D9761

6-Desoxy-D-Glukose

• Synonym(e): Chinovose, Epifucose
• Empirische Formel (Hill-System): C₆H₁₂O₅
• CAS-Nummer: 7658-08-4
• Molekulargewicht: 164.16
• Beilstein: 1723317
• EG-Nummer: 231-622-2
• MDL-Nummer: MFCD00061627
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24894327
• NACRES: NA.52

Eigenschaften

• Qualität: Molecular Biology; for molecular biology
• Qualitätsniveau: 200
• Assay: ≥98% (TLC)
• Form: powder
• Lagertemp.: −20°C
• SMILES String: C[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O
• InChI: 1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3-,4+,5-,6?/m1/s1
• InChIKey: SHZGCJCMOBCMKK-GASJEMHNSA-N

Beschreibung

Allgemeine Beschreibung

6-Deoxy-D-glucose is a structural homolog of D-glucose (dextrose) and stable analog. It lacks the hydroxyl group at carbon 6 position. It is also an analog of mannose.

Anwendung

6-Deoxy-D-glucose has been used as a standard in the circular dichroism measurements. It has also been used as sugar to incubate starved Dictyostelium HMX44A.atg1-1 cells for microscopy studies.

Biochem./physiol. Wirkung

2-Deoxy-D-glucose (2-DG) is used as a glycolytic inhibitor in studying the biological function of glucose. It is not metabolized, induces endoplasmic reticulum stress and hence, blocks the carbohydrate metabolism in cancer cells. It has therapeutic potential in targeting chemo-resistant hypoxic cancer cells. 2-DG halts the N-linked glycosylation by replacing mannose.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)