Synthesis of functionalized-thermo responsive-water soluble co-polymer for conjugation to protein for biomedical applications

2013 ◽  
Vol 1498 ◽  
pp. 121-125
Author(s):  
Ali Fathi ◽  
Hua Wei ◽  
Wojciech Chrzanowski ◽  
Anthony S. Weiss ◽  
Fariba Dehghani
Keyword(s):  
Biomedical Applications ◽  
Room Temperature ◽  
Aqueous Media ◽  
Ester Group ◽  
Biological Properties ◽  
Water Soluble ◽  
Hydroxyethyl Methacrylate ◽  
Musculoskeletal Tissue ◽  
Temperature Responsive ◽  
Model Protein

ABSTRACTThe aim of this study was to develop a thermo-responsive and bioactive polymer with suitable mechanical properties for musculoskeletal tissue engineering applications. A copolymer was synthesized that comprised of hydrophilic polyethylene glycol, thermo responsive N-isopropylacrylamide (NIPAAm), 2-hydroxyethyl methacrylate-poly(lactide) (HEMA-PLA) to enhance mechanical strength and an active N-acryloxysuccinimide (NAS) group for conjugation to proteins to enhance biological properties. A model protein such as elastin was used to assess the feasibility of conjugating this polymer to protein. The results of 1HNMR analyses confirmed that random polymerization was viable technique for synthesis of this copolymer. The co-polymers synthesized with PEG content of 3 mol% were water soluble. A hydrogel was created by dissolving the copolymer and elastin below room temperature in aqueous media, followed by rapid gelation at 37°C. The results of Fourier transform infrared analyses confirmed the conjugation of protein to copolymer due to significant reduction of ester group absorption (1735 cm−1). This data confirmed molecular interaction between protein and the temperature responsive co-polymer. Our preliminary results demonstrated that it is viable to tune different properties of this hydrogel by changing the composition of co-polymer.

One-Pot Synthesis of Water Soluble, Extremely Small-Sized Superparamagnetic Magnetite Nanoparticles

2012 ◽  
Vol 531 ◽  
pp. 219-222
Author(s):  
Li Hua Shen ◽  
Ting Shang ◽  
Jun Zhou ◽  
Dong Wang ◽  
Yu Han ◽  
...  
Keyword(s):  
Magnetite Nanoparticles ◽  
Room Temperature ◽  
Colloidal Stability ◽  
Aqueous Media ◽  
Mri Contrast Agents ◽  
Water Soluble ◽  
Potential Candidate ◽  
One Pot ◽  
Mri Contrast

Extremely small-sized superparamagnetic magnetite nanoparticles of 3Cit). The resulting Cit-coated magnetite nanoparticles exhibited long-term colloidal stability in aqueous media without any surface modification. Regarding the magnetic properties, the nanoparticles were superparamagnetic at room temperature, and might be the potential candidate for MRI contrast agents.

scholarly journals Vapour-induced solid-state C–H bond activation for the clean synthesis of an organopalladium biothiol sensor

2016 ◽  
Vol 52 (88) ◽  
pp. 12960-12963 ◽  
Author(s):  
Andrea Monas ◽  
Krunoslav Užarević ◽  
Ivan Halasz ◽  
Marina Juribašić Kulcsár ◽  
Manda Ćurić
Keyword(s):  
Methyl Orange ◽  
Solid State ◽  
Room Temperature ◽  
Bond Activation ◽  
Aqueous Media ◽  
Accelerated Aging ◽  
Water Soluble ◽  
Clean Synthesis

Room-temperature accelerated aging in the solid state has been applied for quantitative azobenzene C–H bond activation by Pd(OAc)2. Water-soluble dicyclopalladated methyl orange is a selective chromogenic biothiol sensor at physiologically-relevant micromolar concentrations in aqueous media.

Temperature-responsive hydrogels containing new LCST methacrylate macromonomers

e-Polymers ◽  
2007 ◽  
Vol 7 (1) ◽  
Author(s):  
Anna Korytkowska-Wałach ◽  
Anna Porwoł ◽  
Mirosław Gibas
Keyword(s):  
Phase Transition ◽  
Biomedical Applications ◽  
Tetraethylene Glycol ◽  
Temperature Sensitive ◽  
Hydroxyethyl Methacrylate ◽  
Temperature Responsive ◽  
Michael Type Addition ◽  
Responsive Hydrogels ◽  
Ether Ester ◽  
Gel Transition

