534-68-9

Usage

Uses

Used in Pharmaceutical Applications:
2-O-(α-D-Galactopyranosyl)glycerol is used as a bioactive compound for promoting osteogenic differentiation in murine bone marrow mesenchymal cells. This application is particularly relevant in the field of regenerative medicine and tissue engineering, where the stimulation of bone formation is a critical aspect.
Used in Marine Biotechnology:
In the marine biotechnology industry, 2-O-(α-D-Galactopyranosyl)glycerol is used as a source of novel bioactive molecules. Its unique structure and properties make it a valuable candidate for the development of new drugs and therapeutic agents, particularly those targeting bone-related conditions.
Used in Cosmetics:
2-O-(α-D-Galactopyranosyl)glycerol is used as an active ingredient in the cosmetics industry for its potential benefits in skin health and regeneration. Its ability to promote osteogenic differentiation may translate to improved skin cell regeneration and overall skin quality.
Used in Nutritional Supplements:
As a naturally occurring compound with potential health benefits, 2-O-(α-D-Galactopyranosyl)glycerol can be used as an additive in nutritional supplements, particularly those aimed at promoting bone health and overall well-being.

Upstream product

• 76222-77-0 2-O-(β-D-glucopyranosyl)-1,3-O-benzylideneglycerol 
• 131831-31-7 2-O-β-D-glucopyranosyl-D-glyceraldehyde 
• 131831-29-3 2-O-β-D-glucopyranosyl-L-glyceraldehyde 
• 120601-64-1 regaloside G 
• 157024-67-4 (β,β'-dihydroxy-isopropyl)-(tetra-O-acetyl-β-D-glucopyranoside) 
• 76222-76-9 (ξ-2-phenyl-[1,3]dioxan-5-yl)-[tetra-O-acetyl-β-D-glucopyranoside 
• 584-30-5 laminaribiose 
• 86049-24-3 2-O-β-D-glucopyranosyl-D-arabinose 
• 10547-04-3 2-O-β-D-glucopyranosyl-D-erythritol 
• 56-81-5 glycerol 
• 499-40-1 melibiose 
• 59-56-3 α-D-glucopyranosyl-1-phosphate 
• 10159-52-1 2-O-β-D-glucopyranosyl-D-arabinitol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 36722-53-9 (β,β'-bis-benzoyloxy-isopropyl)-(tetra-O-benzoyl-β-D-glucopyranoside) 
• 113134-96-6 (β,β'-dimethoxy-isopropyl)-(tetra-O-methyl-β-D-glucopyranoside) 
• 158110-30-6 (2R)-1-O-acetyl-2-O-(β-D-glucopyranosyl)glycerol 
• 131831-28-2 (2S)-1-O-acetyl-2-O-β-D-glucopyranosyl-sn-glycerol 
• 176966-03-3 1-O-butanoyl-2-O-β-D-glucopyranosyl-sn-glycerol 
• 176966-04-4 1-O-decanoyl-2-O-β-D-glucopyranosyl-sn-glycerol 

Relevant academic research and scientific papers

Enzymatic properties and transglycosylation of α-galactosidase from Penicillium oxalicum so

Penicillium oxalicum SO α-galactosidase demonstrated weak hydrolysing activity but a high rate of transglycosylation in the reaction with melibiose, where the major product was 6-α-galactosyl melibiose. The transfer ratio was 83.6% and was maintained over

Small-molecule glucosylation by sucrose phosphorylase: Structure-activity relationships for acceptor substrates revisited

Sucrose phosphorylase catalyzes the O-glucosylation of awide range of acceptor substrates. Acceptors presenting a suitable 1,2-diol moiety are glucosylated exclusively at the secondary hydroxyl. Production of the naturally occurring compatible solute, 2-O-α-D-glucopyranosyl-sn-glycerol, from sucrose and glycerol is a notable industrial realization of the regio-and stereoselective biotransformation promoted by sucrose phosphorylase. The acceptor substrate specificity of sucrose phosphorylase was analyzed on the basis of recent high-resolution crystal structures of the enzyme. Interactions at the acceptor binding site, observed in the crystal (D-fructosyl) and suggested by results of docking experiments (glycerol), are used to rationalize experimentally determined efficiencies and regioselectivities of enzymatic glucosyl transfer.

