Polymers derived from the amino acid l-tyrosine: polycarbonates, polyarylates and copolymers with poly(ethylene glycol)

Bourke, Sharon L.; Kohn, Joachim

doi:10.1016/s0169-409x(03)00038-3

Cited by 224 publications

(146 citation statements)

References 52 publications

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“…The poly( -esters), including polylactic acid (PLA), polyglycolic acid (PGA), and their copolymers (PLGA), are thermoplastic polymers incorporated in a variety of FDA-approved biomedical devices, including surgical sutures, orthopedic fixation, and drug and growth factor delivery (3). Scaffolds prepared from other thermoplastic biomaterials, such as tyrosine-derived polycarbonates and polyphosphazenes, have been shown to exhibit tunable degradation to non-cytotoxic decomposition products, high tensile strength, and bone tissue ingrowth in vivo (4)(5)(6). However, thermoplastic biomaterials cannot be injected, and must be melt-or solvent-processed ex vivo to yield solid scaffolds prior to implantation.…”

Section: Introductionmentioning

confidence: 99%

Injectable Biodegradable Polyurethane Scaffolds with Release of Platelet-derived Growth Factor for Tissue Repair and Regeneration

et al. 2008

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Purpose-The purpose of this work was to investigate the effects of triisocyanate composition on the biological and mechanical properties of biodegradable, injectable polyurethane scaffolds for bone and soft tissue engineering.Methods-Scaffolds were synthesized using reactive liquid molding techniques, and were characterized in vivo in a rat subcutaneous model. Porosity, dynamic mechanical properties, degradation rate, and release of growth factors were also measured.Results-Polyurethane scaffolds were elastomers with tunable damping properties and degradation rates, and they supported cellular infiltration and generation of new tissue. The scaffolds showed a two-stage release profile of platelet-derived growth factor, characterized by a 75% burst release within the first 24 h and slower release thereafter.Conclusions-Biodegradable polyurethanes synthesized from triisocyanates exhibited tunable and superior mechanical properties compared to materials synthesized from lysine diisocyanates. Due to their injectability, biocompatibility, tunable degradation, and potential for release of growth factors, these materials are potentially promising therapies for tissue engineering.

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Section: Introductionmentioning

confidence: 99%

Injectable Biodegradable Polyurethane Scaffolds with Release of Platelet-derived Growth Factor for Tissue Repair and Regeneration

et al. 2008

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“…The physiological importance of α-amino acids ensures a sustained interest in their chemistry and properties, particularly in potential applications in many frontiers of modern materials science including biocatalysis, 1-3 drug delivery, 4 and biodegradable plastics industry. 5 In addition, these compounds have received much attention because of their advantages from an environmental as well as a resource standpoint.…”

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confidence: 99%

Immobilization of L-Lysine on Zeolite 4A as an Organic-Inorganic Composite Basic Catalyst for Synthesis of α,β-Unsaturated Carbonyl Compounds under Mild Conditions

Zamani¹,

Rezapour²,

Kianpour³

2013

Bulletin of the Korean Chemical Society

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Lysine (Lys) immobilized on zeolite 4A was prepared by a simple adsorption method. The physical and chemical properties of Lys/zeolite 4A were investigated by X-ray diffraction (XRD), FT-IR, BrunauerEmmett-Teller (BET), scanning electron microscopy (SEM), transmission electron microscopy (TEM) and UV-vis. The obtained organic-inorganic composite was effectively employed as a heterogeneous basic catalyst for synthesis of α,β-unsaturated carbonyl compounds. No by-product formation, high yields, short reaction times, mild reaction conditions, operational simplicity with reusability of the catalyst are the salient features of the present catalyst.

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“…Owing to their unique structural characteristics, the materials that contain amino acid sequences are known rather as 'non-peptide amino-acid-based polymers' or 'amino-acid-derived polymers with modified backbones' [3]. Among them, (co)polyacrylates, polyurethanes, polyisobutylenes, polyacetylenes, polyamides, polycarbonates, polyarylates or hydrogels that incorporate α-amino acids are relevant examples of polymers that exhibited markedly improved properties [4][5][6][7], including an augmented potential to form secondary structures such as α-helices and β-sheets [8,9].…”

Section: Introductionmentioning

confidence: 99%

Photo-polymers Containing (S)-Phenylalanine and Stilbene Pendants: Synthesis and Properties of Ionic Polyacrylates

Buruiana¹,

Zamfir²,

Melinte³

et al. 2010

Designed Monomers and Polymers

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Radical co-polymerization of N-acryloyl-(S)-phenylalanine benzyl ester with N,N-dimethylaminoethyl acrylate using microwave-assisted rapid synthesis led to a co-polymer to be subsequently quaternized with 4-chloromethylphenylcarbamoyloxy-methylstilbene. 1 H-NMR spectroscopy was employed to determine the molar ratio of monomeric units (1:5.6) and the content of fluorophore (0.15 molar fraction) from the co-polymer. Also, the photophysical properties of the photo-polymer including the fluorescence response toward some amines in DMF solution have been investigated. The effect of monomethyl viologene, 4,4 -bipyridyl, 2,2 -bipyridyl, piperazine and triethylamine, used as quenchers of stilbene fluorescence from co-polymer, was compared with that of ferrocene.

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Polymers derived from the amino acid l-tyrosine: polycarbonates, polyarylates and copolymers with poly(ethylene glycol)

Cited by 224 publications

References 52 publications

Injectable Biodegradable Polyurethane Scaffolds with Release of Platelet-derived Growth Factor for Tissue Repair and Regeneration

Injectable Biodegradable Polyurethane Scaffolds with Release of Platelet-derived Growth Factor for Tissue Repair and Regeneration

Immobilization of L-Lysine on Zeolite 4A as an Organic-Inorganic Composite Basic Catalyst for Synthesis of α,β-Unsaturated Carbonyl Compounds under Mild Conditions

Photo-polymers Containing (S)-Phenylalanine and Stilbene Pendants: Synthesis and Properties of Ionic Polyacrylates

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