56038-38-1 , 3a,4b,3a-Galactotetraose ;
Gal-a1,3Gal-b-1,4Gal-a-1,3Gal;
a1,3-b1,4-a1,3 Galactotetraose
C24H42O21 / 666.58
MFCD01310876
a1,3-b1,4-a1,3 Galactotetraose
The study of carbohydrates has long fascinated scientists because of their important role in many biological processes. One such carbohydrate is the 3alpha,4beta,3alpha-Galactotetraose. This paper seeks to provide a comprehensive review of the current state of research on this carbohydrate. We will discuss its definition, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, potential implications in various fields of research and industry, limitations and future directions.
Definition and Background
3alpha,4beta,3alpha-Galactotetraose (GOS) is a natural carbohydrate that is composed of four sugar molecules, and specifically it consists of four galactose (Gal) sugars. The Gal-Gal linkage bonds are α(1 → 4) and α(1 → 3), which are unique to GOS. GOS can be found in human breast milk and serves as a prebiotic to promote the growth of beneficial bacteria in the infant's intestine. GOS can also be found in certain types of seeds, including soya and lentils.
Physical and Chemical Properties
GOS is a white, crystalline substance that is soluble in water. It has a molecular formula of C24H42O21 and a molecular weight of 666.59 g/mol. Its specific rotation is approximately +75 degrees, and it has a melting point of approximately 200 to 205 degrees Celsius. GOS is a reducing sugar and can undergo a Maillard reaction, which produces a brown color and a characteristic flavor.
Synthesis and Characterization
GOS can be synthesized enzymatically from lactose using β-galactosidase. It can also be synthesized chemically using protecting groups and a combination of reagents, including galactose-1-phosphate, lactose, and galactosyl-β-trichloroacetimidate. GOS can be characterized using various methods, including nuclear magnetic resonance (NMR), mass spectrometry (MS), high-performance liquid chromatography (HPLC), and circular dichroism (CD) spectroscopy.
Analytical Methods
GOS can be analyzed using various methods, including HPLC, thin-layer chromatography (TLC), and gas chromatography (GC). Analysis can be used for quantifying the amount of GOS in a sample or for identifying the stereochemistry of specific sugars within the molecule.
Biological Properties
GOS is a prebiotic, which means that it promotes the growth of beneficial bacteria in the intestines. This effect has been observed in both animal models and humans. GOS has also been shown to have potential immunomodulatory effects and may contribute to the prevention of certain diseases.
Toxicity and Safety in Scientific Experiments
Studies have shown that GOS is safe and well-tolerated when administered orally. There have been no reported adverse events related to GOS use in humans or during scientific experiments.
Applications in Scientific Experiments
GOS has been used in numerous scientific experiments due to its prebiotic effects. It has also been utilized as a carbohydrate source for microorganisms in fermentation experiments. Additionally, GOS has potential applications in drug delivery as it can be used to target specific cells in the body.
Current State of Research
Current research on GOS is focused on studying its mechanisms of action as a prebiotic, as well as identifying potential therapeutic applications in various diseases, including inflammatory bowel disease and allergy.
Potential Implications in Various Fields of Research and Industry
GOS has potential implications in various fields of research and industry. Its ability to promote the growth of beneficial bacteria in the gut makes it a promising dietary supplement for improving gut health. It also has potential applications in the food industry due to its prebiotic effects and as a flavoring agent.
Limitations and Future Directions
Despite its potential, there are some limitations associated with GOS research. One limitation is the cost associated with GOS synthesis, which can be expensive. Another limitation is the lack of consensus on the optimal dose needed to obtain the desired effects. Future directions for GOS research include exploring its mechanisms of action in different disease states, optimizing dosage for maximum efficacy, and investigating other potential applications in the food and pharmaceutical industries.
Conclusion
In conclusion, this paper has provided a comprehensive overview of 3alpha,4beta,3alpha-Galactotetraose. Its definition, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, potential implications in various fields of research and industry, limitations, and future directions have been discussed. It is clear that GOS is a promising prebiotic with potential therapeutic applications in various diseases. Further research is needed to fully exploit its benefits and limitations.
CAS Number | 56038-38-1 |
Product Name | 3alpha,4beta,3alpha-Galactotetraose |
IUPAC Name | (3R,4S,5S,6R)-4-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol |
Molecular Formula | C24H42O21 |
Molecular Weight | 666.6 g/mol |
InChI | InChI=1S/C24H42O21/c25-1-5-9(29)12(32)14(34)22(40-5)45-20-11(31)7(3-27)41-24(17(20)37)43-18-8(4-28)42-23(15(35)13(18)33)44-19-10(30)6(2-26)39-21(38)16(19)36/h5-38H,1-4H2/t5-,6-,7-,8-,9+,10+,11+,12+,13-,14-,15-,16-,17-,18+,19+,20+,21?,22-,23-,24+/m1/s1 |
InChI Key | HEAHRYDVILRNFD-FGKFJTINSA-N |
SMILES | C(C1C(C(C(C(O1)O)O)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)O |
Canonical SMILES | C(C1C(C(C(C(O1)O)O)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)O |
Isomeric SMILES | C([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)O[C@H]2[C@H]([C@H](O[C@H]([C@@H]2O)O[C@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@H]4[C@H]([C@H](OC([C@@H]4O)O)CO)O)CO)CO)O)O)O)O)O |
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