101627-01-4

Usage

Uses

Used in Food Industry:
LinearBtrisaccharide is used as a food additive for its unique properties, such as enhancing the texture and improving the stability of food products. Its natural occurrence and potential health benefits make it a desirable ingredient in various food formulations.
Used in Pharmaceutical Industry:
LinearBtrisaccharide is used as a pharmaceutical excipient for its ability to improve the solubility and bioavailability of active pharmaceutical ingredients. It can also be used as a component in the development of novel drug delivery systems, potentially enhancing the efficacy and safety of medications.
Used in Materials Science:
LinearBtrisaccharide is used as a building block for the synthesis of novel carbohydrate-based materials, such as biodegradable plastics and biocompatible materials. Its unique properties and potential for modification make it a valuable resource in the development of innovative materials with applications in various industries, including packaging, agriculture, and healthcare.
Used in Research and Development:
LinearBtrisaccharide is used as a research tool for studying the structure and function of polysaccharides, as well as their interactions with other biomolecules. This knowledge can contribute to the development of new therapeutic strategies, materials, and technologies in various fields.

Upstream product

• 4307-58-8 N-acetyl-D-lactosamine 
• 7493-95-0 4-nitrophenyl α-D-galactoside 
• 57-50-1 sucrose 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 70267-71-9 2,3,4,6-tetra-O-benzyl-1-O-(N-methylacetimidoyl)-β-D-galactopyranose 
• 77396-73-7 benzyl 2-acetamido-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 77356-41-3 benzyl 2-acetamido-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 188302-08-1 C₆₁H₆₇NO₂₄ 
• 188302-09-2 C₅₅H₆₇NO₂₃ 
• 188302-05-8 Acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-2-(4-acetylamino-phenoxy)-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 
• 188302-07-0 Acetic acid (2R,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 
• 80035-36-5 benzyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranoside 
• 133-89-1 UDP-glucose 
• 47867-43-6 O-α-L-fucopyranosyl-(1<*>2)-3)>-O-β-D-galactopyranosyl-(1<*>4)-2-acetamido-2-deoxy-D-glucopyranose 

Relevant academic research and scientific papers

Chemo-enzymatic synthesis of the Galili epitope Galα(1→3)Galβ(1→4)GlcNAc on a homogeneously soluble PEG polymer by a multi-enzyme system

The α-Gal trisaccharide Galα(1→3)Galβ(1→4)GlcNAc 11 was synthesized on a homogeneously soluble polymeric support (polyethylene glycol, PEG) by use of a multi-enzyme system consisting of β-1,4-galactosyltransferase (EC 2.4.1.38), α-1,3-galactosyltransferase (EC 2.4.1.151), sucrose synthase (EC 2.4.1.13) and UDP-glucose-4-epimerase (EC 5.1.3.2). In addition workup was simplified by use of dia-ultrafiltration. Thus the advantages of classic chemistry/enzymology and solid-phase synthesis could be united in one. Subsequent hydrogenolytic cleavage afforded the free α-Gal trisaccharide.

Highly efficient chemoenzymatic synthesis of α-galactosyl epitopes with a recombinant α(1→3)-galactosyltransferase

α-Galactosyl epitopes are carbohydrate structures bearing a Galα1-3Galβ terminus. The interaction of these epitopes on the surface of animal cells with anti-α-galactosyl antibodies in human serum is believed to be the main cause in antibody-mediated hyper

Glycosidase-catalysed synthesis of α-galactosyl epitopes important in xenotransplantation and toxin binding using the α-galactosidase from Penicillium multicolor

The α-galactosidase from Penicillium multicolor catalyses highly regioselective galactosyl transfer on to mono- and di-saccharide accepters that have a non-reducing terminal galactose unit to give products containing the α-D-Galp-(1→3)-D-Galp epitope found on pig tissue and which is responsible for the hyperacute rejection response in xenotransplantation of pig organs into man.

Methods for synthesis of alpha-d-gal (1~>3) gal-containing oligosaccharides

This invention relates to reagents and methods for synthesis of biologically active di- and tri-saccharides comprising α-D-Gal(1→3)-D-Gal. In particular the invention provides novel reagents, intermediates and processes for the solution or solid phase synthesis of α-D-galactopyranosyl-(1→3)-D-galactose, and derivatives thereof. In one preferred embodiments the invention provides a protected monosaccharide building block of general formula (II): in which R3 is methoxy or methyl; R1 is H, benzoyl, pivaloyl, 4-chlorobenzoyl, acetyl, chloroacetyl, levulinoyl, 4-methylbenzoyl, benzyl, 3,4-methylenedioxybenzyl, 4-methoxybenzyl, 4-chlorobenzyl, 4-acetamidobenzyl, or 4-azidobenzyl; and R2 is H, Fmoc, benzoyl, pivaloyl, 4-chlorobenzoyl, acetyl, chloroacetyl, levulinoyl, 4-methylbenzoyl, benzyl, 3,4-methylenedioxybenzyl, 4-methoxybenzyl, 4-chlorobenzyl, 4-acetamidobenzyl, or 4-azidobenzyl.

Chemoenzymatic synthesis of Galα1-3Gal, Galα1-3Galβ1-4GlcNAc, and their PEG-conjugates

Galα1-3Gal-pNP was prepared enzymatically from Gal-pNP using α-galactosidase from coffee beans. PEG was attached after the reduction of nitro group into amino group to give Galα1-3Gal-PEG conjugate. After removing the pNP group in Galα1-3Gal-pNP, the obtained disaccharide was used for the synthesis of Galα1-3Galβ1-4GlcNAc and corresponding trisaccharide-PEG conjugate.

Synthesis of Blood-group Substances. Part 11. Synthesis of the Trisaccharide O-α-D-Galactopyranosyl-(1-->3)-O-β-D-galactopyranosyl-(1-->4)-2-acetamido-2-deoxy-D-glucopyranose

Reaction of 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide with benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside in 1,2-dichloroethane in the presence of mercuric bromide and molecular sieves (4 Angstroem) provided after O-deacetylation

SYNTHESIS OF THE TETRASACCHARIDE O-α-L-FUCOPYRANOSYL-(1->2)-3)>-O-β-D-GALACTOPYRANOSYL-(1->4)-2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSE, THE ANTIGENIC DETERMINANT OF HUMAN BLOOD-GROUP B (TYPE 2)

Treatment of benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-β-D-galactopyranosyl-α-D-glucopyranoside with benzaldehyde in the presence of zinc chloride, followed by regioselective benzoylation (N-benzoylimidazole in dichloromethane) provided crystalline benzyl 2-acetamido-4-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside.Condensation of this disaccharide with 2,3,4-tri-O-benzyl-1-O-(N-methylacetimidyl)-β-L-fucopyranose in nitromethane in the presence of p-toluenesulfonic acid and molecular sieves 4 Angstroem gave benzyl O-(2,3,4,-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-(3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside.Debenzoylation, followed by condensation with 2,3,4,6-tetra-O-benzyl-1-O-(N-methylacetimidyl)-β-D-galactopyranose under the same conditions provided a tetrasaccharide derivative that was catalytically hydrogenolyzed into the title compound.