Data for: Regioselective Degradation of [beta] 1,3 Glucan by Ferrous Ion and Hydrogen Peroxide (Fenton Oxidation)

Published: 23 September 2020| Version 1 | DOI: 10.17632/hhmdfz78j4.1
Contributors:
Rafael Ovalle, Lijie Chen, Carol Moore, Peter Lipke

Description

Fenton oxidation of laminaran generated six classes of products from algal laminaran (beta-1,3 poly glucan [with beta-1,6 glucose decorations]). Elution profiles from HPLC/MS of tert-butyl tyrosine-labeled sugars and unlabeled sugar acids are presented as evidence of ring scission of glucose monomers by Fenton secondary oxidants. The oxidation products of laminaran by Fe+2 ions, H2O2, H2O, are consistent with the actions of hydroxyl radicals, ferryl-oxo ions, and perferryl-oxo ions. Each secondary oxidant was differentiated from the other secondary oxidants by unique reactions not common to the other two oxidants. Perferryl-oxo ions are uniquely responsible for carboxylic acids, while ferryl-oxo ion oxidations are primarily responsible for aldose / dialdose pairs. Hydroxyl radicals oxidized Fe+2 ions to Fe+3 ions, and are thus indirectly responsible for carboxylic acid generation. Fenton oxidation of carbohydrates represents a universal (non-specific and non-enzymatic) mechanism for degradation of carbohydrates.

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