The effect of chemical modification of amino acid side-chains on collagen degradation by enzymes

Journal of Biomedical Materials Research. Part B, Applied Biomaterials
P F GratzerJ M Lee

Abstract

In this study, the effects of specific chemical modifications of amino acid side-chains on the in vitro enzyme degradation of type I collagen was studied. Two monofunctional epoxides of different size and chemistry were used to modify lysine and methylglyoxal was used to modify arginine. Lysine residues were modified using glycidol, a small hydrophilic reagent or n-butylglycidylether, a larger hydrophobic reagent. Amino acid analysis, swelling measurements, in vitro enzyme degradation analyses (using either collagenase, trypsin, acetyltrypsin, or cathepsin B), and gel chromatography were used to determine the effects of each chemical modification on purified type I collagen. Collagen solubilization by enzymes depended upon the size and chemistry of epoxides used to modify lysine residues. Modification of lysine residues by glycidol and arginine modification by methylglyoxal together significantly reduced collagen solubilization by acetyltrypsin and collagenase, whereas increased collagen solubilization was observed for all enzymes after lysine modification with n-butylglycidylether combined with arginine modification by methylglyoxal. Gel chromatographic analyses of collagen fragments solubilized by acetyltrypsin from type I co...Continue Reading

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Citations

Sep 17, 2008·Journal of Biomedical Materials Research. Part a·Joseph GeorgeTeruo Miyata
Mar 23, 2017·Journal of Biomedical Materials Research. Part B, Applied Biomaterials·Wojciech ŁabuśMarek Kawecki
Jan 10, 2012·Microscopy and Microanalysis : the Official Journal of Microscopy Society of America, Microbeam Analysis Society, Microscopical Society of Canada·Brittany LawEdie C Goldsmith
Sep 17, 2009·Bioconjugate Chemistry·Benedict Law, Ching-Hsuan Tung

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