Skip to Content
Merck
CN

D8375

2-Deoxy-D-glucose

≥98% (GC), crystalline

Synonym(s):

2-Deoxyglucose, 2-Deoxy-D-arabinohexose

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
Molecular Weight:
164.16
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-823-0
Beilstein/REAXYS Number:
1723331
MDL number:
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


biological source

synthetic

Quality Level

assay

≥98% (GC)

form

crystalline

technique(s)

gas chromatography (GC): suitable, inhibition assay: suitable

color

white to off-white

mp

146-147 °C (lit.)

solubility

H2O: 0.250 g/5mL

application(s)

clinical research
life science and biopharma
metabolomics

storage temp.

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

General description

2-Deoxy-D-glucose, a non-metabolizable glucose analogue, disrupts glycolysis by targeting hexokinase, the rate-limiting step in glycolysis. Phosphorylated to 2-DG-P by hexokinase, it accumulates in the cell, depleting cellular ATP. This approach, effective in starving and killing cancer cells, may also inhibit virus cells reliant on glycolysis for replication. This versatile molecule finds application in cancer, virology, metabolomics and biochemical research.

Application

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

Biochem/physiol Actions

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.

Features and Benefits

  • High-purity compound suitable for a wide variety of research applications

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

For additional information on our range of Biochemicals, please complete this form.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.


Still not finding the right product?

Explore all of our products under 2-Deoxy-D-glucose


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

涉药品监管产品

This item has



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library


Articles

本页面介绍了一篇有关瓦博格效应的文章,以及其如何能够在正常氧气水平下,增强肿瘤细胞中葡萄糖向乳酸的转化。Otto Heinrich Warburg在1924年证明,癌细胞显示出对糖酵解的依赖性增加,以满足他们的能量需求,无论是否有充足的氧气存在。

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.


Matthew E Mead et al.
mSphere, 4(1) (2019-02-23)
Aspergillus fischeri is closely related to Aspergillus fumigatus, the major cause of invasive mold infections. Even though A. fischeri is commonly found in diverse environments, including hospitals, it rarely causes invasive disease. Why A. fischeri causes less human disease than
Toma A Yakulov et al.
Nature communications, 9(1), 3660-3660 (2018-09-12)
Kidney injury is a common complication of severe disease. Here, we report that injuries of the zebrafish embryonal kidney are rapidly repaired by a migratory response in 2-, but not in 1-day-old embryos. Gene expression profiles between these two developmental
Isaline Rowe et al.
Nature medicine, 19(4), 488-493 (2013-03-26)
Autosomal dominant polycystic kidney disease (ADPKD) is a common genetic disorder characterized by bilateral renal cyst formation. Recent identification of signaling cascades deregulated in ADPKD has led to the initiation of several clinical trials, but an approved therapy is still



Global Trade Item Number

SKUGTIN
D8375-25G04061833589472
D8375-5G04061833589489
D8375-100G04061833589441
D8375-10MG04061833589458
D8375-1G04061833589465