[2-Carboxy-2,2′,2′′-nitrilotris(ethanethiolato)-κ4N,S,S′,S′′](triphenylphosphine-κP)rhenium(III) acetone solvate

Schiller, Eik; