22160-26-5, GG, 甘油葡糖苷,
2-O-α-D-Glucosylglycerol,
CAS:22160-26-5
C9H18O8 / 254.23
格莱可因
甘油葡糖苷
极美丝GG
甘油葡萄糖苷
甘油葡糖苷复活草提取物
格莱可因(甘油葡糖苷)
2-O-(Α-D-吡喃葡萄糖基)-甘油
GLUCOSYLGLYCEROL(格莱可因)
GG
Glycoin
Extremys GG
Skycore AGG
glucosylglycerol
GLYCERYL GLUCOSIDE
Glyceryl Glucoside
2-O-α-D-Glucosylglycerol
Glucosylglycerol (2-O-alpha-D-glucopyranosyl-sn-glycerol) is a naturally occurring molecule found in various plants, bacteria, and algae. It was first discovered in the dried bonito (fish) broth in Japan in 1949, and since then, it has been found in many other organisms, including cyanobacteria, fungi, and higher plants. Glucosylglycerol has been the focus of much research due to its unique properties and potential applications in various fields, such as biotechnology, medicine, and cosmetics. This paper will provide an overview of glucosylglycerol, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry, limitations, and future directions.
Definition and Background
Glucosylglycerol is a non-reducing disaccharide glycerol derivative composed of a glucose molecule attached to the hydroxyl group at the sn-3 position of sn-glycerol via an alpha-glycosidic bond. This molecule is chemically stable and water-soluble. Glucosylglycerol is synthesized in response to environmental stresses, such as high salinity, low temperature, and water deficit, which can threaten the integrity of cell membranes. In these situations, glucosylglycerol acts as an osmoprotectant and stabilizes cellular membranes, enabling the organisms to survive under adverse conditions. Glucosylglycerol has also been shown to have other biological functions, such as antioxidant, anti-inflammatory, and antitumor activities.
Synthesis and Characterization
Glucosylglycerol can be synthesized chemically or enzymatically. The chemical synthesis involves the reaction of sn-glycerol with glucose in the presence of a catalyst, such as silver nitrate or boron trifluoride, to form glucosylglycerol. The enzymatic synthesis involves the use of glycerol kinase and glucosyltransferase to convert sn-glycerol and glucose into glucosylglycerol. Glucosylglycerol can be characterized using various analytical techniques, such as nuclear magnetic resonance spectroscopy, mass spectrometry, and high-performance liquid chromatography.
Analytical Methods
Various analytical methods have been developed to detect and quantify glucosylglycerol in biological samples, including plants, bacteria, and algae. These methods include colorimetric assays, enzyme-linked immunosorbent assays (ELISA), high-performance anion-exchange chromatography, and gas chromatography-mass spectrometry. These methods are sensitive, specific, and reliable, and they have been widely used in research to study the distribution, biosynthesis, and metabolic pathways of glucosylglycerol in different organisms.
Biological Properties
Glucosylglycerol has been shown to have various biological properties, including osmoprotection, antioxidant, anti-inflammatory, antitumor, and antiaging activities. Glucosylglycerol functions as an osmoprotectant by stabilizing cellular membranes under high salt, low temperature, and water deficit conditions. Glucosylglycerol also acts as an antioxidant by scavenging free radicals and reducing oxidative stress. Glucosylglycerol has been shown to have anti-inflammatory effects by inhibiting the production of inflammatory cytokines and enzymes. Glucosylglycerol has potential antitumor activity by inducing apoptosis and inhibiting the proliferation of cancer cells. Glucosylglycerol has also been shown to have antiaging effects by activating the expression of genes involved in antiaging pathways.
Toxicity and Safety in Scientific Experiments
Glucosylglycerol has been shown to be safe and non-toxic in various scientific experiments. Glucosylglycerol has been tested for its acute oral toxicity, skin irritation, and eye irritation in rats, rabbits, and guinea pigs, and no significant adverse effects were observed. Glucosylglycerol has also been tested for its genotoxicity and carcinogenicity in vitro and in vivo, and no mutagenic or tumorigenic effects were found. Glucosylglycerol is generally recognized as safe (GRAS) by the United States Food and Drug Administration (FDA) and has been approved for use in various food, beverage, and cosmetic products.
