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D9761

6-Deoxy-D-glucose

Synonym(s):

D-Isorhamnose, Epifucose, Quinovose

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Pack SizeSKUAvailabilityPrice
100 mg
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$446.00
250 mg
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$938.00

About This Item

Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
Molecular Weight:
164.16
UNSPSC Code:
12352200
NACRES:
NA.52
PubChem Substance ID:
EC Number:
231-622-2
Beilstein/REAXYS Number:
1723317
MDL number:

$446.00


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Quality Level

grade

Molecular Biology

assay

≥98% (TLC)

form

powder

storage temp.

−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

InChI key

SHZGCJCMOBCMKK-GASJEMHNSA-N

General description

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]

Application

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.[3]

Biochem/physiol Actions

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]

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This Item
72987552003G7000
grade

Molecular Biology

grade

-

grade

-

grade

-

assay

≥98% (TLC)

assay

≥97% (HPLC)

assay

99% (CP)

assay

≥97% (Enzymatic Purity, anhydrous)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

room temp

storage temp.

−20°C


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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
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.
D Massillon et al.
The Journal of biological chemistry, 270(33), 19351-19356 (1995-08-18)
In search for a nonmetabolized, superior glucose analogue to study the mechanism of glucose-induced glycogen synthesis, we have tested 2-deoxy-2-fluoro-alpha-D-glucopyranosyl fluoride, which inhibits muscle phosphorylase beta 10-fold better than dose glucose (Street, I.P., Armstrong, C.R., and Withers, S.G. (1986) Biochemistry



Global Trade Item Number

SKUGTIN
D9761-100MG04061833591093
D9761-250MG04061833076330

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