CAS 35867-45-9

L-Glucose, 6-deoxy-

Description:

L-Glucose, 6-deoxy- is a monosaccharide and an epimer of glucose, characterized by the absence of a hydroxyl group at the sixth carbon atom in its structure. This modification results in unique chemical properties compared to its parent compound, glucose. It is a white crystalline solid that is soluble in water, exhibiting sweet taste characteristics typical of sugars. The molecular formula reflects its composition, which includes carbon, hydrogen, and oxygen atoms, arranged in a specific configuration that influences its reactivity and biological interactions. L-Glucose, 6-deoxy- is of interest in various fields, including biochemistry and pharmaceuticals, due to its potential applications in studying metabolic pathways and as a building block in synthetic chemistry. Its stereochemistry plays a crucial role in determining how it interacts with enzymes and receptors in biological systems. As with many sugars, it can participate in glycosidic bond formation, making it relevant in the synthesis of oligosaccharides and polysaccharides.

Formula: C₆H₁₂O₅

Synonyms:

• 6-Deoxy-L-glucose
• L-6-Deoxyglucose
• L-Chinovose
• L-Isorhamnose
• L-Quinovose

6-Deoxy-L-glucose

CAS: 35867-45-9

6-Deoxy-L-glucose (6DG) is a glucose analogue that has been extensively studied for its effect on the metabolism of other sugars. It is an inhibitor of glycolysis and the pentose phosphate pathway in both wild-type and mutant strains of yeast, as well as in mammalian cells. 6DG inhibits the activity of enzymes such as gamma-aminobutyric acid (GABA) transaminase and phosphoglycerate kinase, which are involved in the synthesis of GABA and glycogen respectively. 6DG also inhibits the transport of sugar molecules into cells. The hydrochloric acid (HCl) concentration required to activate 6DG varies with pH, with a pKa near 7.5 at physiological pH. 6DG is activated by HCl when the pH falls below this value. The hydroxyl group on 6DG can react with HCl to form a chlorohydrin intermediate, which reacts further to yield

Formula: C₆H₁₂O₅

Purity: Min. 95%

Molecular weight: 164.16 g/mol

Ref: 3D-MD163281

6-Deoxy L-glucose

CAS: 35867-45-9

6-Deoxy L-glucose is a sugar analogue that inhibits the transport of glucose in bacteria. It competes with glucose for binding to transporter proteins and prevents glucose from being transported into the cell. 6-Deoxy L-glucose has been shown to inhibit the growth of wild-type strains, such as E. coli K12, in a dose-dependent manner. The antibiotic also reduces ATP production by inhibiting enzymes critical for glycolysis and gluconeogenesis. 6-Deoxy L-glucose has an optimum pH of 7.5 and is activated by hydrochloric acid or hydroxyl groups at the gamma position.

Purity: Min. 95%

Ref: 3D-MD46492