15548-43-3Relevant articles and documents
Oxidation of mannosyl oligosaccharides by hydroxyl radicals as assessed by electrospray mass spectrometry
Tudella, Joana,Nunes, Fernando M.,Paradela, Rosa,Evtuguin, Dmitry V.,Domingues, Pedro,Amado, Francisco,Coimbra, Manuel A.,Barros, Ana I.R.N.A.,Domingues, M. Rosario M.
, p. 2603 - 2611 (2011)
The hydroxyl radicals are widely implicated in oxidation of carbohydrates during biological and industrial processes being responsible for their structural modifications and causing functional damage. The identification of intermediate oxidation products is hampered by a lack of reliable sensible methods for their detection. In this study, the oxidation of two models of galactomannans (Man3 and GalMan2) has been studied in reaction with hydroxyl radical generated by Fenton reaction. The oxidation patterns were assessed using preparative ligand-exchange/size-exclusion chromatography (LEX/SEC) coupled with tandem electrospray mass spectrometry (ESI-MS/MS). This allowed the identification of derived oligosaccharides (OS) containing hexuronic, hexonic, pentonic and erythronic acid residues and neutral OS bearing hydroperoxy, hydrated carbonyl moieties and residues from pyranosyl ring cleavage. The depolymerization products have been also detected upon oxidation of oligomers. This study allowed developing a simple, effective 'fingerprinting' protocol for detecting the damage done to mannans by oxidative radicals.
CHARCTERISATION OF THE OLIGOSACCHARIDES PRODUCED ON HYDROLYSIS OF GALACTOMANNAN WITH β-D-MANNANASE
McCleary, Barry V.,Nurthen, Elizabeth,Taravel, Francois R.,Joseleau, Jean-Paul
, p. 91 - 110 (2007/10/02)
Treatment of hot-water-soluble carob galactomannan with β-D-mannanases from A. niger or lucerne seed affords an array of D-galactose-containing β-D-mannosaccharides as well as β-D-manno-biose, -triose, and tetraose (lucerne-seed enzyme only).The D-galactose-containing β-D-mannosaccharides of d.p. 3-9 produced by A. niger β-D-mannanase have been characterised, using enzymic, n.m.r., and chemical techniques, as 61-α-D-galactosyl-β-D-mannobiose, 61-α-D-galactosyl-β-D-mannotriose, 63,64-di-α-D-galactosyl-β-D-mannopentaose (the only heptasaccharide), and 63,64-di-α-D-galactosyl-β-D-mannohexaose, 64,65-di-α-D-galactosyl-β-D-mannohexaose, and 61,63,64-tri-α-D-galactosyl-β-D-mannopentaose (the only octasaccharides).Four nonasaccharides have also been characterised.Penta- and hexa-saccharides were absent.Lucerne-seed β-D-mannanase produced the same branched tri-, tetra- and hepta-saccharides, and also penta- and hexa-saccharides that were characterised as 61-α-D-galactosyl-β-D-mannotetraose, 63-α-D-galactosyl-β-D-mannotetraose, 61,63-di-α-D-galactosyl-β-D-mannotetraose, 63-α-D-galactosyl-β-D-mannopentaose, and 64-α-D-galactosyl-β-D-mannopentaose.None of the oligosaccharides contained a D-galactose stub on the terminal D-mannosyl group nor were they substituted on the second D-mannosyl residue from the reducing terminal.