Improved synthesis of 1-[11C]d-glucose

doi:10.1016/0969-8043(93)90053-D

Applied Radiation and Isotopes

Volume 44, Issue 6, June 1993, Pages 971-980

https://doi.org/10.1016/0969-8043(93)90053-D Get rights and content

Abstract

An improved synthesis of 1-[¹¹C]d-glucose is described. The major improvement is achieved when a 0.033 M borate buffer at pH 8.1 is used to effect the condensation of d-arabinose with NH₄¹¹CN. Subsequent reduction of the 1-[¹¹C]d-aldonitriles gives the epimeric sugars 1-[¹¹C]d-glucose and 1-[¹¹C]d-mannose in a ratio of 1.8 ± 0.57 as the major products. The decay corrected radiochemical yield is about 30% for the mixture of sugars. The overall synthesis, starting with the production of NH₄¹¹CN, is conducted in a dedicated remote system. The remote gantry was easy to build with commercially available valves and glassware, and has been practically trouble-free after more than 2 years of use. Improved purification and quality control of the final product uses ion chromatography and a more efficient resin, and is also described. A preliminary PET study on a macaque has been conducted using 1-[¹¹C]d-glucose obtained with this new improved synthesis.

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Improved synthesis of 1-[11C]d-glucose

Abstract

Adv. Carbohydrate Chem.

J. Chromatog.

J. Chromatog.

Biochem. Pharmac.

Appl. Radiat. Isot.

J. Chromatog.

Appl. Radiat. Isot.

Carbohydrate Res.

Appl. Radiat. Isot.

Appl. Radiat. Isot.

Gem. Zvesti

Positron emission tomographic measurements of cerebral glucose utilization using [1-11C]d-glucose

J. Cereb. Blood Flow Metab.

The interaction of transport and metabolism on brain glucose utilization: a reevaluation of the Lumped Constant

J. Neurochem.

An improved synthesis of 1-[11C]d-glucose

J. Label. Compds Radiopharm.

Remote system for production of C-11 labeled glucose via photosynthesis

J. Label Compds Radiopharm.

The structure of the aqueous borate ion

J. Am. Chem. Soc.

C-11-Labeled glucose and its utilization in positron-emission tomography

J. Nucl. Med.

Comparative regional analysis of 2-fluorodeoxyglucose and methylglucose uptake in brain of four stroke patients. With special reference to the regional estimation of the lumped constant

J. Cereb. Blood Flow Metab.

Improved synthesis of 1-[¹¹C]d-glucose

Positron emission tomographic measurements of cerebral glucose utilization using [1-¹¹C]d-glucose

An improved synthesis of 1-[¹¹C]d-glucose