18968-05-3 Usage
Description
1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE is a chemical compound that serves as an intermediate in the synthesis of various biologically active molecules. It is a derivative of beta-D-mannopyranose, a monosaccharide, with four acetyl groups attached to its hydroxyl groups. This modification enhances its reactivity and stability, making it a valuable building block in organic synthesis.
Uses
Used in Pharmaceutical Industry:
1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE is used as an intermediate in the preparation of precursors for the synthesis of 2-[18F]fluoro-2-deoxy-D-glucose (FDG), a radiotracer used in positron emission tomography (PET) for diagnostic purposes. FDG is commonly utilized in detecting cancerous cells, as they exhibit a higher rate of glucose metabolism compared to normal cells. The use of 1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE in the synthesis of FDG precursors ensures the production of a reliable and efficient diagnostic tool for various medical applications.
Additionally, due to its unique structure and reactivity, 1,3,4,6-TETRA-O-ACETYL-BETA-D-MANNOPYRANOSE may also be employed as a building block in the development of other pharmaceutical compounds, particularly those targeting carbohydrate-based drug discovery. Its ability to form stable glycosidic linkages with various biomolecules makes it a promising candidate for the synthesis of glycoconjugates, which have potential applications in the treatment of various diseases, including cancer, infectious diseases, and inflammatory conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 18968-05-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,9,6 and 8 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 18968-05:
(7*1)+(6*8)+(5*9)+(4*6)+(3*8)+(2*0)+(1*5)=153
153 % 10 = 3
So 18968-05-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H15F7O4Si/c1-17-21(18-2,19-3)6-4-5-20-7(10,8(11,12)13)9(14,15)16/h4-6H2,1-3H3
18968-05-3Relevant articles and documents
A short synthesis of 2-deoxy-2-fluoro-D-glucose.
Kovac
, p. 168 - 170 (1986)
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Synthesis, photophysical properties, and photodynamic activity of positional isomers of TFPP-glucose conjugates
Fadlan, Arif,Tanimoto, Hiroki,Ito, Tatsuya,Aritomi, Yusuke,Ueno, Maho,Tokuda, Masaya,Hirohara, Shiho,Obata, Makoto,Morimoto, Tsumoru,Kakiuchi, Kiyomi
, p. 1848 - 1858 (2018/03/06)
The synthesis and characterization of a ‘complete set’ of positional isomers of tetrakis(perfluorophenyl)porphyrins (TFPP)-glucose conjugates (1OH, 2OH, 3OH, 4OH, and 6OH) are reported herein. The cellular uptake and photocytotoxicity of these conjugates were examined in order to investigate the influence of location of the TFPP moiety on the D-glucose molecule on the biological activity of the conjugates. An In vitro biological evaluation revealed that the certain of these isomers have a greater effect on cellular uptake and cytotoxicity than others. The TFPP-glucose conjugates 1OH, 3OH, and 4OH were found to exert exceptional photocytotoxicity in several types of cancer cells compared to 2OH and 6OH substituted isomers.
A convenient and efficient synthetic approach to mono-, di-, and tri-O-mannosylated Fmoc amino acids
Chen, Liqun,Tan, Zhongping
, p. 2190 - 2193 (2013/04/24)
A convenient and highly efficient synthesis of mono-, di-, and tri-O-mannosylated Fmoc-Ser and Thr is described. The short synthetic route and high overall yield highlight the synthetic utility of this unified approach.
