Anomeric Bond-Character in the Pyranose Sugars

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Science  29 Sep 1967:
Vol. 157, Issue 3796, pp. 1576-1577
DOI: 10.1126/science.157.3796.1576


Evidence from determinations of crystal structure relating to the shortening of carbon-oxygen bonds in the anomeric position in pyranose sugars is presented. There is a high degree of probability that the C(1)-O(1) bond is shortened by about 0.04 Å relative to the other C-O single-bond lengths, except in the case of an axially oriented glycosidic group where there is evidence of a distinction between the two ring C-O bonds.