2-Deoxy-D-Glucose: Chemistry and Biology

Characterization of 2-Deoxy-D-glucose

Author(s): Ramji Lal Yadav*, Neeru Singh, S. N. Karaiya, Rahul Dev and Anil Kumar

Pp: 29-50 (22)

DOI: 10.2174/9789815305159124010006

* (Excluding Mailing and Handling)

Abstract

2-Deoxy-D-glucose is an important pharmaceutical intermediate, and its analytical characterization is critical for establishing its purity and quality. This chapter summarizes spectroscopic techniques, including UV, IR, NMR, and mass spectrometry, along with HPLC and GC studies used for the complete structural elucidation and purity analysis of 2-Deoxy-D-glucose. The UV spectrum of 2-DeoxyD-Glucose showed no distinct peaks. The IR spectrum displayed characteristic bands for the O-H and C-H functional groups. 1H, 13C, APT, DEPT NMR, HSQC, and HMBC experiments confirmed the nominally proposed structure. ESI-MS revealed an [M+Na]+ ion at m/z 187. Specific optical rotation was measured in water. HPLC studies estimated the related substances and assay to be 1.2% and 99.8%, on an anhydrous basis, respectively. The residual solvents, such as methanol, isopropyl alcohol, ethyl acetate, and toluene, were determined by GC headspace and found to be within the limits. The collective analytical evidence confirmed that the test sample met the quality specifications for 2-Deoxy-D-glucose.


Keywords: Assay, Chromatography, Characterization, Karl fisher, Related substances, Spectroscopy, Specific optical rotation, 2-deoxy-D-glucose.

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