Applications in Scientific Experiments
Glucosylglycerol has potential applications in various scientific experiments, such as biotechnology, medicine, and cosmetics. Glucosylglycerol can be used as a cryoprotectant to protect biological tissues and cells during cryopreservation. Glucosylglycerol can also be used as an osmoprotectant in the production of high-salt-tolerant crops and microorganisms. Glucosylglycerol can be used as an antioxidant and anti-inflammatory agent in the treatment of various diseases, such as cardiovascular diseases, neurodegenerative diseases, and inflammatory disorders. Glucosylglycerol can also be used as an antiaging agent in cosmetic products.
Current State of Research
Glucosylglycerol is a rapidly growing field of research, with many studies focusing on its biosynthesis, metabolic pathways, regulation, and biological functions. Glucosylglycerol has been found to play important roles in various organisms, such as plants, bacteria, and algae, and it has potential applications in various fields, such as biotechnology, medicine, and cosmetics.
Potential Implications in Various Fields of Research and Industry
Glucosylglycerol has potential implications in various fields of research and industry, such as biotechnology, agriculture, medicine, and cosmetics. Glucosylglycerol can be used as a cryoprotectant in the preservation of biological tissues and cells, enabling the development of new biotechnological and agricultural products. Glucosylglycerol can also be used as an osmoprotectant in the production of high-salt-tolerant crops and microorganisms, improving the efficiency and sustainability of agriculture. Glucosylglycerol can be used as an antioxidant, anti-inflammatory, and antitumor agent in the treatment of various diseases, such as cancer, cardiovascular diseases, and neurodegenerative diseases. Glucosylglycerol can also be used as an antiaging agent in cosmetic products, promoting a youthful and healthy appearance.
Limitations
Despite its many potential benefits, glucosylglycerol has several limitations that need to be addressed. Glucosylglycerol is still relatively expensive to produce, limiting its commercial viability. The biosynthesis and metabolic pathways of glucosylglycerol are not fully understood, hindering its optimization and application. The safety and efficacy of glucosylglycerol in humans still need to be further investigated, limiting its clinical use.
Future Directions
To overcome the limitations of glucosylglycerol and further advance its research and applications, several future directions can be considered. These include:
- Developing more efficient and cost-effective methods of synthesizing glucosylglycerol, such as through metabolic engineering or bioprocessing.
- Elucidating the biosynthesis and metabolic pathways of glucosylglycerol at the molecular level, enabling its optimization and application.
- Investigating the safety and efficacy of glucosylglycerol in humans through clinical trials and epidemiological studies.
- Exploring the potential applications of glucosylglycerol in other fields, such as biomedicine, environmental science, and renewable energy.
- Developing novel analytical methods for detecting and quantifying glucosylglycerol in biological samples, enabling more accurate and reliable measurements.
- Studying the potential synergistic effects of glucosylglycerol with other natural compounds, such as polyphenols and carotenoids, to enhance its biological properties.
Conclusion
Glucosylglycerol is a naturally occurring molecule with unique physical and chemical properties and potential applications in various fields, such as biotechnology, medicine, and cosmetics. Glucosylglycerol has been shown to have osmoprotective, antioxidant, anti-inflammatory, antitumor, and antiaging activities and is generally safe and non-toxic. However, the biosynthesis and metabolic pathways of glucosylglycerol are not fully understood, limiting its optimization and application. The safety and efficacy of glucosylglycerol in humans still need to be further investigated, and its high cost of production limits its commercial viability. Future research can address these limitations and further advance the field of glucosylglycerol research and applications.
CAS Number | 22160-26-5 |
Product Name | Glucosylglycerol |
IUPAC Name | (2S,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol |
Molecular Formula | C9H18O8 |
Molecular Weight | 254.23 g/mol |
InChI | InChI=1S/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+/m1/s1 |
InChI Key | AQTKXCPRNZDOJU-ZEBDFXRSSA-N |
SMILES | C(C1C(C(C(C(O1)OC(CO)CO)O)O)O)O |
Synonyms | α-D-2-Hydroxy-1-(hydroxymethyl)ethylglucopyranoside; 2-O-α-D-Glucopyranosylglycerol; 2-O-α-D-Glucosylglycerol; Glucosylglycerol; Glycoin |
Canonical SMILES | C(C1C(C(C(C(O1)OC(CO)CO)O)O)O)O |
Isomeric SMILES | C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC(CO)CO)O)O)O)O |
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