glucosylglycerol Chemical Properties

Melting point:

121 °C

Boiling point:

606.1±55.0 °C(Predicted)

Density 

1.58±0.1 g/cm3(Predicted)

vapor pressure 

0.022Pa

storage temp. 

Hygroscopic, Refrigerator, under inert atmosphere

solubility 

Methanol (Slightly), Water (Slightly, Sonicated)

pka

12.85±0.70(Predicted)

form 

Solid

color 

White to Off-White

Stability:

Very Hygroscopic

InChI

InChI=1/C9H18O8/c10-1-4(2-11)16-9-8(15)7(14)6(13)5(3-12)17-9/h4-15H,1-3H2/t5-,6-,7+,8-,9+/s3

InChIKey

AQTKXCPRNZDOJU-QHXZDXPMNA-N

SMILES

O([C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)C(CO)CO |&1:1,2,3,5,7,r|

LogP

-3.46

glucosylglycerol Usage And Synthesis

Structure

According to the stereo conformation of glycosidic linkages, naturally occurring Glucosylglycerols (GGs) are generally divided into α-GGs and β-GGs. Whereas α-GGs are mainly identified in microorganisms during their responses to environmental stresses, to date, β-GGs are found exclusively in higher plants.

Description

Glucosylglycerols (GGs) are a group of small heterosides comprising one molecule of glucose and one molecule of glycerol via glycosidic bonds. In nature, glycosidic linkages within GGs are established between the C1-hydroxyl group of glucose and one of the three hydroxyl groups of sn-glycerol. They are mainly produced by many moderately salt-tolerant cyanobacteria as compatible solutes in a salt-dependent manner and synthesized in a few higher plants and fermentation processes. Because of their many interesting physicochemical properties and biological activities, such as low sweetness, low hygroscopicity, high water-holding capacity, excellent biocompatibility, favourable performance in protecting macromolecules, and antitumor activity, GGs exhibit large application potential in the fields of cosmetics, health care, food service, enzyme production, and pharmaceuticals[1].

Uses

2-O-α-D-Glucosylglycerol is used to prepare glycoglycerolipid analogs active as antitumor-promoters the influence of the anomeric configuration.

Definition

ChEBI: 2-O-(alpha-D-glucopyranosyl)glycerol is a glucosylglycerol consisting of an alpha-D-glucosyl residue attached at position 2 of glycerol via a glycosidic bond. It has a role as an osmolyte and a bacterial metabolite. It is a glucosylglycerol and an alpha-D-glucoside.

References

[1] Quan Luo, Xuefeng Lu, Yangkai Duan . “Biological sources, metabolism, and production of glucosylglycerols, a group of natural glucosides of biotechnological interest.” Biotechnology advances 59 (2022): Article 107964.

glucosylglycerol(22160-26-5)Related Product Information

• TATM
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• Oat, ext.
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• potassium 2-hydroxy-4-methoxybenzoate
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