NMR Libraries of Natural and Synthetic Monosaccharides
DOI:
https://doi.org/10.22270/ajprd.v14i2.1732Abstract
Nuclear Magnetic Resonance (NMR) spectroscopy is a cornerstone analytical technique for the structural elucidation of monosaccharides, which are the fundamental building blocks of complex carbohydrates. Due to their structural diversity, including variations in stereochemistry, ring forms (furanose and pyranose), and functional group modifications, accurate identification of monosaccharides remains a significant challenge in glycoscience. To address this, NMR libraries of natural and synthetic monosaccharides have been developed, providing reference spectra for a wide range of sugar molecules under standardized conditions. These libraries typically include both 1D (¹H, ¹³C) and 2D (COSY, HSQC, HMBC, TOCSY) NMR data, enabling comprehensive structural comparisons. Such databases are essential tools for rapid identification, quality control in carbohydrate synthesis, and the interpretation of complex biological mixtures, such as plant extracts or glycoproteins. Synthetic monosaccharides, often labeled or derivatized, are especially useful in expanding NMR libraries to include rare or unstable structures not readily found in nature. Moreover, computational tools and software are now integrated with these spectral databases, improving automated peak assignments and structure prediction. These resources facilitate the study of carbohydrate-related biological processes, such as pathogen recognition, cell signaling, and energy metabolism. The development and continuous updating of NMR libraries not only streamline structural analysis but also contribute to standardization efforts in carbohydrate research. As the demand for glycan-based therapeutics and diagnostics grows, the role of comprehensive NMR libraries becomes increasingly vital in supporting both fundamental research and applied sciences.
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References
Koppal T. Neglected kinase targets are now in vogue. Drug Discov Dev. 2003; 6(1):66-80.
Pochapsky SS, Pochapsky TC. Nuclear Magnetic Resonance as a Tool in Drug Discovery, Metabolism and Disposition. Curr Top Med Chem. 2001; 1(5):427-441.
Holzgrabe U, Wawer I, Diehl B. NMR Spectroscopy in Drug Development and Analysis. Weinheim (Germany): Wiley VCH; 1999.
Johnson CS Jr. Diffusion ordered nuclear magnetic resonance spectroscopy: principles and applications. In: Harris RK, Grant DM, editors. Encyclopedia of NMR. Vol. 3. Chichester: Wiley; 1996. p. 1200-1214.
Glyco XIII: XIIIth International Symposium on Glycoconjugates (Seattle, USA, 20-26 Aug 1995) [Abstracts]. Glycoconj J. 1995; 12(4):391-590.
Zabotina OA, Ibragimova NN, Zabotin AI, Trofimova OI, Sitnikov AP. Biologically active oligosaccharides from pectins of Pisum sativum L. seedlings affecting root generation. Biochemistry (Moscow). 2002; 67(2):227-232.
Dwek RA. Glycobiology: Toward understanding the function of sugars. Chem Rev. 1996; 96(2):683-720.
Rudd PM, Dwek RA. Glycosylation: heterogeneity and the 3D structure of proteins. Crit Rev Biochem Mol Biol. 1997; 32(1):1-100.
Rudd PM, Endo T, Colominas C, Groth D, Wheeler SF, Harvey DJ, Wormald MR, Serban H, Prusiner SB, Kobata A, Dwek RA. Glycosylation differences between the normal and pathogenic prion protein isoforms. Proc Natl Acad Sci U S A. 1999; 96(23):13044-13049.
Duus JØ, St. Hilaire PM, Meldal M, Bock K. Carbohydrate chemistry: synthetic and structural challenges towards the end of the 20th century. Pure Appl Chem. 1999; 71(5):755-765.
Dorman DE, Roberts JD. Carbon-13 nuclear magnetic resonance spectra of n-alkyl nickel(II) aminotroponiminates. J Am Chem Soc. 1970; 92(17):1355-1361.
Szarek WA, Vyas DM, Gero SD, Lukacs G. Application of carbon-13 nuclear magnetic resonance spectroscopy to the structural determination of chlorodeoxy sugars. Can J Chem. 1974; 52(19):3394-3400.
Perlin AS, Casu B, Koch HJ. Configuration and conformational influences on carbon-13 chemical shifts of some carbohydrates. Can J Chem. 1970; 48(15):2596-2606.
Bock K, Pedersen C. A study of 13C-1H coupling constants in pentopyranoses and some of their derivatives. Acta Chem Scand B. 1975; 29(3):258-264.
Bock K, Beck Sommer M. Carbon-13 nuclear magnetic resonance spectra of monosaccharides. Acta Chem Scand. 1980; 34(5):389-392.
Pfeffer PE, Valentine KM, Parrish FW. Deuterium-induced differential isotope shift carbon-13 NMR. 1. Resonance reassignments of mono- and disaccharides. J Am Chem Soc. 1979; 101(5):1265-1274.
Voelter W, Breitmaier E, Rathbone EB, Stephen AM. The influence of methylation on 13C chemical shifts of galactose derivatives. Tetrahedron. 1973; 29(24):3845-3848.
Zrelov K, Klyushin A, Klyushina A, et al. Mutarotation of D-galactose in solution: a computational and experimental study. Carbohydr Res. 2023; 507:108433.
Napolitano JG, Lankin DC, Chen SN, Pauli GF. Complete 1H and 13C NMR spectral assignment of α- and β-D-glucofuranose. Magn Reson Chem. 2021; 59(12):1127-1135.
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