Crosslinking and modification of dermal sheep collagen using 1,4-butanediol diglycidyl ether

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Zeeman, R. and Dijkstra, P.J. and Wachem, P.B. van and Luyn, M.J.A. van and Hendriks, M. and Cahalan, P.T. and Feijen, J. (1999) Crosslinking and modification of dermal sheep collagen using 1,4-butanediol diglycidyl ether. Journal of Biomedical Materials Research. Part A, 46 (3). pp. 424-433. ISSN 1549-3296

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Abstract:Crosslinking of dermal sheep collagen (DSC) was accomplished using 1,4-butanediol diglycidyl ether (BDDGE). At pH values > 8.0, epoxide groups of BDDGE will react with amine groups of collagen. The effects of BDDGE concentration, pH, time, and temperature were studied. Utilization of a 4-wt % BDDGE instead of 1-wt % resulted in a faster reaction. Whereas similar values of shrinkage temperature were obtained, fewer primary amine groups had reacted at a lower BDDGE concentration, which implies that the crosslinking reaction had a higher efficacy. An increase in pH from 8.5 to 10.5 resulted in a faster reaction but reduced crosslink efficacy. Furthermore, an increase in reaction temperature accelerated the reaction without changing the crosslink efficacy. Crosslinking under acidic conditions (pH < 6.0) evoked a reaction between epoxide groups and carboxylic acid groups of collagen. Additional studies showed that no oligomeric crosslinks could be formed. However, hydrolysis of the epoxide groups played a role in the crosslink mechanism especially under acidic reaction conditions. The macroscopic properties of these materials were dependent on the crosslinking method. Whereas a flexible and soft tissue was found if crosslinking was performed at pH < 6.0, a stiff sponge was obtained under alkaline conditions. Reaction of DSC with a monofunctional compound (glycidyl isopropyl ether) led to comparable trends in reaction rate and in similar macroscopical differences in materials as observed with BDDGE.
Item Type:Article
Copyright:© 1999 Wiley InterScience
Faculty:
Science and Technology (TNW)
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Link to this item:http://purl.utwente.nl/publications/71539
Official URL:http://dx.doi.org/10.1002/(SICI)1097-4636(19990905)46:3<424::AID-JBM16>3.0.CO;2-R
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