1949-89-9 Usage
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).
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 1949-89-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,9,4 and 9 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1949-89:
(6*1)+(5*9)+(4*4)+(3*9)+(2*8)+(1*9)=119
119 % 10 = 9
So 1949-89-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4-,5-,6-/m1/s1
1949-89-9Relevant articles and documents
SILYL NITRONATES AND NITRILE OXIDES IN ORGANIC SYNTHESIS. A NOVEL ROUTE TO D,L-DEOXYSUGARS. USE OF ALUMINIUM OXIDE AS SOLID PHASE BASE FOR GENERATION OF NITRILE OXIDES FROM HYDROXIMIC ACID CHLORIDES
Torssell, K. B. G.,Hazell, A. C.,Hazell, R. G.
, p. 5569 - 5576 (2007/10/02)
Novel methodology is developed for a three step synthesis of deoxyaldoses and deoxyketoses. 1.Regioselective addition of silyl nitronate or nitrile oxide to a diene. 2.Stereospecific hydroxylation of the double bond. 3.Unmasking of the aldol moiety by catalytic reduction of the 2-isoxazoline.The syntheses of D.L-deoxyribose, D,L-oleose, D,L-digitoxose, D,L-2-deoxygalactose, 1,3-dideoxyfructose, 3-deoxyfructose etc. are described.Basic aluminium oxide is introduced as a solid phase base for the one step synthesis of 2-isoxazolines from aldoximes and olefins.An X-ray diffraction study of compound 13c verifies the stereochemical assignments.
