10.1021/acs.biomac.9b01128.s001 Tamiris Figueiredo Tamiris Figueiredo Jing Jing Jing Jing Isabelle Jeacomine Isabelle Jeacomine Johan Olsson Johan Olsson Thibaud Gerfaud Thibaud Gerfaud Jean-Guy Boiteau Jean-Guy Boiteau Claire Rome Claire Rome Craig Harris Craig Harris Rachel Auzély-Velty Rachel Auzély-Velty Injectable Self-Healing Hydrogels Based on Boronate Ester Formation between Hyaluronic Acid Partners Modified with Benzoxaborin Derivatives and Saccharides American Chemical Society 2019 fibroblast cells encapsulated HA network Injectable Self-Healing Hydrogels benzoxaborin-saccharide complexation injectability behaviors ABORIN Benzoxaborin Derivatives Partners Modified boronate ester cross-linked hydrogel loss modulus HA functionalized -1-deoxy Dynamic rheological experiments covalent hydrogels pH Boronate Ester Formation boronic acid storage modulus frequency window cross-linking method 7 days gel-like behavior 2019-10-14 19:44:42 Journal contribution https://acs.figshare.com/articles/journal_contribution/Injectable_Self-Healing_Hydrogels_Based_on_Boronate_Ester_Formation_between_Hyaluronic_Acid_Partners_Modified_with_Benzoxaborin_Derivatives_and_Saccharides/9978587 We demonstrate here, for the first time, formation of injectable dynamic covalent hydrogels at physiological pH using benzoxaborin-saccharide complexation as a reversible cross-linking method. The gels were prepared by simply mixing hyaluronic acid modified with an original boronic acid derivative, 3,4-dihydro-2<i>H</i>-benzo­[<i>e</i>]­[1,2]­oxaborinin-2-ol (1,2-ABORIN), and HA functionalized with 1-amino-1-deoxy-d-fructose. Dynamic rheological experiments confirmed the gel-like behavior (storage modulus (<i>G</i>′) > loss modulus (<i>G</i>″) in the frequency window explored) for the designed HA-1,2-ABORIN/HA-fructose network. Furthermore, this hydrogel exhibited excellent self-healing and injectability behaviors in aqueous conditions and was found to be responsive to pH. Additionally, fibroblast cells encapsulated in the HA network showed high viability (>80% after 7 days of cell culture), as monitored by Live/Dead staining. Taken together, this new class of boronate ester cross-linked hydrogel provides promising future for diverse biomedical applications.