Tritium labelling of polyols

Akulov, G. P.; Snetkova, E. V.; Kaminski, Ju. L.; Kudelin, B. K.; Efimova, V. L.

doi:10.1002/jlcr.2580291213

Labelled Comp Radiopharmac

1991

DOI: 10.1002/jlcr.2580291213

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Tritium labelling of polyols

G. P. Akulov

E. V. Snetkova

Ju. L. Kaminski

et al.

Abstract: SUMMARYMannitol, galactitol and myo-inositol were labelled by a solid state isotope exchange with gaseous tritium. The labelled polyols were prepared with specific activities in the range 740-4440 TBq/mol (20-120 kCi/mol) after purification by HPLC.

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Cited by 3 publications

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“…Using SCH, Akulov et al [12] also prepared D-galactosamine and D-glucosamine with A sp 1.48 and 2.22 PBq mol !1 , respectively. Tritium-labeled mannitol, galactiol, and myoinositol with A sp 0.74 3 4.44 PBq mol !1 were prepared at 1153130oC in 40350% yield [13].…”

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Solid-Phase Catalytic Reactions of Tritium with Carbohydrates: 1. Influence of Temperature, Catalysts, and Solid Phase Composition on Solid-Phase Catalytic Hydrogenation of D-Ribose with Tritium

2005

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Solid-phase catalytic hydrogenation of D-ribose with tritium was studied in relation to the temperature (varied in the range 90 3130oC), platinum-group catalysts, and solid phase composition. Based on the results obtained, general approaches to synthesis of tritium-labeled ribose were formulated.Solid-phase reactions of organic compounds (or reactions without solvent) are actively studied and widely used. A prominent place among them is occupied by reactions of organic compounds with hydrogen. These reactions are widely used for preparing compounds labeled with hydrogen isotopes. Solidphase reactions are performed by mixing a heterogeneous catalyst with an organic substrate, placing the mixture in a hydrogen atmosphere, and heating to a definite temperature to accelerate the reaction. These reactions without solvent differ in the features and mechanism from those occurring in solution. There are numerous data in the literature on reaction of various supported compounds with active hydrogen species formed on metal catalysts. Furthermore, activated hydrogen shows enhanced mobility on inert supports [1]. The transfer of active hydrogen species from one phase to another was termed hydrogen spillover. Just hydrogen (or tritium) spillover determines the feasibility of solid-phase hydrogenolysis. The mathematical model of spillover was considered in [23 4]. It suggests that formation of spillover hydrogen species occurs on a metal source and the support transports these active species to the substrate and back. Filikov et al. [4] constructed the diffusion kinetic models of hydrogenolysis of a supported organic substrate, taking into account the concentration gradient of spillover hydrogen and the catalyst poisoning in the course of the reaction. It was shown that the hydrogenation occurs essentially in the reaction zones around the metal catalyst crystallites and hence there is a certain ratio of the catalyst, support, and substrate, optimal for a given reaction. Certain arguments have been put forward in favor of both atomic and protonic nature of spillover hydrogen species. It is commonly believed that the first step of the process is homolytic cleavage of the H3H bond on the metal, irrespective of whether hydrogen atoms or protons actually participate in the spillover. The limiting step of the spillover may be either surface diffusion on the acceptor or transfer of the species from the initiator to the acceptor. As the activation energy of these elementary steps may be different, the limiting step of the spillover may change with temperature [5]. It is the most common opinion that the hydrogen spillover is limited by diffusion over the support surface [6].Solid-phase catalytic reactions are characterized by a large number of variable parameters (pressure, temperature, time, substrate/catalyst ratio, metal content in the supported catalyst, specific surface area of the support, extent of metal dispersity, etc.), which complicates prediction of the optimal reaction conditions. Therefore, elucidation of the reaction me...

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Solid-Phase Catalytic Reactions of Tritium with Carbohydrates: 1. Influence of Temperature, Catalysts, and Solid Phase Composition on Solid-Phase Catalytic Hydrogenation of D-Ribose with Tritium

2005

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Solid‐phase reactions as approach to the synthesis of organic compounds labelled with tritium

Myasoedov

2007

Labelled Comp Radiopharmac

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The solid-phase method for hydrogenolysis, hydrogenation and isotope exchange reactions is described. Its potential for tritium labelling of organic compounds including lipids, nucleotides, amino acids, peptides and pharmaceuticals is demonstrated. The influence of the reaction conditions on the yield and specific radioactivity of the labelled compounds is considered. It is shown that results can be interpreted by the dependence of tritium spillover reactions on the nature of the initial compound and other factors.

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Chapter 24. Radiochemistry

Urch¹

1992

Annu. Rep. Prog. Chem., Sect. A

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As in previous years this section of A n n u d Reports will review recent developments in radiochemistry, but exclude those aspects, such as radiation chemistry and actinide chemistry, where radioactivity is not of primary importance. Nuclear reactions leading to specific isotopes will be considered first, followed by a description of chemical reactions induced by recoil atoms and a selection of recent reports on the preparation of labelled molecules. In the final section the increasingly important role of radiochemical procedures in tackling environmental problems, both man-made and of natural origin, will be reviewed.The spate of international conferences on various aspects of radiochemistry continues unabated ; the 8th international conference on radiopharmaceutical chemistry,' the 4th international symposium on the synthesis and applications of isotopically labelled compounds,2 the 4th European symposium on radiopharmacy and radiophar-mace~ticals,~ and the 2nd international conference on methods and applications of radioanalytical ~h e m i s t r y , ~ as well as national meetings such as the 3rd general congress on nuclear energy held in Brazil.' Books on basic aspects of nuclear chemistry6,' on nuclear methods of analysis,8 and on the uses of isotopes in the physical and biomedical sciences' have also appeared. More specific papers have

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Tritium labelling of polyols

Abstract: SUMMARYMannitol, galactitol and myo-inositol were labelled by a solid state isotope exchange with gaseous tritium. The labelled polyols were prepared with specific activities in the range 740-4440 TBq/mol (20-120 kCi/mol) after purification by HPLC.

Cited by 3 publications

References 5 publications

Solid-Phase Catalytic Reactions of Tritium with Carbohydrates: 1. Influence of Temperature, Catalysts, and Solid Phase Composition on Solid-Phase Catalytic Hydrogenation of D-Ribose with Tritium

Solid-Phase Catalytic Reactions of Tritium with Carbohydrates: 1. Influence of Temperature, Catalysts, and Solid Phase Composition on Solid-Phase Catalytic Hydrogenation of D-Ribose with Tritium

Solid‐phase reactions as approach to the synthesis of organic compounds labelled with tritium

Chapter 24. Radiochemistry

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