A novel synthetic tissue‐adhesive hydrogel using a crosslinkable polymeric micelle

Abstract

We prepared a novel tissue-adhesive hydrogel by using a polymeric micelle consisting of an aldehyde-terminated poly(ethylene glycol)-poly(D,L-lactide) (PEG-PLA) block polymer. A Schiff base is chemically formed between the amino groups in a polyallylamine and the aldehyde groups on the surface of polymeric micelles. The hydrogel was formed in approximately 2 s when the polymeric micelle solution and polyallylamine solution are mixed in vitro. The hydrogel was rapidly formed in vivo, and it adhered to a tissue surface. Our novel tissue-adhesive hydrogel creates no risk of infectious contaminations, because it consists of only synthetic materials. Further, PEG and PLA are known to be biocompatible and noncytotoxic. The results obtained in the present study show that a hydrogel prepared by the formation of a Schiff base between aldehyde and amine groups will potentially address the need for novel tissue-adhesive materials.

Designing hydrogel adhesives for corneal wound repair

“…Aldehyde-based adhesives have been explored for ophthalmic use including a condroitin sulfate and a PEG-PLL micelle systems as well as there is a commercial product used for cardiovascular surgery. [78][79][80] Thus, we prepared a G2 lysine based dendron with terminal cysteines ([G2]-) and a PEG di-aldehyde ( -DA) as shown in Figures 3 and 4. A hydrogel is formed upon mixing an aqueous solution of the two polymers as a result of the thiazolidine linkages.…”

Successful preferential formation of a novel macromolecular assembly—Trilayered polymeric micelle—That can incorporate hydrophilic compounds: The optimization of factors affecting the micelle formation from amphiphilic block copolymers

“…A bilayered polymeric micelle was prepared according to the previously reported method with several modifications [12]. Acetal-PEG-PLA block copolymers were dissolved in 5 ml of DMA.…”

“…In contrast, "method 2" is the widely used method for the preparation of the conventional bilayered polymeric micelle solution [12,14]. It was obvious that the GPC profile of the solution prepared with method 1 showed two separated peaks presumably coming from trilayered and bilayered polymeric micelles [15], while the GPC profile of the solution prepared with method 2 showed only one peak certainly attributable to bilayered polymeric micelles [12,14]. In the present article, we estimated the preferentiality of the trilayered polymeric micelle formation by comparing the peak coming from trilayered polymeric micelles with the one from bilayered polymeric micelles in all the GPC experiments.…”

“…These properties have made the polymeric micelle an attractive material for the effective delivery of drugs to targeted sites in the body. Furthermore, we have developed a tissue-adhesive hydrogel covalently containing a reactive polymeric micelle as a crosslinker [12][13][14]. The hydrogel can release hydrophobic compounds in a controlled manner, because of both the inner core of the micelle acting as a compound container and the structure of the block copolymers regulating the compound-release properties.…”

Sealants (Adhesives) to Prevent Bleeding

“…Murakami et al developed a tissue adhesive based on a polymeric micelle consisting of an aldehyde-terminated poly(ethylene glycol)-poly( d , l -lactide) (PEG-PLA) block polymer and polyallylamine [ 97 ] . Their chemical structures are shown in Fig.…”