Chemistry: molecular biology and microbiology – Measuring or testing process involving enzymes or... – Involving glucose or galactose
Patent
1993-09-20
1995-08-08
Beisner, William H.
Chemistry: molecular biology and microbiology
Measuring or testing process involving enzymes or...
Involving glucose or galactose
435 15, 435 72, 435105, C12P 1902, C12Q 154, C12Q 148
Patent
active
054398037
ABSTRACT:
An isotopically substituted molecule D-(1,6-.sup.13 C.sub.2,6,6-.sup.2 H.sub.2)glucose and method of use is provided for measuring the relative activities of glycolysis and the pentose phosphate pathway (PPP). By using the isotope, labeled in the C1 and C6 positions, of the present invention, a single incubation of cells provides lactate methyl groups derived from the C1 and C6 positions of the labeled isotope, which are distinguishable by gas chromatography/mass spectrometry (GC/MS). When combined with standard microdialysis techniques, the isotope and method of the present invention may also be used to monitor in vivo glycolysis and the PPP.
REFERENCES:
patent: 4656133 (1987-04-01), Goux
Wood H., The Distribution of C.sup.14 in the Hexose Phosphates . . . J Biol Chem 233: 1279-1282 (1958).
Desage M., Positional Isotopic Analysis of .sup.13 C . . . Biomed & Environ Mass Spec 18 pp. 1010-1015 1989.
Serianni A., Stable Isotopically Enriched D-Glucose . . . J Carbo Chem 9 (5) 513-541 1990.
Saur, W. K. et al., "Deuterium Isotope Effects in the Fermentation of Hexoses to Ethanol by Saccharomyces cerevisiae. I. Hydrogen Exchange in the Glycolytic Pathway," Biochemistry 7:3529-3536 (1968).
Saur, W. K. et al., "Deuterium Isotope Effects in the Fermentation of Hexoses to Ethanol by Saccharomyces cerevisiae. II. A Steady-State Kinetic Analysis of the Isotopic Composition of the Methyl Group of Ethanol in an Isotopic Mirror Fermentation Experiment," Biochemistry 7:3537-3546 (1968).
Wu, J. et al., "Multiply .sup.13 C-substituted monosaccharides: synthesis of D-(1,5,6-.sup.13 C.sub.3)glucose and D-(2,5,6-.sup.13 C.sub.3)glucose," Carbohydr. Res. 226:261-269 (1992).
Wood, H. G. et al., "The Distribution of C.sup.14 in the Hexose Phosphates and the Effect of Recycling in the Pentose Cycle," J. Biol. Chem. 233:1279-1282 (1958).
Serianni A. S., et al., "Stable Isotopically-Enriched D-Glucose: Strategies To Introduce Carbon, Hydrogen And Oxygen Isotopes At Various Sited," J. Carbohydr. Chem. 9:513-541 (1990).
Longenecker, J. P. et al., "Use of [2-.sup.14 C]Glucose and [5-.sup.14 C]Glucose for Evaluating the Mechanism and Quantitative Significance of the `Liver-Cell` Pentose Cycle," Biochem. J. 188:847-857 (1980).
Landau, B. R., et al., "A Quantitative Estimation of the Pathways of Glucose Metabolism in Rat Adipose Tissue in Vitro," J. Biol. Chem. 239:697-704 (1964).
Larrabee, M. G. "Evaluation of the pentose phosphate pathway from .sup.14 CO.sub.2 data," Biochem. J. 272:127-132 (1990).
Landau, B. R. et al., "Estimations of Pathway Contributions to Glucose Metabolism and the Transaldolase Reactions," J. Biol. Chem. 241:741-749 (1966).
Landau, B. R. et al., "Estimation of Pathway Contributions to Glucose Metabolism and of the Rate of Isomerization of Hexose 6-Phosphate," J. Biol. Chem. 239:686-696 (1964).
Katz, J. et al., "The Use of Glucose-C.sup.14 for the Evaluation of the Pathways of Glucose Metabolism," J. Biol. Chem. 235:2165-2177 (1960).
Katz, J. et al., "The Labeling of Pentose Phosphate from Glucose-.sup.14 C and Estimation of the Rates of Transaldolase, Transketolase, the Contribution of the Pentose Cycle, and Ribose Phosphate Synthesis," Biochemistry 6:2227-2247 (1967).
Kingsley-Hickman, P. B. et al., "Hexose Monophosphate Shunt Measurement in Cultured Cells with [1-.sup.13 C]Glucose: Correction for Endogenous Carbon Sources Using [6-.sup.13 C]Glucose," Anal. Biochem. 185:235-237 (1990).
King-Morris, M. J. et al., "Stable, Isotopically Substituted Carbohydrates: An Improved Synthesis of (6-.sup.13 C)Aldohexoses," Carbohydr. Res. 175:49-58 (1988).
Cheng, H-M. et al., "Proton NMR Spectroscopy of Glucose Consumption by Cultured Lens Spithelial Cells," J. Ocular Pharmacol. 2:319-324 (1986).
Wood, H. G. et al., "Estimation of Pathways of Carbohydrate Metabolism," Biochem. Z. 338:809-847 (1963).
Loreck, D. J. et al., "Regulation of the Pentose Phosphate Pathway in Human Astrocytes and Gliomas," Metabol. Brain Dis. 31-46 (1987).
Larrabee, M. G., "The Pentose Cycle (Hexose Monophosphate Shunt," J. Biol. Chem. 264:15875-15879 (1989).
