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210223-32-8 ,1-Deoxy-L-idonojirimycin HCl, CAS:210223-32-8

210223-32-8 ,1-Deoxy-L-idonojirimycin HCl,
CAS:210223-32-8
C6H13NO4·HCl / 199.63
MFCD00269964

1-Deoxy-L-idonojirimycin HCl

1-脱氧-L-艾杜糖野尻霉素盐酸盐,

1-Deoxy-L-idonojirimycin hydrochloride is a chaperone that is structurally related to the natural substrate, L-idonojirimycin. It has been found to interact with recombinant human Hsp70 and Hsp90. 1-Deoxy-L-idonojirimycin hydrochloride enhances the kinetic and thermodynamic parameters of these chaperones in vitro. The structural analysis of this compound revealed that it binds to both Hsp70 and Hsp90, which may be due to its ability to mimic the natural substrate's binding site on these chaperones.

1-Deoxy-L-idonojirimycin HCl, also referred to as DNJ, is an iminosugar derivative that is currently being studied for its potential therapeutic and biomedical applications. It is a natural inhibitor of α-glucosidase, an enzyme involved in the breakdown of carbohydrates, and has been found to possess several biological activities that make it a promising candidate for use in a variety of scientific experiments. DNJ is found in mulberry leaves and inhibits the activities of α-glucosidases, resulting in decreased carbohydrate absorption and improved glucose tolerance.

Physical and Chemical Properties:

DNJ is a white crystalline powder, soluble in water, and insoluble in most organic solvents. Its chemical structure is similar to that of glucose, but with a nitrogen atom in place of one of the carbon atoms. DNJ is classified as an iminosugar, which are known for their ability to inhibit glycosidases.

Synthesis and Characterization:

DNJ can be synthesized from D-glucono-1,5-lactone through several steps, including reduction, acylation, and deamination. The synthesis of DNJ is challenging due to its structural similarity to glucose and other monosaccharides, and the need for high yields and purity. Its characterization requires the use of various techniques, including nuclear magnetic resonance spectroscopy, mass spectroscopy, and infrared spectroscopy.

Analytical Methods:

Several analytical methods have been developed to detect and quantify DNJ, including high-performance liquid chromatography, capillary electrophoresis, and enzyme-linked immunosorbent assay. These methods are used to determine the concentration of DNJ in biological samples and extracts from mulberry leaves.

Biological Properties:

DNJ has several biological properties, including antiviral, antitumor, anti-inflammatory, and anti-diabetic effects. It has been shown to inhibit the replication of certain viruses, including influenza A and B, and HIV-1. DNJ also has potential as a treatment for cancer, as it has been found to induce apoptosis in cancer cells. Its anti-inflammatory effects may be due to its ability to inhibit the production of pro-inflammatory cytokines. DNJ has also been investigated as a treatment for diabetes, as it inhibits the activity of α-glucosidases, resulting in decreased carbohydrate absorption and improved glucose tolerance.

Toxicity and Safety in Scientific Experiments:

Several studies have been conducted to investigate the toxicity and safety of DNJ. It has been found to have low toxicity in animal studies, with no significant adverse effects at doses up to 2000 mg/kg. However, the long-term effects of DNJ are not yet fully understood, and further studies are needed to determine its safety in humans.

Applications in Scientific Experiments:

DNJ has potential applications in a variety of scientific experiments, including drug discovery, viral inhibition, cancer treatment, and diabetes management. Its ability to inhibit α-glucosidases makes it a promising candidate for use in the treatment of diabetes, and its antiviral and antitumor properties make it a potential treatment for viral infections and certain types of cancer.

Current State of Research:

Research on DNJ is ongoing, with new studies being conducted to explore its potential therapeutic applications. Recent studies have focused on the development of DNJ-based therapies for the treatment of diabetes, viral infections, and cancer.

Potential Implications in Various Fields of Research and Industry:

DNJ has potential implications in various fields of research and industry, including pharmaceuticals, biotechnology, and agriculture. Its ability to inhibit glycosidases makes it a promising candidate for use in the development of new drugs, and its antiviral and antitumor properties make it a potential treatment for viral infections and certain types of cancer. DNJ may also have applications in the agricultural industry, as it can be extracted from mulberry leaves and used as a natural insecticide.

Limitations and Future Directions:

Despite its potential, there are limitations to the use of DNJ in scientific experiments. Its synthesis can be challenging, and its long-term toxicity is not yet fully understood. Further research is needed to determine its safety in humans and its potential applications in various fields of research and industry. The future directions of research on DNJ include the development of new therapies for the treatment of diabetes, viral infections, and cancer, as well as the exploration of its applications in other areas, such as agriculture and biotechnology.

CAS Number210223-32-8
Product Name1-Deoxy-L-idonojirimycin HCl
IUPAC Name(2S,3R,4R,5S)-2-(hydroxymethyl)piperidine-3,4,5-triol;hydrochloride
Molecular FormulaC₆H₁₄ClNO₄
Molecular Weight199.63
InChIInChI=1S/C6H13NO4.ClH/c8-2-3-5(10)6(11)4(9)1-7-3;/h3-11H,1-2H2;1H/t3-,4-,5+,6+;/m0./s1
SMILESC1C(C(C(C(N1)CO)O)O)O.Cl
Synonyms(2S,3R,4R,5S)-2-Hydroxymethyl-3,4,5-piperidinetriol Hydrochloride;
CAS No: 210223-32-8 MDL No: MFCD00269964 Chemical Formula: C6H13NO4·HCl Molecular Weight: 199.63
References: 1. Bennotas RC, et al., Tetrahedron Lett. 1985, 26, p11232. Reitz AB, et al., Tetrahedron Lett. 1990, 31, p67773. Fowler PA, et al., Carbohydr. Res. 1993, 246, p377


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