Molecular cut-off values of dialysis membranes for alginate and kappa-carrageenan oligosaccharides (original) (raw)
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Structural studies on î-carrageenan derived oligosaccharides
Carbohydrate Research
Oligosaccharides were prepared through mild hydrochloric acid hydrolysis of k-carrageenan from Kappaphycus striatum carrageenan. Three oligosaccharides were purified by strong-anion exchange high-performance chromatography. Their structure was elucidated using mass spectral and NMR data. Negative-ion electrospray ionization (ESI) mass spectra at different fragmentor voltages provided the molecular weight of the compounds and unraveled the fragmentation pattern of the k-carrageenan oligosaccharides. 2D NMR techniques, including 1 H-1 H COSY, 1 H-1 H TOCSY and 13 C-1 H HMQC, were performed to determine the structure of a trisulfated pentasaccharide. 1D NMR and ESIMS were used to determine the structures of a k-carrageenan-derived pentasaccharide, heptasaccharide, and an undecasaccharide. All the oligosaccharides characterized have a 4-O-sulfo-D-galactopyranose residue at both the reducing and nonreducing ends.
Structural studies on Îș-carrageenan derived oligosaccharides
Carbohydrate Research, 2002
Oligosaccharides were prepared through mild hydrochloric acid hydrolysis of k-carrageenan from Kappaphycus striatum carrageenan. Three oligosaccharides were purified by strong-anion exchange high-performance chromatography. Their structure was elucidated using mass spectral and NMR data. Negative-ion electrospray ionization (ESI) mass spectra at different fragmentor voltages provided the molecular weight of the compounds and unraveled the fragmentation pattern of the k-carrageenan oligosaccharides. 2D NMR techniques, including 1 H-1 H COSY, 1 H-1 H TOCSY and 13 C-1 H HMQC, were performed to determine the structure of a trisulfated pentasaccharide. 1D NMR and ESIMS were used to determine the structures of a k-carrageenan-derived pentasaccharide, heptasaccharide, and an undecasaccharide. All the oligosaccharides characterized have a 4-O-sulfo-D-galactopyranose residue at both the reducing and nonreducing ends.
Journal of The American Society for Mass Spectrometry, 2006
Negative-ion electrospray tandem mass spectrometry (ES-MS/MS) with collision-induced dissociation (CID) is attempted for sequence determination of alginate oligosaccharides, derived from polyanionic alginic acid, polymannuronate, and polyguluronate by partial depolymerization using either alginate lyase or mild acid hydrolysis. Sixteen homo- and hetero-oligomeric fragments were obtained after fractionation by gel-filtration and strong anion exchange high performance liquid chromatography. The product-ion spectra of these alginate oligosaccharides were dominated by intense B-, C-, Y-, and Z-type ions together with 0,2A- and 2,5A-ions of lower intensities. Internal mannuronate residues (M) produce weak but specific decarboxylated Zint-ions (Zint â 44 Da; int: denotes internal), which can be used for distinction of M and a guluronate residue (G) at an internal position. A reducing terminal M or G, although neither gives rise to a specific ion, can be identified by differences in the intensity ratio of fragment ions of the reducing terminal residue [2,5Ared]/[0,4Ared] (red: denotes reducing terminal).
Arkivoc, 2006
A partially cyclized mu/nu-carrageenan from Gigartina skottsbergii was submitted to autohydrolysis and the resulting mixture of oligosaccharides was fractionated using sequential dialysis through tubings of molecular weight cutoff 12000, 3500 and 1000. In this way four fractions were separated and characterized. Structural analysis of the major fraction, obtained from the solution inside the dialysis tubing of molecular weight cutoff 12000 (D120), was carried out. A significant difference was found by 13 C NMR spectroscopy and UV-MALDI-TOF mass spectrometry: in the 13 C NMR spectrum the reducing end-chain unit was the hydrated aldehyde of 3,6-anhydrogalactose while the UV-MALDI-TOF mass spectrum showed an unimodal distribution of even and odd peaks, suggesting fragmentation of glycosidic linkages.
Analytical Chemistry, 2006
Negative-ion electrospray tandem mass spectrometry with collision-induced dissociation is assessed for sequence determination of multiply sulfated oligosaccharide fragments of carrageenan obtained from partial depolymerization of the polysaccharides by either enzymatic digestion or mild acid hydrolysis. Carrageenan oligosaccharides with homogeneous disaccharide compositions were used to establish their fragmentation pattern, which was then applied to sequence determination of unusual oligosaccharides with either "hybrid" biose compositions or odd-numbered residues. As sulfate groups are labile, sulfate loss during collision-induced association was prevented by sodium adduction. The product ion spectra of [M -Na] -(where M represents the sodium salt of oligosaccharides) feature an extensive series of B-and C-type glycosidic cleavages, whereas the Y-type cleavage occurs mainly at the sulfated residues. The assignment of reducing or nonreducing terminal fragments was assisted by oligosaccharide reduction and the product ion spectra of the derived alditols. Due to the anionic nature of the sulfate present, high-sensitivity detection (1-5 pmol, using a hexasaccharide as an example) was obtained.
Vietnam Journal of Science and Technology, 2018
Alginate oligosaccharides (AOS) have been known as a natural material with a wide variety of biological activities, and used for a long time. The evidence of using AOS to confer health benefits have been documented. The isolation and characterization of the properties, biological activity as well as the applications of AOS in various fields have been studied recently. In present work, we provide the recent research of AOS, particularly focusing on the applications in food and medicinal industry. This review also describes some experimental models, application and discuss the functional and biological mechanisms of AOS. In conclusion, AOS promotes beneficial effects on the immuno-metabolic response to various infectious diseases as well as it is promising as a biomaterial for functional foods and medicinal drugs development.
Carbohydrate Research, 2004
Alginate that was purified from the fermentation solution of marine bacteria Vibro sp. 510 under specific reaction conditions was hydrolyzed by alginate lyase. Seven oligosaccharides, including di-, tri-and tetrasaccharides, were isolated through low-pressure, gel-permeation chromatography (LP-GPC) and semipreparative strong-anion exchange (SAX) fast-protein liquid chromatography (FPLC). The oligosaccharide structures were elucidated based on ESIMS and 2D NMR spectral analysis. The hydrolytic specificity of this alginate lyase to alginate is discussed.