Rhenium(V) Gluconate, a Suitable Precursor for the Preparation of Rhenium(V) Complexes

Noll, B.; Knieß, Torsten; Friebe, Matthias; Spies, Hartmut; Johannsen, B.

doi:10.1080/10256019608036290

Cited by 29 publications

(40 citation statements)

References 6 publications

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“…Percentage yield of complexes 9 and 11 for different quantities of (CH 3 CH 2 ) 2 NCH 2 CH 2 SH (L 1 H) and p-CH 3 [ 99g TcO(L 1 )(L) 3 ] complex (5) and of the oxorhenium [ReO(L 1 )(L) 3 ] complex (1), suggesting the formation of the [ 99m TcO(L 1 )(L) 3 ] complex (9). The major peak (80 %) had a retention time of 22 minutes, the same as that of [ 99g TcO(L 1 )(L) 2 ] (7), indicating that complex [ 99m TcO(L 1 )(L) 2 ] (11) is also formed at the tracer level. The labeling yield was improved to 80 % by increasing the amount of ligand to 200 nmol.…”

Section: Synthesismentioning

confidence: 72%

“…The bidentate ligands were synthesized according to the literature, [9] as were the rhenium precursors [ReOCl 3 (PPh 3 ) 2 ] [10] and rhenium gluconate. [11] The rhenium precursor oxorhenium citrate was generated in situ by a known method. [12] High-performance liquid chromatography (HPLC) was conducted on a Waters 600 Millennium Chromatography System coupled to both a Waters 991 photodiode array detector (UV trace for 99g Tc, Re, and ligands) and a GABI gamma detector from Raytest (g trace for 99m Tc).…”

Section: Methodsmentioning

confidence: 99%

“…Method B,from rhenium(v) gluconate: The rhenium(v) gluconate precursor was prepared according to literature. [11] Solutions of L 1 H (13.3 mg, 0.1 mmol) and LH (42 mg, 0.3 mmol) in methanol (1 mL each) were mixed and added to a stirred solution of rhenium gluconate (1.45 mL, 0.1 mmol). A brown, mudlike suspension formed instantly.…”

Section: Synthesis Of [Reo{(c 2 H 5 ) 2 Nhch 2 Ch 2 S}(sc 6 H 4 Och 3mentioning

confidence: 99%

“…For the technetium tracer ( 99m Tc) both types of complexes are also formed, as indicated by HPLC studies, with the ratio between [ 99m TcO(L n )(L) 3 ] and [ 99m TcO(L n )(L) 2 ] greatly dependent on the concentration of ligands in the reaction mixture. synthesis of the complexes was based on ligand exchange reactions with [ReOCl 3 (PPh 3 ) 2 ], [10] rhenium(v) gluconate, [11] or rhenium(v) citrate [12] as precursors (Experimental Section, Methods A ± C) in the presence of an equimolar quantity of the bidentate ligand L n H and an excess of monodentate thiol LH (molar ratio of Re-precursor/L n H/LH 1:1:3). Rhenium(v) citrate and rhenium(v) gluconate were used in situ as formed by reduction of ReO 4 À by Sn II .…”

mentioning

confidence: 99%

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Novel Oxorhenium and Oxotechnetium Complexes from an Aminothiol[NS]/Thiol[S] Mixed-Ligand System

et al. 2001

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The simultaneous action of a bidentate aminothiol ligand, LnH, (n = 1: (CH3CH2)2NCH2CH2SH and n = 2: C5H10NCH2CH2SH) and a monodentate thiol ligand, LH (LH: p-methoxythiophenol) on a suitable MO (M = Re, 99gTc) precursor results in the formation of complexes of the general formula [MO(Ln)(L)3] (1, 2 for Re and 5. 6 for 99gTc). In solution these complexes gradually transform to [MO(Ln)(L)2] complexes (3, 4 for Re and 7, 8 for 99gTc). The transformation is much faster for oxotechnetium than for oxorhenium complexes. Complexes 1-4, 7, and 8 have been isolated and fully characterized by elemental analysis and spectroscopic methods. Detailed NMR assignments were made for complexes 3, 4, 7, and 8. X-ray studies have demonstrated that the coordination geometry around rhenium in complex 1 is square pyramidal (tau = 0.06), with four sulfur atoms (one from the L1H ligand and three from three molecules of p-methoxythiophenol) in the basal plane and the oxo group in the apical position. The L1H ligand acts as a monodentate ligand with the nitrogen atom being protonated and hydrogen bonded to the oxo group. The four thiols are deprotonated during complexation resulting in a complex with an overall charge of zero. The coordination geometry around rhenium in complex 4 is trigonally distorted square pyramidal (tau = 0.41), while in the oxotechnetium complex 7 it is square pyramidal (tau = 0.16). In both complexes LnH acts as a bidentate ligand. The NS donor atom set of the bidentate ligand and the two sulfur atoms of the two monodentate thiols define the basal plane, while the oxygen atom occupies the apical position. At the technetium tracer level (99mTc), both types of complexes, [99mTcO(Ln)(L)3] and [99mTcO(Ln)(L)2], are formed as indicated by HPLC. At high ligand concentrations the major complex is [99mTcO(Ln)(L)3], while at low concentrations the predominant complex is [99mTcO(Ln)(L)2]. The complexes [99mTcO(Ln)(L)3] transform to the stable complexes [99mTcO(Ln)(L)2]. This transformation is much faster in the absence of ligands. The complexes [99mTcO(Ln)(L)2] are stable, neutral, and also the predominant product of the reaction when low concentrations of ligands are used, a fact that is very important from the radiopharmaceutical point of view.

