1949-89-9 Usage
Description
2-Deoxy-D-galactose, a glucose analog, is a white crystalline solid that exhibits a broad spectrum of biological activities. These activities include the inhibition of glycolysis, which can lead to the suppression of tumor growth, interference with the biosynthetic processing of glycoproteins, antiviral properties, and hepatotoxicity. It is also being extensively studied as a trapping agent for phosphate and uridylate in mammalian cells due to its ability to interfere with phosphate and nucleotide metabolism.
Uses
Used in Pharmaceutical Research:
2-Deoxy-D-galactose is used as an inhibitor of fucosylation, a process that involves the addition of hexose deoxy sugar units to a molecule. This application is particularly relevant in the study of galactose uptake into Escherichia coli and for the competitive elution of Anadarin P lectin, a galactosyl-binding lectin derived from blood clams.
Used in Biochemical Studies:
In the field of biochemistry, 2-Deoxy-D-galactose serves as a valuable tool for investigating the role of glycolysis in tumor growth. By inhibiting this process, researchers can gain insights into the underlying mechanisms of cancer development and progression.
Used in Glycobiology:
2-Deoxy-D-galactose is also utilized in the study of glycoprotein biosynthesis and processing. Its interference with these processes can provide valuable information on the structure and function of glycoproteins, which are essential for various biological functions, including cell adhesion, signaling, and immune response.
Used in Antiviral Research:
The antiviral activity of 2-Deoxy-D-galactose makes it a potential candidate for the development of new antiviral therapies. By understanding its mode of action, researchers can potentially design more effective treatments against viral infections.
Used in Hepatotoxicity Studies:
Due to its hepatotoxic properties, 2-Deoxy-D-galactose can be employed in the study of liver toxicity and the development of hepatoprotective agents. This can contribute to the advancement of therapies for liver diseases and conditions caused by drug-induced liver injury.
Used in Drug Delivery Systems:
In the development of drug delivery systems, 2-Deoxy-D-galactose can be explored as a potential carrier or targeting molecule for the selective delivery of therapeutic agents to specific cells or tissues. Its ability to interfere with cellular processes may enhance the efficacy of drug delivery and reduce side effects.
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.
