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Glycerol-, inositol-, and reducing end hexose-containing oligosaccharides in human urine
Authors:Wei Tong Wang  Fumito Matsuura  Hernan Nunez  Norman Ledonne Jr  Betty Baltzer  Charles C Sweeley
Institution:(1) Department of Biochemistry, Michigan State University, 48824 East Lansing, MI, USA;(2) Department of Chemistry, Fukuyama University, 985 Sanzo, Higashimura-cho, Fukuyama, Hiroshima, Japan;(3) Present address: Institute of Chemistry, Chinese Academy of Sciences, Zhong Guan Cun, Beijing (Peking, The Peoplés Republic of China)
Abstract:Ten previously unreported oligosaccharides have been purified from the urines of human subjects using a combination of gel filtration, ion exchange, and thin-layer chromatographies. Their structures were determined by direct probe mass spectrometry, methylation analysis, and proton NMR spectroscopy of the permethylated oligosaccharide alditols.On the basis of composition, the oligosaccharides could be divided into three groups. Five oligosaccharides containing glycerol were characterized as glucosylagr1-1primeglycerol; glucosylbeta1-1primeglycerol; galactosylbeta1-1primeglycerol; glucosyl-1-1prime(fucosyl-1-2prime)glycerol and/or fucosyl-1-1prime(glucosyl-1-2prime)glycerol; and glucosyl-1-1prime(galactosyl-1-2prime)glycerol or galactosyl-1-1prime(glucosyl-1-2prime)glycerol. Four inositol-containing oligosaccharides were characterized as galactosylbeta1 (fucosylagr1)inositol,N-acetylgalactosaminylagr1 (fucosylagr1)inositol, fucosylagr1-2galactosylbeta1 (N-acetylgalactosaminylagr1)inositol and fucosylagr1-2galactosylbeta1-4-N-acetylglucosaminylagr1(N-acetylgalactosaminylagr1)inositol. Finally, galactosylagr1-3(fucosylagr1-2)galactosylbeta1-6galactosylagr1-4(fucosylagr1-3)glucose, an oligosaccharide with glucose at its reducing end, was tentatively identified. The significance and possible origins of the carbohydrate structures are discussed.
Keywords:Urinary oligosaccharides  inositol-oligosaccharides  glycerol-oligosaccharides
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