kirejev V,Monti S,Gref R,Ericson MB,Sortino S

    更新日期:2014-05-12 00:00:00

  • Sulfated glycosaminoglycans exploit the conformational plasticity of bone morphogenetic protein-2 (BMP-2) and alter the interaction profile with its receptor.

    abstract::Sulfated glycosaminoglycans (GAGs) can direct cellular processes by interacting with proteins of the extracellular matrix (ECM). In this study we characterize the interaction profiles of chemically sulfated hyaluronan (HA) and chondroitin sulfate (CS) derivatives with bone morphogenetic protein-2 (BMP-2) and investiga...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm5006855

    authors: Hintze V,Samsonov SA,Anselmi M,Moeller S,Becher J,Schnabelrauch M,Scharnweber D,Pisabarro MT

    更新日期:2014-08-11 00:00:00

  • Electric field induced assembly of vimentin microscaffolds around metallic electrodes.

    abstract::The self-assembly properties of fibrous proteins such as collagen are frequently used to form three-dimensional scaffolds. In this study we investigated the effect of nonuniform alternating and static electric-fields on the self-assembly properties of a dilute solution of vimentin. In the presence of both types of fie...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm900398n

    authors: Colbourne TR,Hill IG,Kreplak L

    更新日期:2009-07-13 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

  • Intrinsically Bioactive Cryogels Based on Platelet Lysate Nanocomposites for Hemostasis Applications.

    abstract::The currently used hemostatic agents are highly effective in stopping hemorrhages but have a limited role in the modulation of the wound-healing environment. Herein, we propose an intrinsically bioactive hemostatic cryogel based on platelet lysate (PL) and aldehyde-functionalized cellulose nanocrystals (a-CNCs). PL ha...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.0c00787

    authors: Mendes BB,Gómez-Florit M,Araújo AC,Prada J,Babo PS,Domingues RMA,Reis RL,Gomes ME

    更新日期:2020-09-14 00:00:00

  • Novel therapeutic agents for bone resorption. Part 1. Synthesis and protonation thermodynamics of poly(amido-amine)s containing bis-phosphonate residues.

    abstract::Two poly(amido-amine)s (oligoPAM and oligoNER) containing bis-phosphonate residues were obtained by a Michael-type polyaddition of pamidronate and neridronate to 1,4-bis(acryloyl)piperazine. The SEC (size-exclusion chromatography) and the MALDI-TOF (matrix assisted laser desorption ionization) analyses were consistent...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm0607630

    authors: Casolaro M,Casolaro I,Spreafico A,Capperucci C,Frediani B,Marcolongo R,Margiotta N,Ostuni R,Mendichi R,Samperi F,Ishii T,Ito Y

    更新日期:2006-12-01 00:00:00

  • Peptides at the Interface: Self-Assembly of Amphiphilic Designer Peptides and Their Membrane Interaction Propensity.

    abstract::Self-assembling amphiphilic designer peptides have been successfully applied as nanomaterials in biomedical applications. Understanding molecular interactions at the peptide-membrane interface is crucial, since interactions at this site often determine (in)compatibility. The present study aims to elucidate how model m...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.6b01089

    authors: Kornmueller K,Lehofer B,Meindl C,Fröhlich E,Leitinger G,Amenitsch H,Prassl R

    更新日期:2016-11-14 00:00:00

  • Microheterogeneity and microrheology of wheat gliadin suspensions studied by multiple-particle tracking.

    abstract::By monitoring the thermally driven displacements of imbedded polystyrene microspheres via video fluorescence microscopy, we quantified the microstructural and micromechanical heterogeneities of wheat gliadin suspensions. We found that the degree of heterogeneity of the suspensions, as measured by the width and skewnes...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm015586b

    authors: Xu J,Tseng Y,Carriere CJ,Wirtz D

    更新日期:2002-01-01 00:00:00

  • In depth study of a new highly efficient raw starch hydrolyzing α-amylase from Rhizomucor sp.

    abstract::A new α-amylase from Rhizomucor sp. (RA) was studied in detail due to its very efficient hydrolysis of raw starch granules at low temperature (32 °C). RA contains a starch binding domain (SBD) connected to the core amylase catalytic domain by a O-glycosylated linker. The mode of degradation of native maize starch gran...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm100913z

    authors: Tawil G,Viksø-Nielsen A,Rolland-Sabaté A,Colonna P,Buléon A

    更新日期:2011-01-10 00:00:00

  • Controlled release and entrapment of enantiomers in self-assembling scaffolds composed of beta-sheet peptides.

    abstract::As a first step toward utilizing self-assembling peptide scaffolds to create tunable matrices for drug delivery, peptide RADAFI and RADAFII, containing the same amino acid composition but different positions of one phenylalanine residue, scaffolds were prepared for controlled release of chiral enantiomers. The release...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm900857j

    authors: Zhao Y,Tanaka M,Kinoshita T,Higuchi M,Tan T

    更新日期:2009-12-14 00:00:00

  • A study of the chain stiffness and extension of alginates, in vitro epimerized alginates, and periodate-oxidized alginates using size-exclusion chromatography combined with light scattering and viscosity detectors.

    abstract::A series of alginates isolated from the stem and leaf of a brown algae (Laminaria hyperborea), bacterial mannuronan, in vitro epimerized mannuronans, and periodate oxidized alginates were analyzed by size-exclusion chromatography (SEC) combined with online multiangle laser light scattering (MALS) and viscometry (colle...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm060099n

    authors: Vold IM,Kristiansen KA,Christensen BE

    更新日期:2006-07-01 00:00:00

  • Reproducing natural spider silks' copolymer behavior in synthetic silk mimics.

    abstract::Dragline silk from orb-weaving spiders is a copolymer of two large proteins, major ampullate spidroin 1 (MaSp1) and 2 (MaSp2). The ratio of these proteins is known to have a large variation across different species of orb-weaving spiders. NMR results from gland material of two different species of spiders, N. clavipe...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm301110s

    authors: An B,Jenkins JE,Sampath S,Holland GP,Hinman M,Yarger JL,Lewis R

    更新日期:2012-12-10 00:00:00

  • Wormlike Nanovector with Enhanced Drug Loading Using Blends of Biodegradable Block Copolymers.

    abstract::The application of nanoparticles comprising amphiphilic block copolymers for the delivery of drugs is a subject of great interest as they hold promise for more effective and selective therapies. In order to achieve this ambition, it is of critical importance to develop our understanding of the self-assembly mechanisms...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/acs.biomac.0c00169

    authors: Ridolfo R,Arends JJ,van Hest JCM,Williams DS

    更新日期:2020-06-08 00:00:00

  • Effective detection and separation method for G-quadruplex DNA based on its specific precipitation with Mg(2+).

    abstract::G-quadruplex is a type of DNA secondary structure formed by specific guanine-rich sequences. Because of their enrichment in functional genomic regions and their biological significance, G-quadruplexes are recognized as significant drug targets for cancer and other diseases. Here, we tested the precipitation efficiency...

    journal_title:Biomacromolecules

    pub_type: 杂志文章

    doi:10.1021/bm100862k

    authors: Lin J,Yan YY,Ou TM,Tan JH,Huang SL,Li D,Huang ZS,Gu LQ

    更新日期:2010-12-13 00:00:00