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Huynh, Cong Truc,Kang, Seong Woo,Li, Yi,Kim, Bong Sup,Lee, Doo Sung Royal Society of Chemistry 2011 Soft matter Vol.7 No.19
<P>Biodegradable pH/temperature-sensitive triblock copolymer hydrogels composed of poly(ethylene glycol) (PEG) and poly(β-amino ester urethane) (PAEU) were synthesized and characterized. The presence of urethane and tertiary amine groups in the synthesized copolymers could enhance the hydrogen bonds and ionic interactions between copolymers and drug/protein molecules, particularly the anionic-type. The existence of a copolymer solution at low pH and low temperatures (<I>e.g.</I> 20 °C, pH 6.0) facilitates the formulation of a hydrogel precursor with therapeutic agents, while the transition to the gel state at the physiological conditions (37 °C, pH 7.4) provides the potential application as a drug/protein carrier. The non-cytotoxicity of this hydrogel system was confirmed by the <I>in vitro</I> cytotoxicity test. The release of human growth hormone (hGH) from this hydrogel system was controlled for more than 5 days <I>in vitro</I> and 3 days <I>in vivo</I> without an initial burst, exhibiting the potential application as a protein carrier.</P> <P>Graphic Abstract</P><P>Proteins can be formulated with copolymer solutions to form a solution complex, which can be used as an injectable protein depot for controlled release of proteins. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c1sm05919j'> </P>
Huynh, Cong Truc,Nguyen, Minh Khanh,Lee, Doo Sung The Royal Society of Chemistry 2012 Chemical communications Vol.48 No.89
<P>Novel copolymers containing both anionic and cationic pH-sensitive moieties were reported. These amphoteric copolymers exhibited special closed-loop reversible sol–gel–sol phase transitions in response to both pH and temperature.</P> <P>Graphic Abstract</P><P>Biodegradable amphoteric PUASM block copolymers exhibited specific closed-loop reversible sol–gel–sol phase transition in response to temperature and pH. The copolymer aqueous solutions exist at both mildly acidic (A) and basic (B) pH but turn into a gel at neutral pH (C). <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c2cc36134e'> </P>
Huynh, Cong Truc,Nguyen, Minh Khanh,Kim, Ji Hyun,Kang, Seong Woo,Kim, Bong Sup,Lee, Doo Sung Royal Society of Chemistry 2011 Soft matter Vol.7 No.10
<P>Polymers containing amino urethane groups have great potential as polymeric hydrogel carriers for the delivery of drugs/proteins because of their non-toxicity and ability to form hydrogen bonds and ionic interactions with biomolecules. However, the reported gels have high molecular weights and/or are non-biodegradable or showed fast degradation. This study examined a series of low molecular weight, biodegradable pH/temperature-sensitive multiblock copolymer hydrogels composed of poly(ethylene glycol) (PEG) and poly(β-amino ester urethane) (PAEU) and their potential appication for drug sustained release. The copolymers were synthesized and characterized by <SUP>1</SUP>H and <SUP>13</SUP>C NMR, Fourier transform infrared spectroscopy and gel permeation chromatography. Aqueous solutions of the copolymer showed a gel-to-sol phase transition as a function of temperature in the pH range of 6.8–7.6. The gel window covered the physiological conditions (37 °C, pH 7.4). The gel region could be controlled by changing PEG/PAEU ratio, copolymer solution concentration and PEG molecular weight. A gel formed rapidly <I>in situ</I> after injecting the copolymer solution subcutaneously into SD rats. The non-cytotoxicity of this hydrogel was confirmed by <I>in vitro</I> cytotoxicity test and the <I>in vitro</I> release of doxorubicin from this hydrogel was sustained for more than 5 weeks. This novel injectable biodegradable pH/temperature-sensitive hydrogels can be a potential candidate for drugs carrier.</P> <P>Graphic Abstract</P><P>A series of poly(β-amino ester urethane)-based copolymer hydrogel was synthesized and examined as a non-cytotoxic, injectable, biodegradable and pH/temperature-sensitive system for long-term sustained release of doxorubicin. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c1sm05080j'> </P>
Picolyamine Based pH/Temperature Sensitive Hydrogels
Dai Phu Huynh,Cong Truc Huynh,이두성 한국고분자학회 2010 Macromolecular Research Vol.18 No.6
pH/temperature-sensitive hydrogels have attracted increasing attention as drug/protein delivery systems. This study reports a new pH sensitive moiety of picolyamine (PCA) and its pentablock copolymer hydrogels made from triblock PCL-PEG-PCL and picolyamine oligomer (OPCA). The picolyamine monomer (PCAM) was synthesized using the picolyamine and methacryloyl chloride coupling reaction. OPCA was synthesized by conventional radical polymerization from PCAM. The pKa of the pH sensitive moiety, OPCA, was found to be 6.65. The moiety was used to couple with PCL-PEG-PCL to produce the pentablock copolymer, OPCA-PCL-PEG-PCL-OPCA. The sol-gel phase transition of the aqueous solution of this material was affected by the pH and temperature change. In addition,the gel phase region could be controlled by the molecular weight of OPCA, the PCL/PEG ratio and chain length of PEG. This material could be used as an injectable hydrogel for drug/protein delivery.