Synthesis of glycosyl glycerols and related glycolipids

Several isomeric glycosyl glycerols were synthesized. Acetylated allyl glycosides of D-glucose and D-galactose were transformed into 1-O-(glycopyranosyl)-rac-glycerols in a three step procedure via the corresponding 2,3-epoxypropyl glycosides and the peracetylated glycosyl glycerols. Tetra-O-benzyl-D-glucose was glycosylated with 1,3-di-O-benzylglycerol to give the α-anomer preferentially. The 2-O-(tetra-O-acetyl-β-glycopyranosyl)-sn-glycerols and 2-O-(β-glycopyranosyl)-sn-glycerols of D-glucose, D-galactose and N-acetyl-D-glucosamine and the corresponding α-derivatives of D-mannose were synthesized by selective glycosylation methods from 1,3-di-O-benzylglycerol and 1,3-O-benzylideneglycerol, respectively, and activated sugar compounds followed by hydrogenolysis. After long chain acylation and selective deacetylation the 1,3-di-O-acyl-2-O-β-glycopyranosyl)-sn-glycerols of D-glucose, D-galactose and N-acetyl-D-glucosamine and the corresponding α-derivative of D-mannose were synthesized.

LILIOSIDE A FROM LILIUM LONGIFLORUM: SYNTHESIS AND ABSOLUTE CONFIGURATION

The absolute configuration of lilioside A, previously isolated from Lilium longiflorum, has been established as 2R by the syntheses of lilioside A and its diastereoisomer from laminaribiose and cellobiose, respectively.

REGALOSIDE A AND B, ACYLATED GLYCEROL GLUCOSIDES FROM LILIUM REGALE

Novel acylated glycerol glucosides, regaloside A and B, both bitter to the taste, have been isolated from the fresh bulbs of Lilium regale.Their structures have been shown by the spectral and chemical evidence to be (2S)-1-O-p-coumaroyl-3-O-β-D-glucopyranosylglycerol and (2S)-1-O-p-coumaroyl-2-O-β-D-glucopyranosyl-3-O-acetylglycerol, respectively.Key Word Index - Lilium regale; Liliaceae; acylated glycerol glucosides; p-coumaric acid esters; regaloside A; regaloside B; bitter principles; stereochemistry.

New Phenylpropanoid Glycerol Glucosides from the Bulbs of Lilium Species

The fresh bulbs of the genus Lilium have yielded new phenylpropanoid glycerol glucosides, epi-regaloside A (6b), epi-regaloside C (7b) and epi-regaloside F (10b), as mixtures with the corresponding (2S)-regalosides (6a, 7a and 10a), and regaloside G (11).Compounds 6b and 7b have been obtained from Lilium pardarinum, and 6b, 10b and 11 from L. auratum.The spectroscopic data and chemical evidence have allowed us to assign the structures of 6b, 7b, 10b and 11 as (2R)-1-O-p-coumaroyl-3-O-β-D-glucopyranosylglycerol, (2R)-1-O-caffeoyl-3-O-β-D-glucopyranosylglycerol, (2R)-1-O-feruloyl-3-O-β-D-glucopyranosylglycerol and (2S)-1-O-feruloyl-2-O- β-D-glucopyranosylglycerol, respectively.In addition, jatropham and its glucoside have been detected in the fresh bulbs of L. medeoloides.Several previously reported compounds have also been obtained and identified.Keywords - Lilium pardarinum; Lilium auratum; Lilium medeoloides; Liliaceae; phenolic glycerol glucoside; epi-regaloside A; epi-regaloside C; epi-regaloside F; regaloside G; jatropham