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Highly reactive thiol-norbornene photo-click hydrogels : toward improved processability

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Abstract
In the present work, gelatin type B is modified with highly reactive norbornene functionalities (Gel-NB) following a one-pot synthesis approach to enable subsequent thiol-ene photo-click crosslinking. The modification strategy displays close control over the amount of introduced functionalities. Additionally, Gel-NB exhibits considerably improved processing capabilities in terms of two-photon polymerization when benchmarked to earlier-reported crosslinkable gelatin derivatives (e.g., gelatin-methacrylamide (Gel-MOD) and gelatin-methacrylamide-aminoethylmethacrylate (Gel-MOD-AEMA)). The improvement is especially apparent in terms of minimally required laser power (20 mW vs >= 60 mW (Gel-MOD) vs >= 40 mW (Gel-MOD-AEMA) at 100 mm s(-1) scan speed) and processable concentration range (>= 5 w/v% vs >= 10 w/v% (Gel-MOD/Gel-MOD-AEMA)). Furthermore, the proposed functionalization scheme maintains the excellent biocompatibility and cell interactivity of gelatin. Additionally, the norbornene functionalities have potential for straightforward postprocessing thiol-ene surface grafting of active molecules. As a consequence, a very promising material toward tissue engineering applications and more specifically, biofabrication, is presented.
Keywords
gelatin, two-photon polymerization, tissue engineering, additive manufacturing, thiol-ene, hydrogel, GELATIN, CHEMISTRY

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Chicago
Van Hoorick, Jasper, Peter Gruber, Marica Markovic, Mélanie Rollot, Geert-Jan Graulus, Maxime Vagenende, Maximilian Tromayer, et al. 2018. “Highly Reactive Thiol-norbornene Photo-click Hydrogels : Toward Improved Processability.” Macromolecular Rapid Communications 39 (14).
APA
Van Hoorick, J., Gruber, P., Markovic, M., Rollot, M., Graulus, G.-J., Vagenende, M., Tromayer, M., et al. (2018). Highly reactive thiol-norbornene photo-click hydrogels : toward improved processability. MACROMOLECULAR RAPID COMMUNICATIONS, 39(14).
Vancouver
1.
Van Hoorick J, Gruber P, Markovic M, Rollot M, Graulus G-J, Vagenende M, et al. Highly reactive thiol-norbornene photo-click hydrogels : toward improved processability. MACROMOLECULAR RAPID COMMUNICATIONS. 2018;39(14).
MLA
Van Hoorick, Jasper, Peter Gruber, Marica Markovic, et al. “Highly Reactive Thiol-norbornene Photo-click Hydrogels : Toward Improved Processability.” MACROMOLECULAR RAPID COMMUNICATIONS 39.14 (2018): n. pag. Print.
@article{8569053,
  abstract     = {In the present work, gelatin type B is modified with highly reactive norbornene functionalities (Gel-NB) following a one-pot synthesis approach to enable subsequent thiol-ene photo-click crosslinking. The modification strategy displays close control over the amount of introduced functionalities. Additionally, Gel-NB exhibits considerably improved processing capabilities in terms of two-photon polymerization when benchmarked to earlier-reported crosslinkable gelatin derivatives (e.g., gelatin-methacrylamide (Gel-MOD) and gelatin-methacrylamide-aminoethylmethacrylate (Gel-MOD-AEMA)). The improvement is especially apparent in terms of minimally required laser power (20 mW vs {\textrangle}= 60 mW (Gel-MOD) vs {\textrangle}= 40 mW (Gel-MOD-AEMA) at 100 mm s(-1) scan speed) and processable concentration range ({\textrangle}= 5 w/v\% vs {\textrangle}= 10 w/v\% (Gel-MOD/Gel-MOD-AEMA)). Furthermore, the proposed functionalization scheme maintains the excellent biocompatibility and cell interactivity of gelatin. Additionally, the norbornene functionalities have potential for straightforward postprocessing thiol-ene surface grafting of active molecules. As a consequence, a very promising material toward tissue engineering applications and more specifically, biofabrication, is presented.},
  articleno    = {1800181},
  author       = {Van Hoorick, Jasper and Gruber, Peter and Markovic, Marica and Rollot, M{\'e}lanie and Graulus, Geert-Jan and Vagenende, Maxime and Tromayer, Maximilian and Van Erps, J{\"u}rgen and Thienpont, Hugo and Martins, Jos{\'e} and Baudis, Stefan and Ovsianikov, Aleksandr and Dubruel, Peter and Van Vlierberghe, Sandra},
  issn         = {1022-1336},
  journal      = {MACROMOLECULAR RAPID COMMUNICATIONS},
  language     = {eng},
  number       = {14},
  pages        = {7},
  title        = {Highly reactive thiol-norbornene photo-click hydrogels : toward improved processability},
  url          = {http://dx.doi.org/10.1002/marc.201800181},
  volume       = {39},
  year         = {2018},
}

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