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Section: Synthesismentioning

confidence: 72%

Section: Methodsmentioning

confidence: 99%

Section: Synthesis Of [Reo{(c 2 H 5 ) 2 Nhch 2 Ch 2 S}(sc 6 H 4 Och 3mentioning

confidence: 99%

mentioning

confidence: 99%

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Novel Oxorhenium and Oxotechnetium Complexes from an Aminothiol[NS]/Thiol[S] Mixed-Ligand System

et al. 2001

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“…Following gradient system was applied: eluent A 0.01 M phosphate buffer pH 7.0, eluent B acetonitrile; 3.0 min 95% A/ 5% B, 15 min 95% A/5% B to 15% A/85% B; flow rate: 1.0 ml/min. 99 Tc gluconate, 99m Tc gluconate and 186 Re gluconate were prepared as described in [11][12][13], Tetraphenylarsonium tetrachlorooxorhenate(V) AsPh 4 [ReOCl 4 ] was synthesized according to the literature procedure [14].…”

Section: Generalmentioning

confidence: 99%

Neutral oxorhenium(V) and oxotechnetium(V) complexes with novel amide thioether dithiolate ligands derived from cysteine

Noll¹,

Hilger²,

Leibnitz³

et al. 2004

Radiochimica Acta

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Oxo complexes / Rhenium and technetium complexes / Thioether/amide ligand / Crystal structuresSummary. Bifunctional ligands able to form neutral complexes with radioactive technetium and rhenium and to couple to biological relevant anchor groups play an important role in the design of new radiopharmaceuticals for diagnosis and therapy. A novel tetradentate amide thioether dithiolate ligand HS−CH 2 CH 2 −S−CH 2 CONH−CH(COOR)CH 2 SH (H 3 SNSS) with R = CH 3 , C 10 H 21 was synthesized that forms stable complexes with technetium and rhenium in oxidation state V. The molecular structures of the rhenium and technetium complexes MO(SNSS) were determined by X-ray structural analysis and show that the metal coordination number is five and the coordination polyhedron is between square-pyramidal and trigonal-bipyramidal. The pendent ester group allows coupling of the chelate unit at biologically relevant anchor groups. As a relevant representative the X-ray structural analysis of the rhenium decylester complex was carried out. The complex formation with Tc at the n.c.a. level and 186 Re at 10 −6 M level is described.

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Complexation and (Templated) Synthesis of Rhenium Complexes with Cyclodextrins and Cyclodextrin Dimers in Water

et al. 2001

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Several small, lipophilic rhenium complexes form inclusion complexes with native beta-cyclodextrin (beta-CD) and beta-CD dimers. Association constants larger than 10(9)M(-1) were obtained using dimers. The use of beta-CD also enabled the synthesis of these rhenium complexes in water, in excellent yields, through complexation of the otherwise insoluble corresponding ligands. The influence of the reaction time and temperature on the configuration of the reaction products has been investigated in depth for one of these complexes. Using a beta-CD dimer, it proved possible to specifically template the formation of one configuration. The strength of the complexes of the rhenium complexes in cyclodextrin dimers may allow radiolabeling of biomolecules.

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Rhenium(V) Gluconate, a Suitable Precursor for the Preparation of Rhenium(V) Complexes

Cited by 29 publications

References 6 publications

Novel Oxorhenium and Oxotechnetium Complexes from an Aminothiol[NS]/Thiol[S] Mixed-Ligand System

Novel Oxorhenium and Oxotechnetium Complexes from an Aminothiol[NS]/Thiol[S] Mixed-Ligand System

Neutral oxorhenium(V) and oxotechnetium(V) complexes with novel amide thioether dithiolate ligands derived from cysteine

Complexation and (Templated) Synthesis of Rhenium Complexes with Cyclodextrins and Cyclodextrin Dimers in Water

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