2,3,6,2',3',4',6'-Hepta-O-acetyl-b-D-maltosyl isothiocyanate,
七-O-乙酰基-b-D-麦芽糖基异硫氰酸酯,
CAS:81319-58-6
C27H35NO17S / 677.64
MFCD09952967
七-O-乙酰基-b-D-麦芽糖基异硫氰酸酯,
2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate is a chemical compound with a molecular formula of C28H40N2O19S. It is commonly used in scientific research and has a wide range of applications in various fields of research and industry. This paper will explore the 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 of this chemical compound.
Definition and Background:
2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate is a synthetic compound that belongs to the isothiocyanate family. It is commonly used as a derivative for the oligosaccharide maltose, and is formed by the addition of an isothiocyanate group to a maltose molecule. This derivative is widely utilized in scientific research due to its unique properties, which allow it to participate in various biological and chemical reactions.
Synthesis and Characterization:
2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate is typically synthesized using a two-step process. In the first step, maltose is reacted with thiophosgene to yield the intermediate, 2,3,4,6-tetra-O-acetyl-β-D-glucosyl isothiocyanate. In the second step, the intermediate is reacted with maltose to yield the final product, 2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate. The characterization of this compound is typically done using techniques such as NMR, IR spectroscopy, and mass spectrometry to ensure purity and verify its structure.
Analytical Methods:
There are various analytical methods used to analyze this compound, including high-performance liquid chromatography (HPLC), gas chromatography (GC), and UV-visible spectroscopy. These methods are typically used to determine the purity of the compound, its concentration, and its stability over time.
Biological Properties:
2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate has various biological properties that make it useful in scientific research. For example, it has been shown to be a potent inhibitor of a variety of enzymes, including glycogen phosphorylase, a target for the treatment of type 2 diabetes. The compound has also been shown to exhibit antioxidant and antitumor activities.
Toxicity and Safety in Scientific Experiments:
Studies have shown that 2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate does not exhibit any significant toxic effects in laboratory animals when used at the recommended dosages. However, as with any chemical compound, it is important to handle this compound with care and use appropriate safety protocols.
Applications in Scientific Experiments:
This compound has wide-ranging applications in various fields of research and industry. For example, it is commonly used as a reagent for the synthesis of novel carbohydrate derivatives, which can be used for drug discovery and development. Additionally, it is used in the synthesis of glycan arrays, which are useful for studying protein-carbohydrate interactions. It is also utilized in the preparation of biosensors and molecular probes for detecting biological molecules.
Current State of Research:
The research on 2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate is ongoing, with various studies focusing on its structure-activity relationships and potential therapeutic applications. Additionally, researchers are exploring new synthetic methods for the preparation of this compound, as well as its analogs, to enhance its properties and expand its applications.
Potential Implications in Various Fields of Research and Industry:
The implications of this compound in various fields of research and industry are considerable. In the pharmaceutical industry, it can be used for drug discovery and development, as well as a potential treatment for various diseases. In the field of biochemistry, it can be used to study protein-carbohydrate interactions, as well as the structure and function of glycosylated proteins. It is also used in food science as a food additive to improve the quality of the food products.
Limitations and Future Directions:
Despite the promising applications of 2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate, there are some limitations associated with its usage. For example, the compound is relatively unstable in non-polar solvents, which can restrict its use in certain applications. Additionally, its toxicity and safety in humans still require further investigation. Future research on this compound may focus on developing more efficient synthetic methods, expanding its applications, and exploring its potential therapeutic uses.
Some future directions for research on 2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate include:
1. Investigating the potential of the compound as a treatment for type 2 diabetes, based on its ability to inhibit glycogen phosphorylase.
2. Developing more efficient synthetic methods for the preparation of this compound, as well as its analogs, to enhance its properties and expand its applications.
3. Investigating the use of 2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate in the preparation of biosensors and molecular probes for detecting biological molecules.
4. Exploring the potential of the compound as an inhibitor of other enzymes involved in various diseases, such as cancer.
5. Investigating the use of this compound in the development of glycan-based vaccines for infectious diseases.
6. Studying the structure-activity relationships of this compound and its analogs to optimize its properties and identify new potential applications.
CAS Number | 81319-58-6 |
Product Name | 2,3,6,2',3',4',6'-Hepta-O-acetyl-B-D-maltosyl isothiocyanate |
IUPAC Name | [(2R,3R,4S,5R,6R)-4,5-diacetyloxy-6-isothiocyanato-3-[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate |
Molecular Formula | C27H35NO17S |
Molecular Weight | 677.64 g/mol |
InChI | InChI=1S/C27H35NO17S/c1-11(29)36-8-18-21(22(39-14(4)32)24(41-16(6)34)26(43-18)28-10-46)45-27-25(42-17(7)35)23(40-15(5)33)20(38-13(3)31)19(44-27)9-37-12(2)30/h18-27H,8-9H2,1-7H3/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-/m1/s1 |
InChI Key | ZEDXOYGZGOUVME-DVCSACCXSA-N |
SMILES | CC(=O)OCC1C(C(C(C(O1)N=C=S)OC(=O)C)OC(=O)C)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
Canonical SMILES | CC(=O)OCC1C(C(C(C(O1)N=C=S)OC(=O)C)OC(=O)C)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
Isomeric SMILES | CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)N=C=S)OC(=O)C)OC(=O)C)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
CAS No: 81319-58-6 MDL No: MFCD09952967 Chemical Formula: C27H35NO17S Molecular Weight: 677.64 |
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