Basic information Safety Supplier Related

3-DEOXYGLUCOSONE

Basic information Safety Supplier Related

3-DEOXYGLUCOSONE Basic information

Product Name:
3-DEOXYGLUCOSONE
Synonyms:
  • 3-deoxy-d-erythro-hexos-2-ulose
  • 3-deoxy-d-erythro-hexosulos
  • d-3-deoxyglucosone
  • 3DG
  • 3-DEOXY-D-ERYTHRO-HEXULOSE2-KETO-3-DEOXYGLUCOSE
  • 3-DEOXYGLUCOSONE
  • 3-Deoxy-D-arabino-2-hexosulose
  • 3-Deoxy-D-erythro-2-hexosulose
CAS:
4084-27-9
MF:
C6H10O5
MW:
162.14
Product Categories:
  • 13C & 2H Sugars
  • aldehydes
  • Carbohydrates & Derivatives
  • Intermediates
Mol File:
4084-27-9.mol
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3-DEOXYGLUCOSONE Chemical Properties

Melting point:
73-75°C
Boiling point:
208.81°C (rough estimate)
Density 
1.2132 (rough estimate)
refractive index 
1.4230 (estimate)
RTECS 
MQ3390000
storage temp. 
Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility 
Methanol (Slightly), Water (Slightly, Sonicated)
form 
Solid
pka
13.17±0.20(Predicted)
color 
Yellow
Water Solubility 
Soluble in water, methanol or hot ethanol.
Stability:
Hygroscopic
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Safety Information

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29329990
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3-DEOXYGLUCOSONE Usage And Synthesis

Description

3-deoxy Glucosone is a highly reactive 2-oxoaldehyde intermediate of the Maillard reaction produced during oxidative stress in response to excess sugar consumption and in association with diabetes. It is a precursor for the formation of advanced glycation endproducts and because it readily reacts with protein amino groups is also used for crosslinking studies. 3-deoxy Glucosone can be used as a reference for the analysis and detection of glucose degradation products and glycating agents.

Chemical Properties

Amorphous Yellow Solid

Uses

An intermediate in the Maillard reaction of proteins with glucose, which is metabolised to 3-Deoxyfructose. An intermediate in the formation of pyrraline, which might contribute to a pathological effect, such as carcinogenesis

Uses

Frequently used as a reference for the analysis and detection of glucose degradation products and glycating agents. Also used for cross-linking studies as it readily reacts with protein amino groups.

Definition

ChEBI: A deoxyketohexose comprising the open-chain form of D-glucose lacking the -OH group at the 3-position and having the keto group at the 2-position.

3-DEOXYGLUCOSONESupplier

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