The action of hyaluronidase on oligosaccharides from hyaluronan is complicated due to branched reaction paths containing hydrolysis, transglycosylation and condensation. The unit component of hyaluronan is a disaccharide, namely GlcA-(β1→3)-GlcNAc where GlcA and GlcNAc are d-glucuronic acid and d-N-acetylglucosamine respectively. Hyaluronan is the linear polymer formed by these disaccharide units, linked together with β1→4 glycosidic bonds. Bovine testicular hyaluronidase acts only at β1→4 glycosidic bonds of hyaluronan. The progress of product distribution from short oligosaccharides was simulated with the Monte Carlo method using the probabilistic model. The model consists only of a single enzyme molecule and a finite number of substrate and water molecules. The simulation is based on a simple reaction scheme and proceeds via an algorithm with minimum adjustable parameters generating random numbers and probabilities. The experimental data for bovine testicular hyaluronidase using [GlcA-(β1→3)-GlcNAc]4 as the starting substrate were quantitatively simulated with only three adjustable parameters. The simulated data for [GlcA-(β1→3)-GlcNAc]3 and [GlcA-(β1→3)-GlcNAc]5 as the starting substrates agreed semi-quantitatively with experimental data using the same parameters. The mechanism of the hyaluronidase reaction is a combination of branched probabilistic cycles. The condensation reaction is much weaker than the transglycosylation reaction but contributes to product distribution at the final stage of the reaction, preventing complete hydrolysis of the substrates.
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August 2002
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Research Article|
August 01 2002
Monte Carlo simulation of hyaluronidase reaction involving hydrolysis, transglycosylation and condensation
Hiroshi NAKATANI
Hiroshi NAKATANI
1
Faculty of Agriculture, Kyoto University, Kyoto 606-8224, Japan
1e-mail h_nakatani@hotmail.com
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Publisher: Portland Press Ltd
Received:
December 03 2001
Revision Received:
April 09 2002
Accepted:
April 19 2002
Online ISSN: 1470-8728
Print ISSN: 0264-6021
The Biochemical Society, London ©2002
2002
Biochem J (2002) 365 (3): 701–705.
Article history
Received:
December 03 2001
Revision Received:
April 09 2002
Accepted:
April 19 2002
Citation
Hiroshi NAKATANI; Monte Carlo simulation of hyaluronidase reaction involving hydrolysis, transglycosylation and condensation. Biochem J 1 August 2002; 365 (3): 701–705. doi: https://doi.org/10.1042/bj20011769
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