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Key Documents

Altri documenti

D9761

Sigma-Aldrich

6-Deoxy-D-glucose

Sinonimo/i:

D-Isorhamnose, Epifucose, Quinovose

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About This Item

Formula empirica (notazione di Hill):
C6H12O5
Numero CAS:
7658-08-4
Peso molecolare:
164.16
Beilstein:
1723317
Numero CE:
231-622-2
Numero MDL:
MFCD00061627
Codice UNSPSC:
12352200
ID PubChem:
24894327
NACRES:
NA.52

Grado

Molecular Biology
for molecular biology

Livello qualitativo

200

Saggio

≥98% (TLC)

Forma fisica

powder

Temperatura di conservazione

−20°C

Stringa SMILE

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
SHZGCJCMOBCMKK-GASJEMHNSA-N

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Descrizione generale

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.

Applicazioni

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.

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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L-Rhamnose monohydrate ≥99%

Sigma-Aldrich

R3875

L-Rhamnose monohydrate

L-(−)-Galactose ≥99% (HPLC)

Sigma-Aldrich

G7134

L-(−)-Galactose

2-Deoxy-D-galactose 98%

Sigma-Aldrich

D4407

2-Deoxy-D-galactose

2-Fluoro-2-deoxy-D-glucose glycosylation inhibitor, glucose analog

Sigma-Aldrich

F5006

2-Fluoro-2-deoxy-D-glucose

Supelco

Supelco

217425

AmberChrom™ 1X8 chloride form

Methyl α-D-glucopyranoside ≥99% (GC)

Sigma-Aldrich

M9376

Methyl α-D-glucopyranoside

D Granot et al.
Proceedings of the National Academy of Sciences of the United States of America, 88(13), 5724-5728 (1991-07-01)
Nutrients play a critical role in the decision to initiate a new cell cycle. Addition of nutrients to arrested cells such as stationary-phase cells and spores induces them to begin growth. We have analyzed the nutrients required to induce early
A H Romano
Journal of bacteriology, 152(3), 1295-1297 (1982-12-01)
6-Deoxy-D-glucose, a structural homomorph of D-glucose which lacks a hydroxyl group at carbon 6 and thus cannot be phosphorylated, is transported by Saccharomyces cerevisiae via a facilitated diffusion system with affinity equivalent to that shown with D-glucose. This finding supports
C Laporte et al.
Cell death and differentiation, 14(2), 266-274 (2006-07-01)
While necrotic cell death is attracting considerable interest, its molecular bases are still poorly understood. Investigations in simple biological models, taken for instance outside the animal kingdom, may benefit from less interference from other cell death mechanisms and from better
Cristina De Castro et al.
Glycobiology, 23(3), 346-353 (2012-10-19)
A major virulence factor for Yersinia pseudotuberculosis is lipopolysaccharide, including O-polysaccharide (OPS). Currently, the OPS based serotyping scheme for Y. pseudotuberculosis includes 21 known O-serotypes, with genetic and structural data available for 17 of them. The completion of the OPS
A J Fry et al.
Molecular and biochemical parasitology, 60(1), 9-18 (1993-07-01)
Kinetic parameters for entry of D-fructose into Trypanosoma brucei brucei have been determined. The net uptake of D-fructose was found to be rapid and occurred at a rate which was comparable with that observed for uptake of D-glucose. The Km
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