2-Deoxy-D-glucose-6-phosphate

Modify Date: 2024-01-13 20:07:56

2-Deoxy-D-glucose-6-phosphate Structure
2-Deoxy-D-glucose-6-phosphate structure
Common Name 2-Deoxy-D-glucose-6-phosphate
CAS Number 3573-50-0 Molecular Weight 244.14
Density 1.694g/cm3 Boiling Point 606.9ºC at 760mmHg
Molecular Formula C6H13O8P Melting Point N/A
MSDS N/A Flash Point 320.8ºC

 Use of 2-Deoxy-D-glucose-6-phosphate


2-Deoxy-D-glucose 6-phosphate is an intermediate of 2-deoxy-D-glucose (2-DG) [1]. 2-Deoxy-D-glucose is incorporated into glycogen[2].

 Names

Name 2-deoxy-D-glucose 6-phosphate
Synonym More Synonyms

 2-Deoxy-D-glucose-6-phosphate Biological Activity

Description 2-Deoxy-D-glucose 6-phosphate is an intermediate of 2-deoxy-D-glucose (2-DG) [1]. 2-Deoxy-D-glucose is incorporated into glycogen[2].
Related Catalog
In Vitro Acting as a D-glucose mimic, 2-deoxy-D-glucose (2-DG) inhibits glycolysis due to formation and intracellular accumulation of 2-deoxy-D-glucose-6-phosphate (2-DG6P), inhibiting the function of hexokinase and glucose-6-phosphate isomerase, and inducing cell death[3]. The accumulation of 2-deoxyglucose-6-phosphate (2-DG6P), detected using 31P nuclear magnetic resonance spectroscopy, is used to assess glucose uptake before and during insulin stimulation in the isolated perfused heart[4].
References

[1]. Kuo SC, et al. Inhibition by 2-deoxy-D-glucose of synthesis of glycoprotein enzymes by protoplasts of Saccharomyces: relation to inhibition of sugar uptake and metabolism. J Bacteriol. 1972;111(2):419-429.

[2]. Doenst T, et al. Complexities underlying the quantitative determination of myocardial glucose uptake with 2-deoxyglucose. J Mol Cell Cardiol. 1998;30(8):1595-1604.

[3]. Pajak B, et al. 2-Deoxy-d-Glucose and Its Analogs: From Diagnostic to Therapeutic Agents. Int J Mol Sci. 2019;21(1):234. Published 2019 Dec 29.

[4]. Paternostro G, et al. Decreased GLUT-4 mRNA content and insulin-sensitive deoxyglucose uptake show insulin resistance in the hypertensive rat heart. Cardiovasc Res. 1995;30(2):205-211.

 Chemical & Physical Properties

Density 1.694g/cm3
Boiling Point 606.9ºC at 760mmHg
Molecular Formula C6H13O8P
Molecular Weight 244.14
Flash Point 320.8ºC
Exact Mass 244.03500
PSA 146.49000
Index of Refraction 1.574

 Synthetic Route

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2-Deoxy-D-glucose-6-phosphate Structure

2-Deoxy-D-gluco...

CAS#:3573-50-0

Literature: Foster et al. Journal of the Chemical Society, 1951 , p. 980,985

~%

2-Deoxy-D-glucose-6-phosphate Structure

2-Deoxy-D-gluco...

CAS#:3573-50-0

Literature: Foster et al. Journal of the Chemical Society, 1951 , p. 980,985

~%

2-Deoxy-D-glucose-6-phosphate Structure

2-Deoxy-D-gluco...

CAS#:3573-50-0

Literature: Foster et al. Journal of the Chemical Society, 1951 , p. 980,985

~%

2-Deoxy-D-glucose-6-phosphate Structure

2-Deoxy-D-gluco...

CAS#:3573-50-0

Literature: Foster et al. Journal of the Chemical Society, 1951 , p. 980,985

 Synonyms

2-Deoxy-D-glucose-6-phosphate
D-lyxo-2-Desoxy-hexose-6-phosphat
2-deoxyglucose-6-phosphate
O6-phosphono-D-lyxo-2-deoxy-hexose
[(2R,3S,4R)-2,3,4-trihydroxy-6-oxohexyl] dihydrogen phosphate
D-lyxo-3,4,5-Trihydroxy-6-phosphonooxy-hexanal
[(2R,3S,4R)-2,3,4-trihydroxy-6-keto-hexyl] dihydrogen phosphate
O6-Phosphono-D-lyxo-2-desoxy-hexose
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