Katz, J. et al., "The Pentose Cycle, Triose Phosphate Isomerization, and Lipogenesis in Rat Adiopose Tissue," J. Biol. Chem. 241:727-740 (1966).
Horecker, B. L., et al., "The Mechanism of Pentose Phosphate Conversion to Hexose Monophosphate," J. Biol. Chem. 207:393-403 (1954).
McKeehan, W. L., "Glycolysis, Glutaminolysis and Cell Proliferation," Cell. Biol. Int. Rep. 6:635-650 (1982).
Miceli, M. V. et al., "Glucose Uptake, Hexose Monophosphate Shunt Activity, and Oxygen Consumption in Cultured Human Retinal Pigment Epithelial Cells," Invest. Opthalmol. Vis. Sci. 277-283 (1990).
Mitchell, S. L. et al., "Gas Chromatographic-Mass Spectrometric Analysis Of Hexose Monophosphate Shunt Activity In Cultured Cells," Biochem. Biophys. Res. Commun. 158:474-479 (1989).
Jolley, R. L. et al., "Glucose Catabolism in Fetal and Adult Heart," J. Biol. Chem. 233:1289-1294 (1958).
Jarrett, R. J. et al., "Glucose Metabolism of Isolated Mammalian Islets Of Langerhans," Lancet 1:633-635 (1966).
Hothersall, J. S. et al., "Alternative Pathways of Glucose Utilization in Brain. Changes in the Pattern of Glucose Utilization in Brain during Development and the Effect of Phenazine Methosulfate on the Integration of Metabolic Routes," Arch. Biochem. Biophys. 198:478-492 (1979).
Heinze, E., et al., "Glucose Metabolism of Isolated Pancreatic Islets: Difference Between Fetal, Newborn and Adult Rats," Endocrinology 88:1259-1263 (1971).
Green, M. R. et al., "Contribution of the Pentose Cycle to Glucose Metabolism in Muscle," Arch. Biochem. Biophys. 111:569-575 (1965).
Nathan, et al., "Antitumor Effects of Hydrogen Peroxide in Vivo," J. Exp. Med. 154:1539-1553 (1980).
Halliwell, B. et al., "Exygen toxicity, oxygen radicals, transition metals and disease," Biochem. J. 219:1 (1984).
Pyatak, P S. et al., "Preparation of a Polyethylene Glycol: Superoxide Dismutase Adduct, and an Examination of its Blood Circulating Life and Anti-Inflammatory Activity," Res. Commun. Chem. Pathol. Pharmacol. 29:113 (1980).
Okada, H. et al., "Pharmacokinetics of Once-a-Month Injectable Microspheres of Leuprolide Acetate," Pharm. Res. 8:787 (1991).
Hora, M. S. et al., "Release of Human Serum Albumin from Poly(lactide-co-glycolide) Microspheres.sup.1," Pharm. Res. 7:1190 (1990).
Abuchowski, A. et al., "Alteration of Immunological Propertie of Bovine Serum Albumin by Covalent Attachment of Polyethylene Glycol," J. Biol. Chem. 252:3578 (1977).
Willis J. A. et al., "Dynamic Assessment of Hexose Monophosphate Shunt Activity in the Intact Rabbit Lens by Proton NMR Spectroscopy," Biochem. Biophys. Res. Commun. 138:1068-1073 (1986).
Tserng, K.-Y. et al., "Determination of Carbon-13 Labeled Lactate in Blood by Gas Chromatography/Mass Spectrometry," Anal. Chem. 56:517-523 (1984).
Ross, B. D. et al. "Carbohydrate Metabolism of the Rat C6 Glioma. An in vivo .sup.13 C and in vitro .sup.1 H Magnetic Resonance Spectroscopy Study," NMR Biomed. 1:20-26 (1988).
Prichard, J. W. et al., "Cerebral metabolic studies in vivo by .sup.31 P NMR," PNAS (USA) 80:2748 (1983).
Newmark, R. D. et al., ".sup.3 H nuclear magnetic resonance study of anaerobic glycolysis in packed erythrocytes," P.N.A.S. (USA) 87:583-587 (1990).
London, R. E. et al., "A Deuterium Surface Coil NMR Study of the Metabolism of D-Methionine in the Liver of the Anesthetized Rat," Biochem. 27:7869 (1988).
Schmidt, O. T. "Isopropylidene Derivatives," Meth. Carbohydr. Chem. vol. II, 318-325 (1963).
Rubinstein, L. V. et al., "Comparison of In Vitro Anticancer-Drug-Screening Data Generated With a Tetrazolium Assay Versus a Protein Assay Against a Diverse Panel of Human Tumor Cell Lines," J. Natl. Cancer. Inst. 82:1113 (1990).
Robinson, J. L. et al., "The Proton Transfer Reactions of Muscle Pyruvate Kinase," J. Biol. Chem. 247:1096-1105 (1972).
"Enzyme Nomenclature," Academic Press, pp. 56-115 (1992).
Ben-Yoseph, O. et al., "Metabolic Loss of Deuterium from Isotopically Labled Glucose," Magn. Reson. Med. 32(3):405-409 (1994).
Ross, B. D., et al., "Measurement of Pentose Phosphate-Pathway
Kingsley Peter B.
Ross Brian D.
Beisner William H.
Gitomer Ralph
The Regents of the University of Michigan
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