AbstractA series of hydrogels were synthesized: homopolymers of new temperature-sensitive methacrylate macromonomers of ether-ester structure, derived from monomethacrylate of tetraethylene glycol via Michael-type addition - oligo(TTEGMMA), and copolymers of oligo(TTEGMMA) with N-isopropylacrylamide (NIPAAm) or 2-hydroxyethyl methacrylate (HEMA). Hydrogels based on oligo(TTEGMMA) demonstrate broad volume phase transition. Combination of oligo(TTEGMMA) with NIPAAm or HEMA yielded hydrogels having narrower phase transition and lower gel transition temperature (LGTT) up to 43 °C at the most, which is in the range of interest for most biomedical applications.

scholarly journals Designing Microparticle-Impregnated Polyelectrolyte Composite: The Combination of ATRP, Fast Azidation, and Click Reaction Using a Single-Catalyst, Single-Pot Strategy

2019 ◽  
Vol 20 (22) ◽  
pp. 5582 ◽  
Author(s):  
Ranjit De ◽  
Minhyuk Jung ◽  
Hohjai Lee
Keyword(s):  
Room Temperature ◽  
Click Reaction ◽  
Aqueous Media ◽  
Functional Polymers ◽  
Polymer Particle ◽  
Water Soluble ◽  
Synthetic Procedure ◽  
Plausible Mechanism ◽  
Simple Pathway ◽  
Polystyrene Microparticles

Polystyrene microparticles were covalently impregnated into the networks of functional polyelectrolyte chains designed via a tandem run of three reactions: (i) synthesis of water-soluble polyelectrolyte, (ii) fast azidation and (iii) a ‘click’ reaction, using the single-catalyst, single-pot strategy at room temperature in mild aqueous media. The model polyelectrolyte sodium polystyrenesulfonate (NaPSS) was synthesized via the well-controlled atom transfer radical polymerization (ATRP) whose halogen living-end was transformed to azide and subsequently coupled with an alkyne carboxylic acid through a ‘click’ reaction using the same ATRP catalyst, throughout. Halogen to azide transformation was fast and followed the radical pathway, which was explained through a plausible mechanism. Finally, the success of microparticle impregnation into the NaPSS network was evaluated through Kaiser assay and imaging. This versatile synthetic procedure, having a reduced number of discrete reaction steps and eliminated intermediate work-ups, has established a fast and simple pathway to design functional polymers required to fabricate stable polymer-particle composites where the particles are impregnated covalently and controllably.

Quadrol-Pd(II) complexes: phosphine-free precatalysts for the room-temperature Suzuki-Miyaura synthesis of nucleoside analogues in aqueous media

2022 ◽  
Author(s):  
Jose Luis Serrano ◽  
Sujeet Gaware ◽  
Jose Antonio Pérez de Haro ◽  
Jose Pérez ◽  
Pedro Lozano ◽  
...  
Keyword(s):  
Room Temperature ◽  
Aqueous Media ◽  
Water Soluble ◽  
Nucleoside Analogues ◽  
Synthesis And Characterization ◽  
First Time

Commercially available Quadrol, N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine (THPEN), has been used for the first time as N^N- donor neutral hydrophilic ligand in the synthesis and characterization of new water soluble palladium (II) complexes...

scholarly journals Functionalized Biodegradable Polymers via Termination of Ring-Opening Polymerization by Acyl Chlorides

Polymers ◽  
2021 ◽  
Vol 13 (6) ◽  
pp. 868
Author(s):  
Ilya Nifant’ev ◽  
Andrey Shlyakhtin ◽  
Vladimir Bagrov ◽  
Evgeny Shaputkin ◽  
Alexander Tavtorkin ◽  
...  
Keyword(s):  
Ring Opening ◽  
Biomedical Applications ◽  
Aqueous Media ◽  
Polymeric Materials ◽  
Ester Group ◽  
Ring Opening Polymerization ◽  
Functionalized Polymers ◽  
Aliphatic Polyesters ◽  
Acyl Chlorides ◽  
High Yields

Aliphatic polyesters are an important class of polymeric materials for biomedical applications due to their versatile and tunable chemistry, biocompatibility and biodegradability. A capability of direct bonding with biomedically significant molecules, provided by the presence of the reactive end functional groups (FGs), is highly desirable for prospective polymers. Among FGs, N-hydroxysuccinimidyl activated ester group (NHS) and maleimide fragment (MI) provide efficient covalent bonding with –NH– and –SH containing compounds. In our study, we found that NHS- and MI-derived acyl chlorides efficiently terminate living ring-opening polymerization of ε-caprolactone, L-lactide, ethyl ethylene phosphonate and ethyl ethylene phosphate, catalyzed by 2,6-di-tert-butyl-4-methylphenoxy magnesium complex, with a formation of NHS- and MI-functionalized polymers at a high yields. Reactivity of these polymers towards amine- and thiol-containing model substrates in organic and aqueous media was also studied.

