58166-26-0

Upstream product

• 56180-94-0 α-acarbose 
• 57-50-1 Sucrose 
• 921-60-8 L-glucose 
• 41847-61-4 (3S,4S,5R)-2-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetrol 
• 89025-46-7 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride 
• 59-92-7 levodopa 
• 124040-50-2 benzyl 1,3,4-tri-O-benzoyl-β-D-fructopyranoside 
• 124040-55-7 Benzyl-1,3,4-tri-O-benzoyl-5-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-fructopyranosid 

Downstream Products

• 79-14-1 glycolic Acid 
• 849585-22-4 LACTIC ACID 
• 473-81-4 glyceric acid 
• 503-66-2 3-hydroxypropionic acid 
• 1551576-98-7 2-[(1'R,2'S,3'R)-3'-(α-D-glucopyranosyloxy)-1',2',4'-trihydroxybutyl]quinoxaline 
• 1462942-91-1 4-[(1'R,2'S,3'R)-3'-(α-D-glucopyranosyloxy)-1',2',4'-trihydroxybutyl]-2-methylimidazole 
• 1462942-88-6 4-[(1'R,2'S,3'R)-3'-(α-D-glucopyranosyloxy)-1',2',4'-trihydroxybutyl]-imidazole 
• 131157-69-2 1,3,4-tri-O-benzoyl-5-O-(2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl)-β-D-fructopyranose 

Relevant academic research and scientific papers

Enzymatic synthesis of l-DOPA α-glycosides by reaction with sucrose catalyzed by four different glucansucrases from four strains of Leuconostoc mesenteroides

Synthesized by reaction of Leuconostoc mesenteroides B-512FMC, B-742CB, B-1299A dextransucrases, and B-1355C alternansucrase with sucrose and l-DOPA α-glycosides were synthesized by reaction of l-DOPA with sucrose, catalyzed by four different glucansucras

Alternansucrase acceptor reactions with D-tagatose and L-glucose

Alternansucrase (EC 2.4.1.140) is a d-glucansucrase that synthesizes an alternating α-(1→3), (1→6)-linked d-glucan from sucrose. It also synthesizes oligosaccharides via d-glucopyranosyl transfer to various acceptor sugars. Two of the more efficient monosaccharide acceptors are d-tagatose and l-glucose. In the presence of d-tagatose, alternansucrase produced the disaccharide α-d-glucopyranosyl-(1→1)-β-d-tagatopyranose via glucosyl transfer. This disaccharide is analogous to trehalulose. We were unable to isolate a disaccharide product from l-glucose, but the trisaccharide α-d-glucopyranosyl-(1→6)-α-d-glucopyranosyl-(1→4) -l-glucose was isolated and identified. This is analogous to panose, one of the structural units of pullulan, in which the reducing-end d-glucose residue has been replaced by its l-enantiomer. The putative l-glucose disaccharide product, produced by glucoamylase hydrolysis of the trisaccharide, was found to be an acceptor for alternansucrase. The disaccharide, α-d-glucopyranosyl- (1→4)-l-glucose, was a better acceptor than maltose, previously the best known acceptor for alternansucrase. A structure comparison of α-d-glucopyranosyl-(1→4)-l-glucose and maltose was performed through computer modeling to identify common features, which may be important in acceptor affinity by alternansucrase.

Synthesis of acarbose analogues by transglycosylation reactions of Leuconostoc mesenteroides B-512FMC and B-742CB dextransucrases.

Two new acarbose analogues were synthesized by the reaction of acarbose with sucrose and dextransucrases from Leuconostoc mesenteroides B-512FMC and B-742CB. The major products for each reaction were subjected to yeast fermentation, and then separated and

NEUE SYNTHESE UND KRISTALLSTRUKTUR DER LEUCROSE

Boron trifluoride-catalyzed condensation of 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride (2) with 3,4-di-O-benzoyl-1,2-O-isopropylidene-β-D-fructopyranose (1) gave preferentially the α-D-(1->5)-linked disaccharide 8.Similarly, glycosylation of benzyl 1,3,4-tri-O-benzoyl-β-D-fructopyranoside (4) with 2 gave preponderantly a disaccharide derivative that, after cleavage of benzoyl as well as benzyl groups, afforded leucrose (5-O-α-D-glucopyranosyl-β-D-fructopyranose; 13).This crystallized in the orthorhombic space group P212121 containing four sugar and four water molecules in the unit cell in two positions in the ratio of 4:1.As expected, both the fructopyranose and the glucopyranose rings adopted the 2C5(D) or 4C1(D) chair conformations, respectively.