Methylb-D-ribofuranoside

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Catalog No: A10GD-4934
Cas No: 7473-45-2
Properties: Mol Formula: C6H12O5, Mol Weight: 164.16
IUPAC Name: (2R,3S,4R,5R)-2-(hydroxymethyl)-5-methoxyoxolane-3,4-diol
Synonym: Methyl b-D-Ribofuranoside, (2R,3S,4R,5R)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol, methyl |A-d-ribofuranoside

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Methyl b-D-ribofuranoside is a compound that has been found to be a substrate for the phosphodiesterase enzyme. This natural product can be used to study the function of this enzyme and its effect on cellular processes. The rate of hydrolysis at 25 degrees Celsius is about 0.03 min-1, which is about one order of magnitude faster than the rate at 37 degrees Celsius, which is about 0.003 min-1. In addition, methyl b-D-ribofuranoside hydrolyzes more rapidly in anaerobic conditions than in aerobic conditions. It also has a constant sedimentation coefficient of 1.10 ? 0.01 Svedbergs, which indicates that it consists of long unbranched chains with a high molecular weight (e.g., dodecyl). Methyl b-D-ribofuranoside has been found to inhibit intramolecular hydrogen transfer reactions

Methyl beta-D-ribofuranoside is a derivative of ribose, a substance that plays a crucial role in the metabolism of living organisms. It is a white powder with a chemical formula of C6H12O5 and a molecular weight of 164.16 g/mol. Methyl beta-D-ribofuranoside has several potential applications in scientific research and industry due to its unique properties.

Definition and background:

Methyl beta-D-ribofuranoside is a derivative of the sugar ribose, which is an important component of nucleic acids, such as RNA and DNA. It was first synthesized in the late 1950s and has since been studied for its potential applications in various fields, including biochemistry, medicinal chemistry, and glycobiology.

Physical and Chemical Properties:

Methyl beta-D-ribofuranoside is a white crystalline powder with a melting point of 136-138?. It is soluble in water, methanol, and ethanol, and it is insoluble in most organic solvents. Methyl beta-D-ribofuranoside is chemically stable and can be stored for long periods without degrading.

Synthesis and Characterization:

Methyl beta-D-ribofuranoside can be synthesized from ribose by adding a methyl group to its furanose ring. The reaction is typically catalyzed by acid catalysts, such as sulfuric acid or hydrochloric acid. The product can be purified by recrystallization from ethanol.

Analytical Methods:

Several analytical methods can be used to characterize methyl beta-D-ribofuranoside, including nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and high-performance liquid chromatography (HPLC).

Biological Properties:

Methyl beta-D-ribofuranoside has diverse biological properties and has been studied for its potential applications in several fields of research. It has been shown to play a role in cell signaling, cell adhesion, and immune response.

Toxicity and Safety in Scientific Experiments:

Methyl beta-D-ribofuranoside has been tested for its toxicity and safety in various scientific experiments, including in vitro and in vivo studies. It has been shown to be relatively safe at concentrations used in scientific experiments.

Applications in Scientific Experiments:

Methyl beta-D-ribofuranoside has several potential applications in scientific experiments, including the study of nucleic acid metabolism, glycobiology, and cell signaling. It can be used as a substrate for enzymes involved in nucleic acid metabolism and glycosylation pathways.

Current State of Research:

Several studies have been conducted to investigate the properties and potential applications of methyl beta-D-ribofuranoside. However, further research is necessary to fully understand its properties and potential applications in various fields of research and industry.

Potential Implications in Various Fields of Research and Industry:

Methyl beta-D-ribofuranoside has the potential to be used in several fields of research and industry, including biochemistry, medicinal chemistry, and glycobiology. It can be used as a building block for the synthesis of more complex molecules, such as nucleosides and nucleotides.

Limitations and Future Directions:

Several limitations and future directions for the study of methyl beta-D-ribofuranoside exist. One limitation is the lack of information on its effects on human health and the environment. Further research is necessary to assess its potential toxicological properties and environmental impact. Additionally, further studies are needed to explore its potential applications in various fields of research and industry, such as drug discovery and vaccine development.

Future Directions:

1. Investigation into the potential use of methyl beta-D-ribofuranoside as a substrate for enzymatic synthesis of nucleosides and nucleotides.

2. Assessment of the potential toxicity of methyl beta-D-ribofuranoside in human cells and in vivo animal models.

3. Studies to explore the use of methyl beta-D-ribofuranoside in drug delivery systems.

4. Exploration of potential applications in vaccine development.

5. Investigation of the potential use of methyl beta-D-ribofuranoside in glycosylation pathways in the production of biologics.

6. The synthesis of more stable derivatives of methyl beta-D-ribofuranoside with improved properties for various applications.

7. Evaluation of the potential use of methyl beta-D-ribofuranoside in cancer treatment.

8. Studies to explore the use of methyl beta-D-ribofuranoside in the development of antibiotics.

9. Investigation of the potential use of methyl beta-D-ribofuranoside in the production of renewable energy sources.

10. Exploration of the use of methyl beta-D-ribofuranoside in the food industry as a sweetening agent.

CAS Number7473-45-2
Product NameMethyl beta-D-ribofuranoside
IUPAC Name(2R,3S,4R,5R)-2-(hydroxymethyl)-5-methoxyoxolane-3,4-diol
Molecular FormulaC6H12O5
Molecular Weight164.16 g/mol
InChIInChI=1S/C6H12O5/c1-10-6-5(9)4(8)3(2-7)11-6/h3-9H,2H2,1H3/t3-,4-,5-,6-/m1/s1
InChI KeyNALRCAPFICWVAQ-KVTDHHQDSA-N
SMILESCOC1C(C(C(O1)CO)O)O
SynonymsNSC 400285;
Canonical SMILESCOC1C(C(C(O1)CO)O)O
Isomeric SMILESCO[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O
CAS No: 7473-45-2 MDL No: MFCD00047075 Chemical Formula: C6H12O5 Molecular Weight: 164.16
References: 1. Buchini S, Leumann CJ, Nucleosides Nucleotides & Nucleic Acids 2003, 22, 5-8, p11992. Heath O, et al., J. Chem. Soc. Perkin Trans. 1, 1983, p2675

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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