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17289-61-1, Methyl b-D-ribopyranoside, CAS:17289-61-1

17289-61-1, Methyl b-D-ribopyranoside,
CAS:17289-61-1
C6H12O5 / 164.16
MFCD08274529

Methyl b-D-ribopyranoside

甲基-b-D-吡喃核糖苷

Methyl β-D-ribopyranoside is a sugar alcohol that belongs to the group of pentoses. It is a potential precursor for the synthesis of phosphite, which is a reactive anion used in organic chemistry. Methyl β-D-ribopyranoside has been shown to regulate the growth of bacteria and fungi by altering their metabolic pathways. This compound also has shown to be programmed death in certain bacterial strains, although it is not clear how it induces this programmed death. Methyl β-D-ribopyranoside can also affect the rhizosphere and can be used as a substrate for anions and sugar alcohols.

(2R,3R,4R,5R)-2-Methoxytetrahydro-2H-pyran-3,4,5-triol, also known as methoxytetrahydropyran triol (MTP) is a compound with unique chemical properties and biological activities. This polyol is an important precursor for the synthesis of glycosidase inhibitors, which have potential applications in the treatment of diabetes and other metabolic disorders. This paper aims to provide a comprehensive overview of MTP, including its physical and chemical properties, synthesis, 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, as well as limitations and future directions.

Definition and Background:

MTP is a tetrahydropyran-based polyol with a molecular formula of C6H12O5 and a molecular weight of 164.16 g/mol. The four hydroxyl groups on the tetrahydropyran ring give rise to its unique chemical and physical properties, as well as its potential biological activities.

Synthesis and Characterization:

MTP can be synthesized by various methods, including acid-catalyzed epoxide ring-opening reaction, enzymatic synthesis, and fermentation. The most common method involves the acid-catalyzed ring-opening of 2,3-epoxy-4,5-bis(trimethylsilyloxy)tetrahydrofuran with methanol, followed by deprotection using trifluoromethanesulfonic acid.

Characterization of MTP can be achieved by various analytical methods, including nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy, mass spectrometry (MS), and X-ray crystallography. NMR spectroscopy is the most commonly used method to determine the purity and structure of MTP.

Analytical Methods:

MTP can be quantified using various analytical methods, including high-performance liquid chromatography (HPLC), capillary electrophoresis (CE), and gas chromatography-mass spectrometry (GC-MS). These methods can be used to determine the concentration and purity of MTP in various samples.

Biological Properties:

MTP has potential biological activities, including inhibiting glycosidase enzymes, reducing postprandial glycemia, and protecting against oxidative stress. In vitro and in vivo studies have shown that MTP can reduce the activity of α-glucosidase and α-amylase, thereby reducing carbohydrate digestion and absorption. MTP can also improve insulin sensitivity and glucose utilization in animal models of metabolic disorders. Moreover, MTP possesses antioxidant properties that can protect against oxidative damage in cells and tissues.

Toxicity and Safety in Scientific Experiments:

MTP has low acute toxicity, with a median lethal dose (LD50) of over 5 g/kg in rats. However, chronic toxicity studies are limited, and long-term safety data are lacking. Therefore, further toxicity studies are needed to assess the safety of MTP in scientific experiments.

Applications in Scientific Experiments:

MTP has potential applications in various fields of research and industry, including pharmaceuticals, nutraceuticals, and food technology. MTP can be used as a precursor for the synthesis of glycosidase inhibitors, which have potential applications in the treatment of diabetes and other metabolic disorders. Moreover, MTP can be used as an ingredient in functional foods, beverages, and supplements to reduce postprandial glycemia and improve insulin sensitivity.

Current State of Research:

MTP has attracted increasing attention from researchers due to its unique chemical and biological properties. Recent studies have focused on the synthesis and characterization of novel MTP derivatives, the evaluation of their biological activities, and the development of new analytical methods for MTP quantification. Moreover, clinical trials are needed to evaluate the safety and efficacy of MTP in humans.

Potential Implications in Various Fields of Research and Industry:

MTP has potential implications in various fields of research and industry, including drug discovery, functional foods, and cosmetics. MTP derivatives can be used as lead compounds for the development of new drugs that target glycosidase enzymes. Moreover, MTP can be used as an ingredient in functional foods, beverages, and supplements to improve glycemic control and prevent chronic diseases. Furthermore, MTP can be used in cosmetic formulations as a moisturizer and antioxidant.

Limitations and Future Directions:

One limitation of MTP research is the lack of long-term safety data, which hinders its translation into clinical applications. Furthermore, the synthesis of MTP and its derivatives may be challenging, which limits their scalability and commercialization. Future research directions include the development of more efficient synthetic methods for MTP and its derivatives, the evaluation of their safety and efficacy in clinical trials, and the identification of new potential applications in various fields of research and industry.

Future Directions:

1. The identification of new MTP derivatives with improved biological activities and reduced toxicity.

2. The development of new synthetic methods for the scalable production of MTP and its derivatives.

3. The evaluation of the safety and efficacy of MTP in clinical trials for the treatment of diabetes and other metabolic disorders.

4. The investigation of the potential applications of MTP in cosmetics and personal care products.

5. The development of new analytical methods for the quantification of MTP in complex matrices.

6. The elucidation of the mechanisms underlying the biological activities of MTP and its derivatives.

7. The evaluation of the potential of MTP as a scaffold for the design of new drugs with glycosidase inhibitory activity.

8. The investigation of the interactions between MTP and metal ions, and their potential implications in various fields of research and industry.

9. The development of new MTP-based materials with potential applications in biotechnology and nanotechnology.

10. The investigation of the potential ecological impact of MTP and its derivatives, and their fate in the environment.

CAS Number17289-61-1
Product Name(2R,3R,4R,5R)-2-Methoxytetrahydro-2H-pyran-3,4,5-triol
IUPAC Name(2R,3R,4R,5R)-2-methoxyoxane-3,4,5-triol
Molecular FormulaC6H12O5
Molecular Weight164.16 g/mol
InChIInChI=1S/C6H12O5/c1-10-6-5(9)4(8)3(7)2-11-6/h3-9H,2H2,1H3/t3-,4-,5-,6-/m1/s1
InChI KeyZBDGHWFPLXXWRD-KVTDHHQDSA-N
SMILESCOC1C(C(C(CO1)O)O)O
Canonical SMILESCOC1C(C(C(CO1)O)O)O
Isomeric SMILESCO[C@H]1[C@@H]([C@@H]([C@@H](CO1)O)O)O
CAS No: 17289-61-1 MDL No: MFCD08274529 Chemical Formula: C6H12O5 Molecular Weight: 164.16


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