2-Deoxy-D-galactose

Synonym(s):2-Deoxy-D-lyxohexose;2-Deoxy-D-galactose - CAS 1949-89-9 - Calbiochem

CAS NO.：1949-89-9
Empirical Formula: C6H12O5
Molecular Weight: 164.16
MDL number: MFCD00014649
EINECS: 217-765-3
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-17 21:30:02

What is 2-Deoxy-D-galactose?

Chemical properties

White Crystalline Solid

The Uses of 2-Deoxy-D-galactose

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).

What are the applications of Application

2-Deoxy-D-galactose is an analog of hexose that inhibits fucosylation

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.]

Properties of 2-Deoxy-D-galactose

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

Safety information for 2-Deoxy-D-galactose

Signal word	Danger
Pictogram(s)	Exclamation Mark Irritant GHS07 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H317:Sensitisation, Skin H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H372:Specific target organ toxicity, repeated exposure H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.