59571-75-4

Usage

Uses

1. Enzyme Substrate:
ALPHA-D-MAN-[1->2]-ALPHA-D-MAN-1->OME is used as a substrate for the linkage-specific 1,2-α-mannosidase from Aspergillus niger. This application is crucial for studying the enzyme's activity and its role in various biological processes.
2. Organic Synthesis:
In the field of organic synthesis, ALPHA-D-MAN-[1->2]-ALPHA-D-MAN-1->OME is used as a compound that contributes to the development of new chemical entities. Its unique structure allows for the creation of various complex molecules with potential applications in different industries.
3. Pharmaceutical Industry:
Used in the Pharmaceutical Industry, ALPHA-D-MAN-[1->2]-ALPHA-D-MAN-1->OME serves as a key intermediate in the synthesis of various pharmaceutical compounds. Its role in this industry is vital for the development of new drugs and therapies.
4. Research and Development:
ALPHA-D-MAN-[1->2]-ALPHA-D-MAN-1->OME is also used in research and development for its potential applications in understanding the structure and function of complex carbohydrates and their interactions with biological systems.

InChI:InChI=1/C13H24O11/c1-21-13-11(9(19)7(17)5(3-15)23-13)24-12-10(20)8(18)6(16)4(2-14)22-12/h4-20H,2-3H2,1H3/t4-,5-,6-,7-,8+,9+,10+,11+,12-,13+/m1/s1

Upstream product

• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 10357-27-4 4-nitrophenyl-α-D-mannopyranoside 
• 991-43-5 guanosine 5'-diphospho-D-mannose 
• 67-56-1 methanol 
• 87733-76-4 mukurozisaponin Y₁ 

Downstream Products

• 110824-84-5 methyl 6-O-(diphenoxy)phosphoryl-2-O-<6-O-(diphenoxy)phosphoryl-α-D-mannopyranosyl>-α-D-mannopyranoside 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of GDP-azidodeoxymannoses: Non-radioactive probes for mannosyltransferase activity

GDP-2-, 3-, 4- or 6-azidomannoses can be successfully prepared from the corresponding azidomannose-1-phosphates and GTP using the enzyme GDP-Mannosepyrophosphorylase (GDP-ManPP) from Salmonella enterica and may serve as useful probes for mannosyltransferase activity. The Royal Society of Chemistry.

Large Scale Production of Recombinant α-1,2-Mannosyltransferase from E. coli for the Study of Acceptor Specificity and Use of the Recombinant Whole Cells in Synthesis

We report the first large scale heterologous expression of a recombinant yeast α-1,2-mannosyltransferase in E. coli.The enzyme was isolated from 10-L and 50-L fermentations, purified and used for mannosylation reactions.The specificity of the recombinant enzyme was extensively studied by using mannose derivatives, oligosaccharides, and analogs as acceptors, and the results show that the enzyme exhibits high activities toward ManOMe and disaccharides connected by an α-1,2-mannosidic linkage.The recombinant E. coli cells were also used as a catalyst for glycosylation reaction, and mannosylation of saccharides and glycopeptides proceeded in moderate to good yields.

A SIMPLE STRATEGY FOR CHANGING THE REGIOSELECTIVITY OF GLYCOSIDASE-CATALYSED FORMATION OF DISACCHARIDES

The regioselectivity of glycosidase-catalysed formation of disaccharides can be changed by using α- or β-glycosyl acceptors with various aglycons.The preponderant formation of other than (1->6) linkages can be effected with glycosidases which normally give (1->6) linkages.Thus, an α-D-galactosidase can be induced to catalyse the formation mainly of α-(1->2)-, α-(1->3)-, or α-(1->6)-linked digalctosides.Both the structure of the aglycon and the configuration of the glycosidic linkage can have a pronounced influence on the regioselectivity of disaccharide formation.Enzymic syntheses, in yields of 20-30percent, are described of α-D-Galp-(1->3)-α-D-Galp-OMe, β-D-Galp-(1->3)-β-D-Galp-OMe, β-D-Galp-(1->6)-α-D-Galp-OMe, α-D-Manp-(1->2)-α-D-Manp-OMe, α-D-Manp-(1->6)-α-D-Manp-OMe, α-D-Galp-(1->2)-α-D-Galp-OPhNO2-o, α-D-Galp-(1->3)-α-D-Galp-OPhNO2-p, α-D-Manp-(1->2)-α-D-Manp-OPhNO2-p, and α-D-Manp-(1->2)-α-D-Manp-(1->2)-α-D-Manp-OMe.Soluble and immobilised enzymes have been used.

SELECTIVE CLEAVAGE OF ESTER TYPE GLYCOSIDE-LINKAGES AND ITS APPLICATION TO STRUCTURE DETERMINATION OF NATURAL OLIGOGLYCOSIDES

On treatment with anhydrous LiI, 2,6-lutidine and anhydrous methanol, an ester type glycosyl linkage of acidic tri- and di-terpenes was selectively cleaved without decomposition of a reducing terminal of the resulting sugar moiety to give an anomeric mixture of methyl glycosides along with an aglycone or a pro-aglycone in quantitative yield.In this reaction, no hydrolysis of any other glycoside linkages took place.