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2-Deoxy-D-lyxo-hexose

Names

[ CAS No. ]:
1949-89-9

[ Name ]:
2-Deoxy-D-lyxo-hexose

[Synonym ]:
2-DEOXY-D-LYXOHEXOSE
2-deoxy-galactose
2-deoxy-lyxo-hexose
2-Deoxy-B-D-Lyxo-Hexose
EINECS 217-765-3
Deoxygalactose
2-Dexoy-D-Lyxohexose
D-2-Desoxygalactose
D-2-deoxygalactose
D-lyxo-Hexose, 2-deoxy-
2-Deoxy-D-GalaCLose
D-lyxo-Hexose,2-deoxy
lyxo-Hexose, 2-deoxy-
2-Deoxy-D-Galactopyranose
2-Deoxy-D-galactose
MFCD00014649
DEOXY-D-GALACTOSE,2
2-deoxy-D-talose
(3R,4R,5R)-3,4,5,6-Tetrahydroxyhexanal

Biological Activity

[Description]:

2-Deoxy-D-galactose is a glucose analog. 2-Deoxy-D-galactose inhibits glycolysis to inhibits tumor growth. 2-Deoxy-D-galactose is a substance interfering with the fucosylation of glycomacromolecules and impairing memory consolidation in various learning tasks. 2-Deoxy-d-galactose hinders glycoprotein fucosylation in vivo[1].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others
Research Areas >> Metabolic Disease

[In Vitro]

2-Deoxy-D-galactose (1 mM/L; 5 h) is rapid phosphorylation during the first 30 min and decreases to approximately 20% of this rate during the subsequent hours in ascites hepatoma cells[4].

[In Vivo]

2-Deoxy-D-galactose (380 mg/kg; i.p.; for 6 times) strongly decreases contents of UMP, UDPG, and UDP galactose in rat livers[1]. 2-Deoxy-D-galactose (2-8 μM; intracerebroventricularly injection; once) shows PAR impairment 30 min before the acquisition trial a dose of 4 μM and 15 min delay after do-gal administration[3]. Animal Model: Male adult Wistar rats with passive avoidance response (PAR) acquisition trial[3] Dosage: 2, 4 and 8 μM Administration: Intracerebroventricularly injection; 2-8 μM; once Result: Exhibited PAR disruption at a dose of 4 μM.

[References]

[1]. Keppler DO, et al. The trapping of uridine phosphates by D-galactosamine. D-glucosamine, and 2-deoxy-D-galactose. A study on the mechanism of galactosamine hepatitis. Eur J Biochem. 1970 Dec;17(2):246-53.

[2]. Krug M, et al. The amnesic substance 2-deoxy-D-galactose suppresses the maintenance of hippocampal LTP. Brain Res. 1991 Feb 1;540(1-2):237-42.

[3]. Lorenzini CG, et al. 2-Deoxy-D-galactose effects on passive avoidance memorization in the rat. Neurobiol Learn Mem. 1997 Nov;68(3):317-24.

[4]. Smith DF, Keppler DO. 2-Deoxy-D-galactose metabolism in ascites hepatoma cells results in phosphate trapping and glycolysis inhibition. Eur J Biochem. 1977 Feb 15;73(1):83-92.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
456.7±45.0 °C at 760 mmHg

[ Melting Point ]:
107-110 °C(lit.)

[ Molecular Formula ]:
C6H12O5

[ Molecular Weight ]:
164.156

[ Flash Point ]:
244.1±25.2 °C

[ Exact Mass ]:
164.068466

[ PSA ]:
90.15000

[ LogP ]:
-3.07

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.534

MSDS

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
20/21/22-36/37/38

[ Safety Phrases ]:
S24/25

[ WGK Germany ]:
3

[ HS Code ]:
2912491000

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2912491000

[ Summary ]:
2912491000. other aldehyde-alcohols. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%


Related Compounds

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