Abstract
BackgroundThe most well established tactic for the analysis of monosaccharaides, such as glucose, relies on derivatization procedures, using reagents as 2,4-dinitrophenylhydrazine (DNPH). Usually, the instability of the formed imine product deteriorates the detection of trace amounts of the sugar; rendering the spectrophotometric analysis of monosaccharaides extremely challenging.MethodsIn this study, we propose a modified derivatization procedure, reliant on the formation of a stable DNPH-glucose derivative, to aid in the spectrophotometric analysis of glucose. The derivatization procedure was customized to perform the product work-up step under acidic conditions.ResultsThe proton rich media resulted in direct reduction of the Schiff’s base with concomitant intramolecular rearrangement of the product to yield a stable cyclized DNPH-glucose derivative. The annealed structure of the titled compound was verified by 1NMR, 13C-NMR, HMBC and X-ray crystallography.ConclusionsThe derivative revealed extended stability in spiked plasma samples which suggests a potential to employ the described procedure for glucose analysis and detection in biological samples.
Highlights
The most well established tactic for the analysis of monosaccharaides, such as glucose, relies on derivatization procedures, using reagents as 2,4-dinitrophenylhydrazine (DNPH)
The lack of an appropriate chromophore makes the detection of monosaccharides via conventional UV-based instruments challenging (Dürr et al 2004; Cheng and Her 2002)
Chemicals and reagents D6-dimethyl sulfoxide 99.9% D, d4-methanol, (+)-glucose, and glacial acetic acid were purchased from SigmaAldrich
Summary
The most well established tactic for the analysis of monosaccharaides, such as glucose, relies on derivatization procedures, using reagents as 2,4-dinitrophenylhydrazine (DNPH). The instability of the formed imine product deteriorates the detection of trace amounts of the sugar; rendering the spectrophotometric analysis of monosaccharaides extremely challenging. Monosaccharides are difficult to analyze because they have analogous physical and chemical characteristics (Medeiros and Simoneit 2007; Medlicott and Thompson 1985; Masuko et al 2005). The lack of an appropriate chromophore makes the detection of monosaccharides via conventional UV-based instruments challenging (Dürr et al 2004; Cheng and Her 2002). Several HPLC methods using various detection strategies were developed to assist the detection and analysis of monosaccharides (Castellari et al 2000; Rogatsky et al 2005). Low sensitivity and inapplicability to gradient elution hindered rapid and accurate determination of monosaccharides using these approaches (Ko et al 2005)
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
