期刊
CHEMSUSCHEM
卷 15, 期 2, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.202102203
关键词
isotopic labeling; lytic polysaccharide monooxygenase; mass spectrometry; oligosaccharides; regioselectivity
资金
- Doctoral Program Biomolecular Technology of Proteins (BioToP) - Austrian Science Fund (FWF) [W1224]
This study discovered a novel type of C4/C6 double oxidized cello-oligosaccharides, generated by C4 and C1/C4 oxidizing LPMOs. Experimental evidence confirmed that the C6 gem-diol structure resulted from oxygenation.
Lytic polysaccharide monooxygenases (LPMOs) play a key role in enzymatic degradation of hard-to-convert polysaccharides, such as chitin and cellulose. It is widely accepted that LPMOs catalyze a single regioselective oxidation of the C1 or C4 carbon of a glycosidic linkage, after which the destabilized linkage breaks. Here, a series of novel C4/C6 double oxidized cello-oligosaccharides was discovered. Products were characterized, aided by sodium borodeuteride reduction and hydrophilic interaction chromatography coupled to mass spectrometric analysis. The C4/C6 double oxidized products were generated by C4 and C1/C4 oxidizing LPMOs, but not by C1 oxidizing ones. By performing incubation and reduction in (H2O)-O-18, it was confirmed that the C6 gem-diol structure resulted from oxygenation, although oxidation to a C6 aldehyde, followed by hydration to the C6 gem-diol, could not be excluded. These findings can be extended to how the reactive LPMO-cosubstrate complex is positioned towards the substrate.
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