Publisher Summary This chapter provides an overview of the 13 Carbon-nuclear magnetic resonance ( 13 C-NMR) spectroscopy of monosaccharides. The 13 C-NMR spectroscopy has become increasingly important as a tool for the characterization and structural elucidation of sugars and their derivatives. Although 13 C-NMR is closely related to 1 H-NMR spectroscopy, especially when both types of spectra are recorded with Fourier-transform instruments, the two techniques are sufficiently different to be valuable complements to each other. In many cases, in particular when dealing with complex molecules such as polysaccharides, the amount of information obtainable from 1 H-NMR spectra is limited as compared to that revealed by 13 C- NMR spectra. This chapter provides an almost complete collection of 13 C- NMR chemical shifts of monosaccharides, their methyl glycosides, and acetates, along with the examples of shift data for as many different types of monosaccharide derivative as possible. It also provides details on sampling techniques and assignment techniques, and discusses the identity of monosaccharides, their structure determination, and conformational analysis .

Carbon-13 Nuclear Magnetic Resonance Spectroscopy of Monosaccharides

Metabolite profiling by one- and two-dimensional NMR analysis of complex mixtures

Carbon-13 NMR spectroscopy of steroidal sapogenins and steroidal saponins

Carbon—hydrogen spin—spin coupling constants

Publisher Summary This chapter examines the carbon-13 nuclear magnetic resonance spectroscopy of polysaccharides. The C-1 resonances of the pyranoid forms of glucose, xylose, galactose, arabinose, methyl glucoside, and methyl xyloside are shown to be sensitive to the anomeric configuration. The C-1 chemical-shifts of furanosides are generally at lower field than those of their anomeric counterparts in the pyranose series. The values of a series of α- and β-shifts have been determined for mono- O -methylglucoses and mono- O -methylmannoses to aid in the assignments of 13 C signals of oligosaccharides and polysaccharides consisting of glucose and mannose respectively. The 13 C-NMR spectra of polysaccharides having mixed linkages can sometimes be interpreted by the reference to the spectra of homopolymers representing each type of linkage. The C-2 to C-6 signals of monorhamnomannan were rationalized by gauging substitution-shifts and by the use of D -glucose precursors labeled with 2 H or 13 C. Glucose gave a rhamnomannan whose spectrum lacked the signal at 66.7, characterizing it as from C-6. The polysaccharides containing 3-deoxy- D -manno-octulosylonic acid residues are also elaborated.

Carbon-13 Nuclear Magnetic Resonance Spectroscopy of Polysaccharides

A study of (13)ch coupling constants in pentopyranoses and some of their derivatives

/pdf/reactions-between-formaldehyde-and-polyhydric-alcohols-part-3sds75uj3f.pdf

Reactions between formaldehyde and polyhydric alcohols part 2, a fourteen-membered cyclic acetal from (z)-2-butene-1,4-diol and paraformaldehyde

/pdf/reactions-of-lone-pair-electron-donors-with-unsaturated-3pe9fkrmeq.pdf

Reactions of lone pair electron donors with unsaturated electrophiles part 3, addition of tetrahydrofuran to dimethylmaleate

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A study of (13)ch coupling constants in pentopyranoses and some of their derivatives

Reactions between formaldehyde and polyhydric alcohols part 2, a fourteen-membered cyclic acetal from (z)-2-butene-1,4-diol and paraformaldehyde

Reactions of lone pair electron donors with unsaturated electrophiles part 3, addition of tetrahydrofuran to dimethylmaleate