D9761
6-Deoxy-D-glucose
Synonym(s):
D-Isorhamnose, Epifucose, Quinovose
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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:
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. It lacks the hydroxyl group at carbon 6 position. It is also an analog of mannose.
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.
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 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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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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
Haibin Xi et al.
IUBMB life, 66(2), 110-121 (2014-03-01)
Through the eons of time, out of all possible configurations, nature has selected glucose not only as a vital source of energy to sustain life but also as the molecule who's structure supplies the appropriate elements required for a cell
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D9761-100MG | 04061833591093 |
| D9761-250MG | 04061833076330 |