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Merck
모든 사진(4)

주요 문서

D3179

Sigma-Aldrich

2-Deoxy-D-glucose

≥98% (GC), BioXtra

동의어(들):

2-Deoxy-D-arabinohexose

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About This Item

실험식(Hill 표기법):
C6H12O5
CAS Number:
Molecular Weight:
164.16
Beilstein:
1723331
EC Number:
MDL number:
UNSPSC 코드:
12352201
PubChem Substance ID:
NACRES:
NA.25

생물학적 소스

synthetic (organic)

Quality Level

제품 라인

BioXtra

분석

≥98% (GC)

양식

powder

기술

gas chromatography (GC): suitable

불순물

≤0.001% Phosphorus (P)
<0.1% Insoluble matter

무기 잔류물

<0.1%

색상

white

mp

146-147 °C (lit.)

solubility

H2O: 1 M at 20 °C, clear, colorless

음이온 미량물

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

양이온 미량물

Al: ≤0.0005%
Ca: ≤0.003%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.001%
NH4+: ≤0.05%
Na: ≤0.005%
Pb: ≤0.001%
Zn: ≤0.0005%

저장 온도

2-8°C

SMILES string

OC[C@@H](O)[C@@H](O)[C@H](O)CC=O

InChI

1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2/t4-,5-,6+/m1/s1

InChI key

VRYALKFFQXWPIH-PBXRRBTRSA-N

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애플리케이션

2-Deoxy-D-glucose was used in the development of anti-cancer strategies that involve radio- and chemosensitization and oxidative stress. It was used in glucoprivic feeding research to invoke and study the processes of counter-regulatory response (CRR).

생화학적/생리학적 작용

2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its action on hexokinase, the rate limiting step of glycolysis. It is phosphorylated by hexokinase to 2-DG-P which can not be further metabolized by phosphoglucose isomerase. This leads to the accumulation of 2-DG-P in the cell and the depletion in cellular ATP. In vitro, 2-Deoxyglucose has been shown to induce autophagy, increases ROS production, and activate AMPK.
2-Deoxy-D-Glucose (2-Deoxyglucose) is a glucose analog that inhibits glycolysis via its actions on hexokinase, the rate limiting step of glycolysis. It is phosphorylated by hexokinase to 2-DG-P which can not be further metabolized by phosphoglucose isomerase. This leads to the accumulation of 2-DG-P in the cell and the depletion in cellular ATP. In vitro, 2-Deoxyglucose has been shown to induce autophagy, increase ROS production, and activate AMPK.

기타 정보

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

Craig Beall et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 302(2), R215-R223 (2011-11-11)
Despite significant technological and pharmacological advancements, insulin replacement therapy fails to adequately replicate β-cell function, and so glucose control in type 1 diabetes mellitus (T1D) is frequently erratic, leading to periods of hypoglycemia. Moreover, the counterregulatory response (CRR) to falling
B S Dwarakanath
Journal of cancer research and therapeutics, 5 Suppl 1, S27-S31 (2009-12-17)
The glucose analog 2-deoxy-D-glucose (2-DG), an inhibitor of glucose transport and glycolytic ATP production, is the most widely investigated metabolic inhibitor for targeting glucose metabolism. Besides depleting energy in cells, 2-DG has also been found to alter N-linked glycosylation leading
Madhusudhanan Sukumar et al.
The Journal of clinical investigation, 123(10), 4479-4488 (2013-10-05)
Naive CD8+ T cells rely upon oxidation of fatty acids as a primary source of energy. After antigen encounter, T cells shift to a glycolytic metabolism to sustain effector function. It is unclear, however, whether changes in glucose metabolism ultimately
Rosemarie Ungricht et al.
The Journal of cell biology, 209(5), 687-703 (2015-06-10)
Newly synthesized membrane proteins are constantly sorted from the endoplasmic reticulum (ER) to various membranous compartments. How proteins specifically enrich at the inner nuclear membrane (INM) is not well understood. We have established a visual in vitro assay to measure
Silvia Ramírez-Peinado et al.
The Journal of biological chemistry, 288(42), 30387-30398 (2013-09-10)
In response to nutrient shortage or organelle damage, cells undergo macroautophagy. Starvation of glucose, an essential nutrient, is thought to promote autophagy in mammalian cells. We thus aimed to determine the role of autophagy in cell death induced by glucose

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