136457-84-6

Upstream product

• 87-89-8 D-myo-inositol 
• 7585-39-9 β‐cyclodextrin 
• 210281-95-1 β-D-mannopyranosyl fluoride 
• 439-03-2 2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl fluoride 
• 28140-37-6 3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-β-D-mannopyranoside 
• 6587-77-5 1-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,3,4,5,6-penta-O-acetyl-sn-myo-inositol 
• 29971-56-0 1-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-3,4,5,6-tetra-O-acetyl-sn-myo-inositol 

Downstream Products

• 6587-77-5 1-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-2,3,4,5,6-penta-O-acetyl-sn-myo-inositol 

Relevant academic research and scientific papers

Regioselective glucosylation of inositols catalyzed by Thermoanaerobacter sp. CGTase

Monoglucosylated products of l-chiro-, d-chiro-, muco-, and allo-inositol were synthesized by regioselective α-d-glucosylation with cyclodextrin glucosyl transferase from Thermoanaerobacter sp. after hydrolysis of by products with Aspergillus niger glucoamylase. While the reactions carried out with d-chiro-, muco-, and allo-inositol resulted in the regioselective formation of monoglucosylated products, two products were obtained in the reaction with l-chiro-inositol. Through the structural characterization of the glucosylated inositols here we demonstrated that the selectivity observed in the glucosylation of several inositols by Thermoanaerobacter sp. CGTase, is analogous to the specificity observed for the glucosylation of β-d-glucopyranose and equivalent glucosides.

Creation of an α-mannosynthase from a broad glycosidase scaffold

α-Mannosides made easy: Mutation of a family-GH31 α-glucosidase that displays plasticity to alterations at the 2-OH position of donor substrates created an efficient α-mannoside-synthesizing biocatalyst. A simple fluoride donor reagent was used for the synthesis of a range of mono-α-mannosylated conjugates using the α-mannosynthase displaying low (unwanted) oligomerization activity. Copyright

Stereoselective enzymatic synthesis of monoglucosyl-myo-inositols with in vivo anti-inflammatory activity

The monoglucosyl-inositols α-d-glucopyranosyl-(1→4)-4d-myo-inositol 3 and α-d-glucopyranosyl-(1→1)-1d-myo-inositol 4 were synthesized by a combined enzymatic transglucosylation and hydrolysis strategy, using cyclodextrin glucosyl transferase (CGTase) from Thermoanaerobacter sp., followed by hydrolysis with Aspergillus niger glucoamylase. The glucosides were separated by preparative HPLC and fully characterized by extensive 1D and 2D NMR studies. The structure of the regioisomer 4 was confirmed by X-ray crystallography of its perbenzoylated derivative 4a. Both isomers demonstrated in vivo anti-inflammatory activity at comparative levels to corticosterone on mouse ear oedema induced by 12-O-tetradecanoylphorbol-13-acetate (TPA) and in rat hind paw oedema induced by carrageenan.

DERIVATIVES OF ASYMMETRICALLY SUBSTITUTED MYO-INOSITOL. XXXIII. SYNTHESIS OF DIASTEROMERIC MANNOSIDES OF MYO-INOSITOL

Diastereomeric acetylated mannosides of myo-inositol were synthesized by the glycosylation of the racemic acetates of myo-inositol with the ethyl orthoacetate of D-mannose.The synthesized mannosides of myo-inositol can be used for the production of chiral myo-inositol acetates and as intermediates in the synthesis of complex phosphoinositides.