D-(1,5,6-13C3)Glucose (7) has been synthesized by a six-step chemical method. D-(1,2-13C2)Mannose (1) was converted to methyl D-(1,2-13C2)mannopyranosides (2), and 2 was oxidized with Pt-C and O2 to give methyl D-(1,2-13C2)mannopyranuronides (3). After purification by anion-exchange chromatography,
13C NMR study of the generation of C2- and C3,-deuterated lactic acid by tumoral pancreatic islet cells exposed to D-[1-13C]-, D-[2-13C]- and D-[6-13C]-Glucose in 2H2O
✍ Scribed by Rudolph Willem; Monique Biesemans; François Kayser; Professor; Dr. Willy J. Malaise
- Publisher
- John Wiley and Sons
- Year
- 1994
- Tongue
- English
- Weight
- 918 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0740-3194
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✦ Synopsis
Abstract
Tumoral pancreatic islet cells of the RIN5mF line were incubated for 120 min in media prepared in ^2^H~2~O and containing D‐[1‐^13^C]glucose, and D‐[2‐^13^C]glucose, and D‐[6‐^13^C]glucose. The generation of C~2~‐ and C~3~‐ deuterated lactic acid was assessed by ^13^C NMR. The interpretation of experimental results suggests that a) the efficiency of deuteration on the C~1~ of D‐fructose 6‐phosphate does not exceed about 47% and 4% in the phosphoglucoisomerase and phosphomannoisomerase reactions, respectively; b) approximately 38% of the molecules of D‐glyceraldehyde 3‐phosphate generated from D‐glucose escape deuteration in the sequence of reactions catalyzed by triose phosphate isomerase and aldolase; and c) about 41% of the molecules of pyruvate generated by glycolysis are immediately converted to lactate, the remaining 59% of pyruvate molecules undergoing first a single or double back‐and‐forth interconversion with L‐alanine. It is proposed that this methodological approach, based on high resolution ^13^C NMR spectroscopy, may provide novel information on the regulation of back‐and‐forth interconversion of glycolytic intermediates in intact cells as modulated, for instance, by enzyme‐to‐enzyme tunneling.
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