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2-Deoxy-D-galactose

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2-Deoxy-D-galactose Basic information

Product Name:
2-Deoxy-D-galactose
Synonyms:
  • 2-DEOXY-D-LYXOHEXOSE
  • 2-DEOXY-D-GALACTOPYRANOSE
  • 2-DEOXY-D-GALACTOSE
  • 2-DEOXYGALACTOSE
  • 2-DEOXY-BETA-D-GALACTOSE
  • 2-DEOXY-BETA-D-LYXO-HEXOSE
  • 2-Deoxy-D-galactose (1.24798)
  • Deoxygalactose
CAS:
1949-89-9
MF:
C6H12O5
MW:
164.16
EINECS:
217-765-3
Product Categories:
  • carbohydrate
  • Sugars, Carbohydrates & Glucosides
  • 13C & 2H Sugars
  • Biochemistry
  • Deoxysugars
  • Galactose
  • Sugars
  • aldehydes
  • Carbohydrates & Derivatives
Mol File:
1949-89-9.mol
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2-Deoxy-D-galactose Chemical Properties

Melting point:
107-110 °C(lit.)
alpha 
57 º (c=3.7, H20 NH3)
Boiling point:
211.61°C (rough estimate)
Density 
1.1738 (rough estimate)
refractive index 
1.4230 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
Methanol, Water
pka
13.47±0.20(Predicted)
form 
Powder
color 
White to Off-white
optical activity
[α]20/D +59.7°, c = 2 in H2O
Water Solubility 
Soluble in water.
BRN 
1723333
LogP
-3.070 (est)
CAS DataBase Reference
1949-89-9(CAS DataBase Reference)
EPA Substance Registry System
D-lyxo-Hexose, 2-deoxy- (1949-89-9)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
24/25-37/39-36-26
WGK Germany 
3
3-10
HS Code 
29400090

MSDS

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2-Deoxy-D-galactose Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

2-Deoxy-D-galactose is used as an inhibitor of fucosylation, which is a process of adding hexose deoxy sugar units to a molecule. It is used for studying galactose uptake into Escherichia coli and also for competitive elution of Anadarin P lectin (a galactosyl-binding lectin from blood clam).

Definition

ChEBI: 2-deoxy-D-galactose is a deoxygalactose. It is functionally related to an aldehydo-D-galactose and a D-galactose.

General Description

2-Deoxy-D-galactose is a glucose analog that shows a wide range of biological activities such as inhibition of glycolysis and thereby tumor growth, interference with the biosynthetic processing of glycoproteins, antiviral activity, and hepatotoxicity. It is being extensively studied as trapping agents for phosphate and uridylate in mammalian cells due to its ability to interfere in the phosphate and nucleotide metabolism.

Purification Methods

Crystallise 2-deoxy-D-galactose from MeOH or diethyl ether. The aniline derivative has m 142-143o, [ ] D 16.5 -149o (c 0.8, pyridine). [Overend et al. J Chem Soc 671, 675 1950 and 992 1951.] A 30% equilibrium solution at 31o in D2O contains 40% -pyranose, 44% pyranose, 8% -furanose and 8% -furanose forms as estimated by 1HNMR spectroscopy [Angyal & Pickles Aust J Chem 25 1711 1972]. [Beilstein 1 IV 4283.]

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