UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA Dendrimers
Bacterial infections are one of the major threats to human health due to the raising crisis of antibiotic resistance. Herein, second generation antibacterial heterofunctional dendrimers based on 2,2-bis(methylol)propionic acid were synthesized. The dendrimers possessed six alkenes and 12 ammonium en...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2021-04-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/26/8/2364 |
| _version_ | 1797537201982013440 |
|---|---|
| author | Patrik Stenström Yanmiao Fan Yuning Zhang Daniel Hutchinson Sandra García-Gallego Michael Malkoch |
| author_facet | Patrik Stenström Yanmiao Fan Yuning Zhang Daniel Hutchinson Sandra García-Gallego Michael Malkoch |
| author_sort | Patrik Stenström |
| collection | DOAJ |
| description | Bacterial infections are one of the major threats to human health due to the raising crisis of antibiotic resistance. Herein, second generation antibacterial heterofunctional dendrimers based on 2,2-bis(methylol)propionic acid were synthesized. The dendrimers possessed six alkenes and 12 ammonium end-groups per molecule and were used to fabricate antibacterial hydrogels together with dithiol-functional polyethylene glycol (mol wt of 2, 6 and 10 kDa) as crosslinkers via thiol-ene chemistry. The network formation can be completed within 10 s upon UV-irradiation as determined by the stabilization of the storage modulus in a rheometer. The hydrogels swelled in aqueous media and could be functionalized with the N-hydroxysuccinimide ester of the dye disperse red 13, which allowed for visually studying the degradation of the hydrogels through the hydrolysis of the ester bonds of the dendritic component. The maximum swelling ratio of the gels was recorded within 4–8 h and the swelling ratios increased with higher molecular weight of the polyethylene glycol crosslinker. The gel formed with 10 kDa polyethylene glycol crosslinker showed the highest swelling ratio of 40 and good mechanical properties, with a storage modulus of 8 kPa. In addition, the hydrogels exhibited good biocompatibility towards both human fibroblasts and mouse monocytes, while showing strong antibacterial activity against both gram-positive and gram-negative bacteria. |
| first_indexed | 2024-03-10T12:11:44Z |
| format | Article |
| id | doaj.art-9ce673b91408431fac1788a9be6df4f4 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T12:11:44Z |
| publishDate | 2021-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-9ce673b91408431fac1788a9be6df4f42023-11-21T16:10:04ZengMDPI AGMolecules1420-30492021-04-01268236410.3390/molecules26082364UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA DendrimersPatrik Stenström0Yanmiao Fan1Yuning Zhang2Daniel Hutchinson3Sandra García-Gallego4Michael Malkoch5Department of Fibre and Polymer Technology, Division of Coating Technology, KTH Royal Institute of Technology, Teknikringen 56-58, 100 44 Stockholm, SwedenDepartment of Fibre and Polymer Technology, Division of Coating Technology, KTH Royal Institute of Technology, Teknikringen 56-58, 100 44 Stockholm, SwedenDepartment of Fibre and Polymer Technology, Division of Coating Technology, KTH Royal Institute of Technology, Teknikringen 56-58, 100 44 Stockholm, SwedenDepartment of Fibre and Polymer Technology, Division of Coating Technology, KTH Royal Institute of Technology, Teknikringen 56-58, 100 44 Stockholm, SwedenDepartment of Fibre and Polymer Technology, Division of Coating Technology, KTH Royal Institute of Technology, Teknikringen 56-58, 100 44 Stockholm, SwedenDepartment of Fibre and Polymer Technology, Division of Coating Technology, KTH Royal Institute of Technology, Teknikringen 56-58, 100 44 Stockholm, SwedenBacterial infections are one of the major threats to human health due to the raising crisis of antibiotic resistance. Herein, second generation antibacterial heterofunctional dendrimers based on 2,2-bis(methylol)propionic acid were synthesized. The dendrimers possessed six alkenes and 12 ammonium end-groups per molecule and were used to fabricate antibacterial hydrogels together with dithiol-functional polyethylene glycol (mol wt of 2, 6 and 10 kDa) as crosslinkers via thiol-ene chemistry. The network formation can be completed within 10 s upon UV-irradiation as determined by the stabilization of the storage modulus in a rheometer. The hydrogels swelled in aqueous media and could be functionalized with the N-hydroxysuccinimide ester of the dye disperse red 13, which allowed for visually studying the degradation of the hydrogels through the hydrolysis of the ester bonds of the dendritic component. The maximum swelling ratio of the gels was recorded within 4–8 h and the swelling ratios increased with higher molecular weight of the polyethylene glycol crosslinker. The gel formed with 10 kDa polyethylene glycol crosslinker showed the highest swelling ratio of 40 and good mechanical properties, with a storage modulus of 8 kPa. In addition, the hydrogels exhibited good biocompatibility towards both human fibroblasts and mouse monocytes, while showing strong antibacterial activity against both gram-positive and gram-negative bacteria.https://www.mdpi.com/1420-3049/26/8/2364dendrimershydrogelsantibacterialpoly (ethylene glycol)thiol-ene |
| spellingShingle | Patrik Stenström Yanmiao Fan Yuning Zhang Daniel Hutchinson Sandra García-Gallego Michael Malkoch UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA Dendrimers Molecules dendrimers hydrogels antibacterial poly (ethylene glycol) thiol-ene |
| title | UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA Dendrimers |
| title_full | UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA Dendrimers |
| title_fullStr | UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA Dendrimers |
| title_full_unstemmed | UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA Dendrimers |
| title_short | UV-Cured Antibacterial Hydrogels Based on PEG and Monodisperse Heterofunctional Bis-MPA Dendrimers |
| title_sort | uv cured antibacterial hydrogels based on peg and monodisperse heterofunctional bis mpa dendrimers |
| topic | dendrimers hydrogels antibacterial poly (ethylene glycol) thiol-ene |
| url | https://www.mdpi.com/1420-3049/26/8/2364 |
| work_keys_str_mv | AT patrikstenstrom uvcuredantibacterialhydrogelsbasedonpegandmonodisperseheterofunctionalbismpadendrimers AT yanmiaofan uvcuredantibacterialhydrogelsbasedonpegandmonodisperseheterofunctionalbismpadendrimers AT yuningzhang uvcuredantibacterialhydrogelsbasedonpegandmonodisperseheterofunctionalbismpadendrimers AT danielhutchinson uvcuredantibacterialhydrogelsbasedonpegandmonodisperseheterofunctionalbismpadendrimers AT sandragarciagallego uvcuredantibacterialhydrogelsbasedonpegandmonodisperseheterofunctionalbismpadendrimers AT michaelmalkoch uvcuredantibacterialhydrogelsbasedonpegandmonodisperseheterofunctionalbismpadendrimers |