BIOMAT Database Logo BIOMAT Database Logo

Structural characterization of oligosaccharides from free radical depolymerized fucosylated glycosaminoglycan and suggested mechanism of depolymerization. 2021

Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education and Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China; State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China; University of Chinese Academy of Sciences, Beijing 100049, China; Yunnan Institute of Traditional Chinese Medicine and Materia Medica, Kunming 650223, Yunnan, China.

Free radical depolymerization is a common method in structural analysis of polysaccharides, the major challenge is the analysis of the cleavage site and characterization of newly formed ends in this reaction. Here, a fucosylated glycosaminoglycan from H. fuscopunctata (HfFG) was depolymerized by H2O2 and a series of oligosaccharides were purified and their structures were elucidated. For non-reducing ends of the trisaccharides were intact GalNAc4S6S, the cleavage site should mainly be the β(1,3) linkages between GlcA and GalNAc in the backbone of FG. Meanwhile, the reducing ends of the disaccharides and trisaccharides were almost dicarboxylic acid derivatives of GlcA, possibly arising from oxidative breaking of the CC bond of GlcA at the reducing ends. In addition, glycosidic linkages in D-GalNAc-β(1,4)-D-GlcA and L-FucS-α(1,3)-D-GlcA located at the reducing end could be cleaved, and the released GalNAc4S6S were oxidized to N-acetylgalactosaminic acid.

UI MeSH Term Description Entries
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D009844 Oligosaccharides Carbohydrates consisting of between two (DISACCHARIDES) and ten MONOSACCHARIDES connected by either an alpha- or beta-glycosidic link. They are found throughout nature in both the free and bound form. Oligosaccharide
D002850 Chromatography, Gel Chromatography on non-ionic gels without regard to the mechanism of solute discrimination. Chromatography, Exclusion,Chromatography, Gel Permeation,Chromatography, Molecular Sieve,Gel Filtration,Gel Filtration Chromatography,Chromatography, Size Exclusion,Exclusion Chromatography,Gel Chromatography,Gel Permeation Chromatography,Molecular Sieve Chromatography,Chromatography, Gel Filtration,Exclusion Chromatography, Size,Filtration Chromatography, Gel,Filtration, Gel,Sieve Chromatography, Molecular,Size Exclusion Chromatography
D004187 Disaccharides Oligosaccharides containing two monosaccharide units linked by a glycosidic bond. Disaccharide
D005609 Free Radicals Highly reactive molecules with an unsatisfied electron valence pair. Free radicals are produced in both normal and pathological processes. Free radicals include reactive oxygen and nitrogen species (RONS). They are proven or suspected agents of tissue damage in a wide variety of circumstances including radiation, damage from environment chemicals, and aging. Natural and pharmacological prevention of free radical damage is being actively investigated. Free Radical
D005643 Fucose A six-member ring deoxysugar with the chemical formula C6H12O5. It lacks a hydroxyl group on the carbon at position 6 of the molecule. Deoxygalactose,alpha-Fucose,alpha Fucose
D006025 Glycosaminoglycans Heteropolysaccharides which contain an N-acetylated hexosamine in a characteristic repeating disaccharide unit. The repeating structure of each disaccharide involves alternate 1,4- and 1,3-linkages consisting of either N-acetylglucosamine (see ACETYLGLUCOSAMINE) or N-acetylgalactosamine (see ACETYLGALACTOSAMINE). Glycosaminoglycan,Mucopolysaccharides
D006861 Hydrogen Peroxide A strong oxidizing agent used in aqueous solution as a ripening agent, bleach, and topical anti-infective. It is relatively unstable and solutions deteriorate over time unless stabilized by the addition of acetanilide or similar organic materials. Hydrogen Peroxide (H2O2),Hydroperoxide,Oxydol,Perhydrol,Superoxol,Peroxide, Hydrogen
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D000925 Anticoagulants Agents that prevent BLOOD CLOTTING. Anticoagulant Agent,Anticoagulant Drug,Anticoagulant,Anticoagulant Agents,Anticoagulant Drugs,Anticoagulation Agents,Indirect Thrombin Inhibitors,Agent, Anticoagulant,Agents, Anticoagulant,Agents, Anticoagulation,Drug, Anticoagulant,Drugs, Anticoagulant,Inhibitors, Indirect Thrombin,Thrombin Inhibitors, Indirect

Related Publications

Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Oligosaccharides from depolymerized fucosylated glycosaminoglycan: Structures and minimum size for intrinsic factor Xase complex inhibition.
September 2018, The Journal of biological chemistry,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Peroxidative depolymerization of fucosylated glycosaminoglycan: Bond-cleavage pattern and activities of oligosaccharides.
November 2022, Carbohydrate polymers,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Interactions between depolymerized fucosylated glycosaminoglycan and coagulation proteases or inhibitors.
October 2016, Thrombosis research,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Structural Characterization and Heparanase Inhibitory Activity of Fucosylated Glycosaminoglycan from Holothuria floridana.
March 2021, Marine drugs,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
On-line separation and characterization of hyaluronan oligosaccharides derived from radical depolymerization.
July 2013, Carbohydrate polymers,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Preparation and characterization of molecular weight fractions of glycosaminoglycan from sea cucumber Thelenata ananas using free radical depolymerization.
March 2010, Carbohydrate research,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Precise Structure and Anticoagulant Activity of Fucosylated Glycosaminoglycan from Apostichopus japonicus: Analysis of Its Depolymerized Fragments.
March 2019, Marine drugs,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Characterization of the Hydrolysis Kinetics of Fucosylated Glycosaminoglycan in Mild Acid and Structures of the Resulting Oligosaccharides.
May 2020, Marine drugs,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Effects of Native Fucosylated Glycosaminoglycan, Its Depolymerized Derivatives on Intrinsic Factor Xase, Coagulation, Thrombosis, and Hemorrhagic Risk.
April 2020, Thrombosis and haemostasis,
Ru Chen, and Ronghua Yin, and Shanni Li, and Ying Pan, and Hui Mao, and Ying Cai, and Lisha Lin, and Weili Wang, and Taocui Zhang, and Lutan Zhou, and Na Gao, and Xiaodong Luo, and Jinhua Zhao
Low-molecular-weight fucosylated glycosaminoglycan and its oligosaccharides from sea cucumber as novel anticoagulants: A review.
January 2021, Carbohydrate polymers,
Copied contents to your clipboard!