scholarly journals The Nuclear Magnetic Resonance Spectra and Optical Rotatory Dispersion of Berbamunine, Magnoline and Two Diastereoisomers

1969 ◽  
Vol 17 (10) ◽  
pp. 2120-2125 ◽  
Author(s):  
TETSUJI KAMETANI ◽  
HIDEO IIDA ◽  
KUNIYOSHI SAKURAI ◽  
SHINZO KANO ◽  
MASATAKA IHARA
1961 ◽  
Vol 39 (1) ◽  
pp. 110-115 ◽  
Author(s):  
R. U. Lemieux ◽  
M. Hoffer

Nuclear magnetic resonance spectroscopy and optical rotatory dispersion measurements were used to correlate the configurations of anomeric pairs for the 1-(2-deoxy-D-ribofuranosyl) derivatives of 5-methyl- and 5-fluoro-uracil. The optical rotations of the anomers were found opposite to those expected on the basis of Hudson's rules of isorotation.


1963 ◽  
Vol 41 (4) ◽  
pp. 889-897 ◽  
Author(s):  
R. U. Lemieux ◽  
J. W. Lown

The configurations of the anomeric N-(tetra-O-acetyl-D-glucopyranosyl)-3-carboxamido-pyridium bromides were established by nuclear magnetic resonance (n.m.r.) spectroscopy. The β-D-anomer was found to undergo deacetylation without anomerization. This compound on oxidation with periodate has been shown (M. Viscontini and E. Hürzeler-Jucker. Helv. Chim. Acta, 39, 1620 (1956)) to yield a different product than did a synthetic N- (D-ribo-furanosyl)-3-carboxamidopyridinium chloride. Therefore, the anomeric configuration of the latter compound must be is α-D. Since its anomer was used (N. A. Hughes, G. W. Kenner, and A. Todd. J. Chem. Soc. 3733 (1957)) to synthesize diphosphopyridine nucleotide (DPN), the configuration of the anomeric center in this portion of the coenzyme must be β-D. Optical rotatory dispersion curves are reported for DPN, its component nucleotides, and the above-mentioned D-glucosides.


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