DMTMM-mediated synthesis of norbornene-modified hyaluronic acid polymers to probe cell-hydrogel interactions

Synthesis of chemically modified hyaluronic acid (HA) polymers has enabled the fabrication of hydrogels, such as norbornene-modified HA (NorHA) hydrogels that can provide tunable mechanical properties. However, current protocols for the synthesis of NorHA polymers rely on the use of dimethyl sulfoxi...

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Main Authors: Eleanor M. Plaster, Madeline K. Eiken, Claudia Loebel
Format: Article
Language:English
Published: Elsevier 2023-12-01
Series:Carbohydrate Polymer Technologies and Applications
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666893923000816
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author Eleanor M. Plaster
Madeline K. Eiken
Claudia Loebel
author_facet Eleanor M. Plaster
Madeline K. Eiken
Claudia Loebel
author_sort Eleanor M. Plaster
collection DOAJ
description Synthesis of chemically modified hyaluronic acid (HA) polymers has enabled the fabrication of hydrogels, such as norbornene-modified HA (NorHA) hydrogels that can provide tunable mechanical properties. However, current protocols for the synthesis of NorHA polymers rely on the use of dimethyl sulfoxide (DMSO), a solvent that is cost-intensive and requires extensive dialysis to be removed. To address this limitation, we developed an organic solvent-free NorHA synthesis protocol based on the triazine derivative 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) which enables control over the degree of substituted norbornene groups and hydrogel mechanical properties. Our study further demonstrates the incorporation of enzymatically degradable crosslinkers to fabricate NorHA hydrogels as an in vitro platform to tune cell spreading and nascent protein deposition towards their use in tissue engineering and regenerative medicine.
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spelling doaj.art-0653e582c27f430499e6a931171f05832023-12-21T07:37:42ZengElsevierCarbohydrate Polymer Technologies and Applications2666-89392023-12-016100360DMTMM-mediated synthesis of norbornene-modified hyaluronic acid polymers to probe cell-hydrogel interactionsEleanor M. Plaster0Madeline K. Eiken1Claudia Loebel2Department of Biomedical Engineering, University of Michigan, Carl A. Gerstacker Building, 2200 Bonisteel Blvd, Ann Arbor, MI 48109, United States of AmericaDepartment of Biomedical Engineering, University of Michigan, Carl A. Gerstacker Building, 2200 Bonisteel Blvd, Ann Arbor, MI 48109, United States of AmericaDepartment of Biomedical Engineering, University of Michigan, Carl A. Gerstacker Building, 2200 Bonisteel Blvd, Ann Arbor, MI 48109, United States of America; Department of Materials Science & Engineering, University of Michigan, North Campus Research Complex, 2800 Plymouth Rd, Ann Arbor, MI 48109, United States of America; Corresponding author.Synthesis of chemically modified hyaluronic acid (HA) polymers has enabled the fabrication of hydrogels, such as norbornene-modified HA (NorHA) hydrogels that can provide tunable mechanical properties. However, current protocols for the synthesis of NorHA polymers rely on the use of dimethyl sulfoxide (DMSO), a solvent that is cost-intensive and requires extensive dialysis to be removed. To address this limitation, we developed an organic solvent-free NorHA synthesis protocol based on the triazine derivative 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMTMM) which enables control over the degree of substituted norbornene groups and hydrogel mechanical properties. Our study further demonstrates the incorporation of enzymatically degradable crosslinkers to fabricate NorHA hydrogels as an in vitro platform to tune cell spreading and nascent protein deposition towards their use in tissue engineering and regenerative medicine.http://www.sciencedirect.com/science/article/pii/S2666893923000816DMTMMHyaluronic acidNorborneneHydrogelsNascent matrix
spellingShingle Eleanor M. Plaster
Madeline K. Eiken
Claudia Loebel
DMTMM-mediated synthesis of norbornene-modified hyaluronic acid polymers to probe cell-hydrogel interactions
Carbohydrate Polymer Technologies and Applications
DMTMM
Hyaluronic acid
Norbornene
Hydrogels
Nascent matrix
title DMTMM-mediated synthesis of norbornene-modified hyaluronic acid polymers to probe cell-hydrogel interactions
title_full DMTMM-mediated synthesis of norbornene-modified hyaluronic acid polymers to probe cell-hydrogel interactions
title_fullStr DMTMM-mediated synthesis of norbornene-modified hyaluronic acid polymers to probe cell-hydrogel interactions
title_full_unstemmed DMTMM-mediated synthesis of norbornene-modified hyaluronic acid polymers to probe cell-hydrogel interactions
title_short DMTMM-mediated synthesis of norbornene-modified hyaluronic acid polymers to probe cell-hydrogel interactions
title_sort dmtmm mediated synthesis of norbornene modified hyaluronic acid polymers to probe cell hydrogel interactions
topic DMTMM
Hyaluronic acid
Norbornene
Hydrogels
Nascent matrix
url http://www.sciencedirect.com/science/article/pii/S2666893923000816
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AT claudialoebel dmtmmmediatedsynthesisofnorbornenemodifiedhyaluronicacidpolymerstoprobecellhydrogelinteractions