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Merck

D9761

Sigma-Aldrich

6-Deoxy-D-glucose

Sinónimos:

D-Isorhamnose, Epifucose, Quinovose

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100 MG
$420.000
250 MG
$881.000

$420.000


Fecha estimada de envío25 de abril de 2025



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100 MG
$420.000
250 MG
$881.000

About This Item

Fórmula empírica (notación de Hill):
C6H12O5
Número de CAS:
Peso molecular:
164.16
Beilstein:
1723317
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.52

$420.000


Fecha estimada de envío25 de abril de 2025


grado

Molecular Biology
for molecular biology

Nivel de calidad

Ensayo

≥98% (TLC)

Formulario

powder

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

SHZGCJCMOBCMKK-GASJEMHNSA-N

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Descripción general

6-Deoxy-D-glucose is a structural homolog of D-glucose (dextrose) and stable analog.[1] It lacks the hydroxyl group at carbon 6 position. It is also an analog of mannose.[2]

Aplicación

6-Deoxy-D-glucose has been used as a standard in the circular dichroism measurements.[3] It has also been used as sugar to incubate starved Dictyostelium HMX44A.atg1-1 cells for microscopy studies.[4]

Acciones bioquímicas o fisiológicas

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[1] and hence, blocks the carbohydrate metabolism in cancer cells.[2] It has therapeutic potential in targeting chemo-resistant hypoxic cancer cells. 2-DG halts the N-linked glycosylation by replacing mannose.[2]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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J J Blum
The Journal of protozoology, 39(5), 613-618 (1992-09-01)
Leishmania donovani promastigotes were grown to late log phase, washed and resuspended in iso-osmotic buffer containing L-arginine, and the rate of urea formation was then measured under various conditions. Addition of glucose or mannose activated urea formation, whereas 2-deoxyglucose inhibited
C Parker et al.
Applied and environmental microbiology, 63(2), 543-546 (1997-02-01)
Listeria monocytogenes transported glucose by a high-affinity phosphoenolpyruvate-dependent phosphotransferase system and a low-affinity proton motive force-mediated system. The low-affinity system (Km = 2.9 mM) was inhibited by 2-deoxyglucose and 6-deoxyglucose, whereas the high-affinity system (Km = 0.11 mM) was inhibited
Rare phenazine L-quinovose esters from a marine actinomycete
Pathirana C, et al.
The Journal of Organic Chemistry, 57(2), 740-742 (1992)
Yi-Rui Wang et al.
Journal of Asian natural products research, 20(11), 1019-1027 (2018-04-05)
Three new dammarane triterpenoid saponins, cyclocariosides O-Q (1-3), were isolated from the ethanolic extracts of the leaves of Cyclocarya paliurus. The structures of these compounds were elucidated by spectroscopic methods.
T Roitsch et al.
Plant physiology, 108(1), 285-294 (1995-05-01)
Photoautotrophic suspension-culture cells of Chenopodium rubrum that were shifted to mixotrophic growth by adding glucose were used as model system to investigate the influence of the source-sink transition in higher plants on the expression and enzyme activities of intracellular and

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