• 1. Genes and enzymes involved in deoxysugar biosynthesis in bacteria
  Axel Trefzer,Andreas Bechthold,Jose A. Salas Nat. Prod. Rep. 1999 16 283
• 2. A reinvestigation on the structure of the capsular polysaccharide from Pneumococcus Type IX
  Subhas B. Bhattacharya,C. V. N. Rao J. Chem. Soc. Perkin Trans. 1 1981 278
• 3. Biological chemistry
  R. T. Williams,K. D. Gibson,W. J. Whelan,J. Baddiley,J. G. Buchanan,H. R. V. Arnstein Annu. Rep. Prog. Chem. 1957 54 306
• 4. Binding energies of the drugs capreomycin and streptomycin in complex with tuberculosis bacterial ribosome subunits
  Jessica F. Vianna,Katyanna S. Bezerra,Jonas I. N. Oliveira,Eudenilson L. Albuquerque,Umberto L. Fulco Phys. Chem. Chem. Phys. 2019 21 19192
• 5. Strategies towards the synthesis of anti-tuberculosis drugs
  Haridas B. Rode,Dhanaji M. Lade,René Grée,Prathama S. Mainkar,Srivari Chandrasekhar Org. Biomol. Chem. 2019 17 5428

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Aminosaccharides
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aminosaccharides

D-Glucose, 2-Deoxy-2-(Methylamino)-: A Comprehensive Overview

D-Glucose, 2-deoxy-2-(methylamino)- is a derivative of D-glucose, a naturally occurring monosaccharide that plays a critical role in various biological processes. This compound, also known as N-methyl-D-glucosamine, has garnered significant attention in recent years due to its diverse applications in the fields of pharmacology, biochemistry, and material science. With the CAS number 3329-30-4, this compound is widely recognized in scientific literature and industry standards.

The structure of D-glucose, 2-deoxy-2-(methylamino)- is characterized by the replacement of the hydroxyl group at the 2-position of D-glucose with a methylamino group. This modification imparts unique chemical and biological properties to the molecule. Recent studies have highlighted its potential as a building block for advanced glycoconjugates and its role in the development of novel therapeutic agents.

One of the most promising applications of N-methyl-D-glucosamine lies in its use as a precursor for the synthesis of glycosaminoglycans (GAGs). These complex carbohydrates are essential components of extracellular matrices and play a crucial role in cell signaling, inflammation, and tissue repair. Researchers have successfully utilized D-glucose, 2-deoxy-2-(methylamino)- to synthesize heparan sulfate analogs, which exhibit potent anticoagulant activity. These findings underscore its potential in developing innovative treatments for cardiovascular diseases.

In addition to its role in glycan synthesis, N-methyl-D-glucosamine has been explored for its anti-inflammatory properties. Studies have demonstrated that this compound can modulate inflammatory pathways by inhibiting key enzymes such as cyclooxygenase (COX) and lipoxygenase (LOX). These enzymatic targets are central to inflammatory responses, making D-glucose, 2-deoxy-2-(methylamino)- a compelling candidate for anti-inflammatory drug development.

The synthesis of N-methyl-D-glucosamine involves a multi-step process that typically begins with D-glucose as the starting material. Recent advancements in asymmetric catalysis have enabled the efficient production of this compound with high enantiomeric purity. This has significantly enhanced its utility in chiral chemistry and asymmetric synthesis.

Another area where D-glucose, 2-deoxy-2-(methylamino)- has shown promise is in the field of materials science. Its ability to form self-assembled structures under specific conditions has led to its use in creating biocompatible hydrogels and drug delivery systems. These materials exhibit excellent biocompatibility and controlled drug release profiles, making them ideal for biomedical applications.

Moreover, N-methyl-D-glucosamine has been investigated for its potential as a natural sweetener. Due to its structural similarity to glucose, it exhibits sweetening properties while being metabolized differently. This makes it an attractive alternative for individuals seeking low-calorie sweeteners without compromising on taste.

In conclusion, D-glucose, 2-deoxy-2-(methylamino)-, or N-methyl-D-glucosamine, is a versatile compound with a wide range of applications across multiple disciplines. From pharmacology to materials science, this compound continues to be a focal point for researchers aiming to develop innovative solutions in health and technology. As advancements in synthetic methods and biological understanding progress, the potential of this compound is expected to expand further.

• 51349-84-9(n-ethylglucosamine)
• 188033-95-6(D-Glucose,2-deoxy-2-(octylideneamino)-)
• 37085-23-7(D-Glucose,2-deoxy-2-(formylamino)-)
• 115442-93-8(D-GALACTOSE, 2-(DECYLAMINO)-2-DEOXY-, HYDROCHLORIDE)
• 67669-27-6(L-ARABINOSE, 2-(DECYLAMINO)-2-DEOXY-)
• 56341-63-0(D-Glucose, 2-deoxy-2-(methylamino)-, hydrochloride)
• 42852-95-9(a-L-Glucopyranose,2-deoxy-2-(methylamino)-)
• 62304-99-8(D-GLUCOSE, 2-DEOXY-2-[[3-(DIMETHYLAMINO)PROPYL]AMINO]-)
• 105678-22-6(D-Glucose, 2-deoxy-2-[(2-hydroxyethyl)amino]-)
• 552-83-0(2-deoxy-2-(methylamino)-L-glucose)