Differentiation of underivatized diastereomeric hexosamine monosaccharides and their quantification in a mixture using the kinetic method under electrospray ionization conditions

Analytical Chemistry
V NagaveniMariappanadar Vairamani

Abstract

A simple method to differentiate underivatized diastereomeric hexosamine monosaccharides, glucosamine, galactosamine, and mannosamine is reported by applying the kinetic method using N-acetylhexosamines or naturally occurring amino acids as reference bases under electrospray ionization conditions. The observed differences to distinguish the diastereomeric hexosamines are found mainly due to the proton affinity (PA) differences between the analyte and the reference base. The PA values of the hexosamines are not available in the literature, and hence, we estimated them by the kinetic method using N-acetylhexosamines as reference bases. The determined PA values are 223.97 kcal/mol for glucosamine, 224.99 kcal/mol for mannosamine, and 224.71 kcal/mol for galactosamine. The similar PA values were also obtained by using amino acids as reference bases. We have applied the same methodology to quantify these hexosamines in a mixture following the three-point calibration method suggested in the literature.

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Citations

Jun 26, 2007·Journal of the American Society for Mass Spectrometry·Sangeeta KumariKotamarthi Bhanuprakash
Oct 25, 2008·Journal of the American Society for Mass Spectrometry·Anna R M HyyryläinenPirjo Vainiotalo
Oct 20, 2012·Analytical Chemistry·Sandra Osburn, Victor Ryzhov
Aug 27, 2005·Organic Letters·Hao ChenR Graham Cooks
Jul 17, 2012·European Journal of Mass Spectrometry·M Vairamani, S Prabhakar
Dec 17, 2011·European Journal of Mass Spectrometry·Voleti NagaveniMariappanadar Vairamani
Jan 29, 2009·European Journal of Mass Spectrometry·Sangeeta KumariMariappanadar Vairamani
Aug 5, 2006·Journal of Mass Spectrometry : JMS·K P Madhusudanan
Sep 5, 2006·Rapid Communications in Mass Spectrometry : RCM·G S RamanjaneyuluB Venkateswara Rao
Dec 16, 2006·Rapid Communications in Mass Spectrometry : RCM·Xingyu Zhu, Toshinori Sato
Jul 22, 2005·Journal of Mass Spectrometry : JMS·Alessandra Di TullioFrancesco De Angelis

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