Synthesis and tritium radiolabelling of fluorinated analogues of myo-inositol
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 953-960
- https://doi.org/10.1039/p19920000953
Abstract
Syntheses have been developed for a set of six myo-inositol analogues from myo-inositol in which single hydroxy groups have been replaced by fluorine (monodeoxy-fluoro-myo-inositols). Except for 2-deoxy-2-fluoro-myo-inositol 32 and lD-4-deoxy-4-fluoro-myo-inositol 23, the monodeoxy-fluoro-myo-inositols were substrates for the enzyme inositol dehydrogenase [EC 1.1.1.18], which catalyses the oxidation of the axial 2-position of myo-inositol to give scyllo-inosose. This enzyme was used to exchange tritium radiolabel from myo-[2-3H]inositol to the monodeoxy-fluoro-myo-inositol. 1D-4-Deoxy-4-fluoro-myo-inositol and 2-deoxy-2-fluoro-myo-inositol were radiolabelled chemically.Keywords
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