13035-61-5 , tetraacetyl-beta-D-ribofuranose, CAS:13035-61-5
C13H18O9 / 318.28
MFCD00005358
四乙酰-β-D-呋喃核糖,
Beta-D-Ribofuranose 1,2,3,5-tetraacetate, also known as Tetraacetylribosyluronic acid, is a chemical compound belonging to the family of ribofuranose derivatives. It is a white crystalline solid that is soluble in water. Beta-D-Ribofuranose 1,2,3,5-tetraacetate is often used in scientific research due to its unique properties and potential applications in various fields, such as pharmaceuticals, biotechnology, and materials science.
Synthesis and Characterization
Beta-D-Ribofuranose 1,2,3,5-tetraacetate can be synthesized by the reaction of ribose with acetic anhydride in the presence of a catalyst. The resulting product is then purified through various methods, such as recrystallization and chromatography. Characterization of the compound can be done using various techniques, such as NMR spectroscopy, mass spectrometry, and elemental analysis.
Analytical Methods
Beta-D-Ribofuranose 1,2,3,5-tetraacetate can be analyzed using various analytical methods, such as HPLC, GC, and UV-vis spectroscopy. These methods can be used to determine the purity, concentration, and stability of the compound.
Biological Properties
Beta-D-Ribofuranose 1,2,3,5-tetraacetate has been found to have various biological properties, such as anti-tumor, anti-inflammatory, and anti-viral activities. It has also been shown to have immunomodulatory effects and can enhance the body's immune response to pathogens. The compound has potential applications in the development of novel therapeutics for various diseases.
Toxicity and Safety in Scientific Experiments
Beta-D-Ribofuranose 1,2,3,5-tetraacetate is generally considered safe for use in scientific experiments. However, some studies have reported cytotoxic effects at high concentrations. It is important to use appropriate safety precautions when handling the compound and to follow established protocols for its use and disposal.
Applications in Scientific Experiments
Beta-D-Ribofuranose 1,2,3,5-tetraacetate has been used in various scientific experiments, such as:
- As a substrate for enzymes involved in carbohydrate metabolism
- To study the effects of glycosylation on protein function
- As a building block for the synthesis of nucleotide analogs
- To investigate the molecular mechanisms of RNA folding and stability
- To develop novel drug delivery systems
Current State of Research
Research on Beta-D-Ribofuranose 1,2,3,5-tetraacetate is ongoing, with various studies exploring its potential applications in different fields. Some of the recent advances in research include:
- Development of new methods for the synthesis and purification of the compound
- Identification of new biological activities and mechanisms of action
- Investigation of the compound's potential as a diagnostic and therapeutic agent
- Development of novel drug delivery systems based on the compound's unique properties
Potential Implications in Various Fields of Research and Industry
Beta-D-Ribofuranose 1,2,3,5-tetraacetate has potential implications in various fields of research and industry, such as:
- Pharmaceuticals: The compound has potential applications as a diagnostic and therapeutic agent for various diseases, including cancer, viral infections, and autoimmune disorders.
- Biotechnology: Beta-D-Ribofuranose 1,2,3,5-tetraacetate can be used to modify proteins and other biomolecules for various applications, such as drug delivery and vaccine development.
- Materials science: The compound's unique properties, such as its ability to form stable complexes with metal ions, make it a promising candidate for various applications in materials science, such as catalysis and sensors.
Limitations and Future Directions
Despite its unique properties and potential applications, Beta-D-Ribofuranose 1,2,3,5-tetraacetate has some limitations that need to be addressed in future research. Some of the limitations include:
- Lack of information on the compound's pharmacokinetics and pharmacodynamics in vivo
- Limited studies on the compound's long-term safety and toxicity
- Lack of standardized methods for the synthesis and purification of the compound
Future research directions in the field of Beta-D-Ribofuranose 1,2,3,5-tetraacetate include:
- Development of new methods for the efficient synthesis and purification of the compound
- Investigation of the compound's potential as a biomarker for various diseases
- Studies on the compound's mechanism of action and its interaction with biomolecules
- Development of novel drug delivery systems based on the compound's unique properties
- Investigation of the compound's potential applications in materials science, such as catalysis and sensors
In conclusion, Beta-D-Ribofuranose 1,2,3,5-tetraacetate is a promising compound with unique properties and potential applications in various fields of research and industry. Further research is needed to fully explore the compound's potential and to address its limitations.
CAS Number | 13035-61-5 |
Product Name | beta-D-Ribofuranose 1,2,3,5-tetraacetate |
IUPAC Name | [(2R,3R,4R,5S)-3,4,5-triacetyloxyoxolan-2-yl]methyl acetate |
Molecular Formula | C13H18O9 |
Molecular Weight | 318.28 g/mol |
InChI | InChI=1S/C13H18O9/c1-6(14)18-5-10-11(19-7(2)15)12(20-8(3)16)13(22-10)21-9(4)17/h10-13H,5H2,1-4H3/t10-,11-,12-,13-/m1/s1 |
InChI Key | IHNHAHWGVLXCCI-FDYHWXHSSA-N |
SMILES | CC(=O)OCC1C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C |
Synonyms | 1,2,3,5-Tetraacetate β-D-Ribofuranose; β-D-Ribofuranose Tetraacetate; 1,2,3,5-Tetra-O-acetyl-β-D-ribose; 1,2,3,5-Tetraacetyl-β-D-ribofuranose; 1β-D-Tetraacetylribose; NSC 18738; Tetra-O-acetyl-β-D-ribofuranose; Tetraacetyl-β-D-ribofuranose; |
Canonical SMILES | CC(=O)OCC1C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C |
Isomeric SMILES | CC(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)OC(=O)C)OC(=O)C)OC(=O)C |
CAS No: 13035-61-5 MDL No: MFCD00005358 Chemical Formula: C13H18O9 Molecular Weight: 318.28 |
COA:
Product name: 1,2,3,5-tetraacetyl-beta-D-ribofuranose CAS: 13035-61-5
M.F.: C13H18O9 M.W.: 318.28 Batch No: 20100928 Quantity: 10g from 258g
Items | Standards | Results |
Appearance | White crystalline power | Positive |
Solubility | Readily soluble in CHCl3 and insoluble in water | Positive |
NMR and MS | Should comply | Complies |
Identification | IR and TLC | Positive |
Loss Weight On Dryness | Max. 0.1% | Complies |
M.P. | 80 ℃ – 84℃ | 80 ℃ – 82 ℃ |
Specific rotation (c=7, in CH3OH) | -15° to -16° | -15.5° |
Assay (HPLC) | Min. 98% | 98.6% |
References:
1. Framski G, Manikowski A, Zandecki T, Boryski J, Nucleic Acids Symposium Series No3 2003, p11-12
2. Brown GB, Weliky VS, J. Biol. Chem. 1953, p1019-1024
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