Metabolism of 2-Deoxy-2-fluoro-d-[3H]glucose and 2-Deoxy-2-fluoro-d-[3H]mannose in Yeast and Chick-Embryo Cells

Abstract

2-Deoxy-2-fluoro-d-[³H] glucose and 2-deoxy-2-fluoro-d-[³H]mannose have been prepared by tritiation of the corresponding unlabeled 2-fluoro sugars. The tritiated 2-fluoro sugars are phospyhorylated and activated by UTP and by GTP to yield UDP-2-fluoro-d-[³H]glucose, UDP-2-deoxy-2-fluoro-d-[³H]mannose, GDP-2-deoxy-2-fluoro-d-[³H]glucose and GDP-2-deoxy-2-fluoro-d-[³H]mannose in both cell types. the nucleothde derivatives could also be labeled in the nucleotide moietuy by feedingt the cells with [¹⁴C]uridine or [¹⁴C]guanosine in the presence of unalaveled 2-fluoro sugar. No evidence was obtained for metabolic wteps in which the six carbon chain of 2-fluoro sugars was not preserved. No epimerisation of hte lavel to 2-deoxy-2-gluoro-d-[³H]galactose could be observed by radioactive gas-liquid chromatography of the enzymatic celavage products of the different 2-fluoro sugar metaboluties isolated form eiter cell type. Yeast and chick embryo cells both incorporate 2-deoxy-2-fluoro-d-[³H]gucose and 2-deoxy-2-fluoro-d-[³H]mannose specifically into glycoprpoteins, although this incorporation is very low when compared to the invoporatio of 2-deoxy-d-[³H]gucose.