- Chemical Synthesis of Human Milk Oligosaccharides: Lacto- N-hexaose Galβ1→3GlcNAcβ1→3 [Galβ1→4GlcNAcβ1→6] Galβ1→4Glc
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The first synthesis of lacto-N-hexaose (LNH) has been completed using a convergent strategy. The donor-acceptor protecting-leaving group combinations were found to be of paramount significance for achieving successful glycosylations and minimizing side re
- Bandara, Mithila D.,Stine, Keith J.,Demchenko, Alexei V.
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p. 16192 - 16198
(2019/12/25)
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- The chemical synthesis of human milk oligosaccharides: Lacto-N-tetraose (Galβ1→3GlcNAcβ1→3Galβ1→4Glc)
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The total chemical synthesis of lacto-N-tetraose (LNT) has been completed using both convergent and linear strategies. Similarly to that of our previous HMO syntheses, the donor-acceptor protecting-leaving group combinations were found to be of paramount
- Bandara, Mithila D.,Stine, Keith J.,Demchenko, Alexei V.
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- SYNTHESIS OF HMO CORE STRUCTURES
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The invention relates to a method for making precursors of HMO core structures comprising a step of reacting an N-acetyllactosamine or lacto-N-biose derivative donor with a lactose or N-acetyllactosamine derivative acceptor, wherein the donor is an oxazol
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Paragraph 0205
(2014/09/03)
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- MANUFACTURE OF LACTO-N-TETRAOSE
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The present invention relates to the synthesis of the tetrasaccharide of formula (I) and novel intermediates used in the synthesis.
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Page/Page column 59
(2012/12/13)
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- Chemo-enzymatic supported synthesis of the 3-sulfated Lewisa pentasaccharide on a multimeric polyethylene glycol
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The 3-sulfated Lewisa pentasaccharide was synthesized on multimeric-based polyethylene glycol support. Coupling of O-(2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl)-(1→3)-4,6-di-O -acetyl-2-deoxy-2-phthalimido-β-d-glucopyranosyl trichloroacetimidate with (2,6-di-O-acetyl-β-d-galactopyranosyl)-(1→4)-(2,3,6-tri-O-acet yl-β-d-glucopyranoside) bound onto the polymer afforded lacto-N-tetraose, which was then regioselectively sulfated at the 3-OH position of the terminal galactose using the stannylene procedure. Fucosylation of the sulfated tetrasaccharide was performed using an immobilized fucosyltransferase FucTIII to give the title compound after cleavage.
- Malleron, Annie,Le Narvor, Christine
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p. 970 - 976
(2008/09/17)
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- Selection of anionic dopant for quantifying desialylation reactions with MALDI-FTMS
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Alkylsulfonates are examined as anion dopants for the matrix-assisted laser desorption/ionization-mass spectrometry (MALDI-MS) of neutral oligosaccharides. The anion dopants allow neutral oligosaccharides to be examined in the same mixture as acidic oligosaccharides. The alkylsulfonate dopants interact strongly with the oligosaccharide to produce a quasimolecular ion composed of the oligosaccharides and the deprotonated alkylsulfonates. Compounds as small as disaccharides to large branched oligosaccharides can all be examined. The new series of alkylsulfonates works as well as HSO4- in terms of signal-to-noise ratio, sensitivity, and ease of preparation in the negative ion mode. The alkylsulfonates are used to construct a calibration curve for obtaining the relative amounts of varying neutral and acidic oligosaccharide mixtures. With the anion dopants, the MALDI-FTMS signals are shown to have a linear relationship with the molar ratios of the neutral and sialylated oligosaccharides. The method is also used to monitor the product of a desialylation reaction by acid hydrolysis.
- Wong,Wang,Lebrilla
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p. 1419 - 1425
(2007/10/03)
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- Synthesis of lacto-N-neotetraose and lacto-N-tetraose using the dimethylmaleoyl group as amino protective group
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The disaccharide donor O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1→4)-3,6-di-O-benzyl-2-deoxy-2-dimethylmaleimido-α,β-D-glucopyranosyl] trichloroacetimidate (7) was prepared by reacting O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl) trichloroaceti
- Aly, Mohamed R.E.,Ibrahim, El-Sayed I.,El Ashry, El-Sayed H.,Schmidt, Richard R.
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p. 121 - 132
(2007/10/03)
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