Issue 0, 1981

Analysis of the chirality of [16O,17O,18O] phosphate esters by 31P nuclear magnetic resonance spectroscopy

Abstract

A stereospecific method for cyclising D-glucose 6-[16O,17O,18O]phosphate and adenosine 5′-[16O,17O,18O]-phosphate to their conformationally locked six-membered cyclic phosphate diesters has been developed. Using [16O,17O,18O]phosphate esters of known absolute configuration it is shown by 31P n.m.r. spectroscopy, after esterification to the axial and equatorial triesters, that the cyclisation occurs with inversion of configuration. It is now possible, therefore, to determine the chirality at phosphorus of D-glucose 6-[16O,17O,18O]phosphate and adenosine 5′-[16O,17O,18O]phosphate by this procedure.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1981, 3186-3195

Analysis of the chirality of [16O,17O,18O] phosphate esters by 31P nuclear magnetic resonance spectroscopy

R. L. Jarvest, G. Lowe and B. V. L. Potter, J. Chem. Soc., Perkin Trans. 1, 1981, 3186 DOI: 10.1039/P19810003186

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