51157-42-7

Usage

Uses

Used in Pharmaceutical Industry:
Laminaribiose Octaacetate is used as a pharmaceutical compound for its potential therapeutic applications. Its unique structure and properties make it a promising candidate for the development of new drugs and therapies.
Used in Cosmetic Industry:
Laminaribiose Octaacetate is used as an ingredient in cosmetic products for its potential benefits to skin health. Its unique properties may contribute to improved skin hydration, elasticity, and overall appearance.
Used in Food Industry:
Laminaribiose Octaacetate is used as a food additive for its potential health benefits. Its unique properties may contribute to improved digestion, gut health, and overall well-being.
Used in Research:
Laminaribiose Octaacetate is used in research settings for its potential applications in various scientific fields. Its unique structure and properties make it an interesting subject for further study and exploration.

InChI:InChI=1/C28H38O19/c1-11(29)37-9-19-21(39-13(3)31)23(41-15(5)33)25(42-16(6)34)28(46-19)47-24-22(40-14(4)32)20(10-38-12(2)30)45-27(44-18(8)36)26(24)43-17(7)35/h19-28H,9-10H2,1-8H3/t19?,20?,21-,22-,23+,24+,25+,26+,27+,28+/m1/s1

Upstream product

• 22352-62-1 O¹,O²,O⁴,O⁶-Tetraacetyl-O³-(tetra-O-acetyl-α-D-galactopyranosyl)-ξ-D-glucopyranose 
• 108-24-7 acetic anhydride 
• 40592-72-1 O³-α-D-Galactopyranosyl-D-glucose 
• 35106-01-5 3,4,6-tri-O-acetyl-1,2-O-<1-(exo-cyano)ethylidene>-α-D-glucopyranose 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 27086-14-2 1,2,4,6-tetra-O-acetyl-β-D-glucopyranose 
• 604-69-3 β-D-glucose pentaacetate 
• 584-30-5 laminaribiose 

Downstream Products

• 22352-62-1 O¹,O²,O⁴,O⁶-Tetraacetyl-O³-(tetra-O-acetyl-ξ-D-galactopyranosyl)-ξ-D-mannopyranose 
• 23202-66-6 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1→3)-2,4,6-tri-O-acetyl-α-D-glucopyranosyl bromide 
• 536754-82-2 4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside 
• 909100-01-2 3-O-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranosyl]-4,6-O-benzylidene-N-benzyloxycarbonyl-2-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol 
• 909100-03-4 4,6-O-benzylidene-N-benzyloxycarbonyl-1,5-dideoxy-3-O-[β-D-glucopyranosyl-(1->3)-β-D-glucopyranosyl]-1,5-imino-D-glucitol 

Relevant academic research and scientific papers

N-Carboxyanhydride Polymerization of Glycopolypeptides That Activate Antigen-Presenting Cells through Dectin-1 and Dectin-2

The C-type lectins dectin-1 and dectin-2 contribute to innate immunity against microbial pathogens by recognizing their foreign glycan structures. These receptors are promising targets for vaccine development and cancer immunotherapy. However, currently available agonists are heterogeneous glycoconjugates and polysaccharides from natural sources. Herein, we designed and synthesized the first chemically defined ligands for dectin-1 and dectin-2. They comprised glycopolypeptides bearing mono-, di-, and trisaccharides and were built through polymerization of glycosylated N-carboxyanhydrides. Through this approach, we achieved glycopolypeptides with high molecular weights and low dispersities. We identified structures that elicit a pro-inflammatory response through dectin-1 or dectin-2 in antigen-presenting cells. With their native proteinaceous backbones and natural glycosidic linkages, these agonists are attractive for translational applications.

Orthogonal Active-Site Labels for Mixed-Linkage endo-β-Glucanases

Small molecule irreversible inhibitors are valuable tools for determining catalytically important active-site residues and revealing key details of the specificity, structure, and function of glycoside hydrolases (GHs). β-glucans that contain backbone β(1,3) linkages are widespread in nature, e.g., mixed-linkage β(1,3)/β(1,4)-glucans in the cell walls of higher plants and β(1,3)glucans in yeasts and algae. Commensurate with this ubiquity, a large diversity of mixed-linkage endoglucanases (MLGases, EC 3.2.1.73) and endo-β(1,3)-glucanases (laminarinases, EC 3.2.1.39 and EC 3.2.1.6) have evolved to specifically hydrolyze these polysaccharides, respectively, in environmental niches including the human gut. To facilitate biochemical and structural analysis of these GHs, with a focus on MLGases, we present here the facile chemo-enzymatic synthesis of a library of active-site-directed enzyme inhibitors based on mixed-linkage oligosaccharide scaffolds and N-bromoacetylglycosylamine or 2-fluoro-2-deoxyglycoside warheads. The effectiveness and irreversibility of these inhibitors were tested with exemplar MLGases and an endo-β(1,3)-glucanase. Notably, determination of inhibitor-bound crystal structures of a human-gut microbial MLGase from Glycoside Hydrolase Family 16 revealed.

1,3-Dideoxynojirimycin-3-yl glycosides of β-(1→3)- and β-(1→6)-linked gluco-oligosaccharides

Standard chemical methods involving the use of O-acetylated glycosyl trichloroacetimidates as glycosylating agents were used to prepare the five 1,3-dideoxynojirimycin-3-yl β-(1→3)-linked oligo-glucosides (1-5) and also the β-(1→6)-bonded glucobiose (gent

The Synthesis of Active-Site Directed Inhibitors of Some β-Glucan Hydrolases

The 2,3-epoxypropyl, 3,4-epoxybutyl and 4,5-epoxypentyl β-glycosides of D-glucose, cellobiose and laminaribiose have been prepared.As well, the 4,5-epoxypentyl β-glycosides of cellotriose, laminaritriose and two other trisaccharides have been synthesized. 3,4-Epoxybutyl β-cellobioside has also been prepared with a 14C-label in the cellobiose residue.