534-68-9

Basic information

• Product Name: 2-O-(α-D-Galactopyranosyl)glycerol
• Synonyms: 2-(α-D-Galactopyranosyloxy)-2-(hydroxymethyl)ethanol;2-Glyceryl α-D-galactopyranoside;2-Hydroxy-1-(hydroxymethyl)ethyl α-D-galactopyranoside;2-O-(α-D-Galactopyranosyl)glycerol;Floridoside;Fluoridoside
• CAS NO: 534-68-9
• Molecular Formula: C₉H₁₈O₈
• Molecular Weight: 254.23442
• Mol File: 534-68-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-O-(α-D-Galactopyranosyl)glycerol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-O-(α-D-Galactopyranosyl)glycerol(534-68-9)
• EPA Substance Registry System: 2-O-(α-D-Galactopyranosyl)glycerol(534-68-9)

Safety Data

• Hazardous Substances Data: 534-68-9(Hazardous Substances Data)

Usage

Description

2-O-(α-D-Galactopyranosyl)glycerol is a naturally occurring glycolipid found in marine red algae, specifically in the species Laurencia undulata. It is characterized by the presence of a galactopyranosyl group attached to the second carbon of glycerol, which gives it unique structural and functional properties. This molecule has garnered significant interest due to its potential bioactive properties and applications in various fields.

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 
• 67-56-1 methanol 
• 120601-64-1 regaloside G 
• 131831-31-7 2-O-β-D-glucopyranosyl-D-glyceraldehyde 
• 131831-29-3 2-O-β-D-glucopyranosyl-L-glyceraldehyde 
• 157024-67-4 (β,β'-dihydroxy-isopropyl)-(tetra-O-acetyl-β-D-glucopyranoside) 
• 157024-66-3 1,3-di-O-benzyl-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-sn-glycerol 
• 76222-76-9 (ξ-2-phenyl-[1,3]dioxan-5-yl)-[tetra-O-acetyl-β-D-glucopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 604-69-3 β-D-glucose pentaacetate 
• 584-30-5 laminaribiose 
• 10159-52-1 2-O-β-D-glucopyranosyl-D-arabinitol 
• 86049-24-3 2-O-β-D-glucopyranosyl-D-arabinose 
• 10547-04-3 2-O-β-D-glucopyranosyl-D-erythritol 

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 articles and documents

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

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.