Selective conversion of aldehydes to carboxylic acids by hemoglobin and air

2018 ◽  
Vol 22 (08) ◽  
pp. 679-685 ◽  
Author(s):  
Mahdi Hajimohammadi ◽  
Maryam Khalaji Verjani ◽  
Hoda Ghasemi ◽  
Nasser Safari ◽  
Günther Knör
Keyword(s):  
Carboxylic Acids ◽  
Mass Spectroscopy ◽  
Room Temperature ◽  
Aqueous Media ◽  
Water Soluble ◽  
Feasible Method ◽  
Vis Spectroscopy ◽  
Major Route ◽  
High Valent

A new green, environmentally friendly and economically feasible method for the oxygenation of benzaldehyde, cinnamaldehyde, 4-chlorobenzaldehyde and 4-bromobenzaldehyde to the corresponding carboxylic acids using air in the presence of hemoglobin as a water-soluble catalyst in aqueous media at room temperature is illustrated. The resulting products were obtained with (77–100%) conversion and 100% selectivity within a reasonable amount of time. In addition, the first direct characterization of a high-valent iron intermediate (HbFe[Formula: see text]O) measured using Mass Spectroscopy (MS) and UV-vis spectroscopy proved that the major route for oxidation of aldehydes is (HbFe[Formula: see text]O) production.

Temperature Dependence of the Self-Assembled Styrene Based Random Ionomers in Aqueous Solution

2003 ◽  
Vol 775 ◽  
Author(s):  
Sung-Hwa Oh ◽  
Ju-Myung Song ◽  
Joon-Seop Kim ◽  
Hyang-Rim Oh ◽  
Jeong-A Yu
Keyword(s):  
Partition Coefficients ◽  
Room Temperature ◽  
Aqueous Media ◽  
The Self ◽  
Spectroscopic Methods ◽  
Ion Content ◽  
Repeat Units ◽  
Notable Effect ◽  
Order Of Magnitude ◽  
Experimental Errors

AbstractSolution behaviors of poly(styrene-co-sodium methacrylate) were studied by fluorescence spectroscopic methods using pyrene as a probe. The mol% of methacrylate was in the range 3.6–9.4. Water and N,N-dimethylforamide(DMF) mixture was used as a solvent (DMF/water = 0.2 mol %). The critical micelle (or aggregation) concentrations of ionomers and the partition coefficients of pyrene were obtained the temperature range 10–80°C. At room temperature, the values of CMCs (or CACs) were in the range 4.7 ×10-6 5.3 ×10-6 g/mL and we could not find any notable effect of the content of ionic repeat units within the experimental errors. Unlike CMCs, as the ion content increased, partitioning of pyrene between the hydrophobic aggregates and an aqueous media decreased from 1.5 ×105 to 9.4 ×104. As the temperature increased from 10 to 80 °C, the values of CMCs increased less than one order of magnitude. While, the partition coefficients of pyrene decreased one order of magnitude and the effect of the ion content became negligible.

Tyrosine-Selective Bioconjugation with Iminoxyl Radicals

2020 ◽  
Author(s):  
Katsuya Maruyama ◽  
Takashi Ishiyama ◽  
Yohei Seki ◽  
Kounosuke Oisaki ◽  
Motomu Kanai
Keyword(s):  
Reaction Time ◽  
Steric Hindrance ◽  
Room Temperature ◽  
Water Soluble ◽  
Light Irradiation ◽  
Sodium Ascorbate ◽  
Iminoxyl Radical ◽  
Short Reaction Time ◽  
Modified Peptides ◽  
The Stability

A novel Tyr-selective protein bioconjugation using the water-soluble persistent iminoxyl radical is described. The conjugation proceeded with high Tyr-selectivity and short reaction time under biocompatible conditions (room temperature in buffered media under air). The stability of the conjugates was tunable depending on the steric hindrance of iminoxyl. The presence of sodium ascorbate and/or light irradiation promoted traceless deconjugation, restoring the native Tyr structure. The method is applied to the synthesis of a protein-dye conjugate and further derivatization to azobenzene-modified peptides.

Sign in / Sign up

Export Citation Format

Share Document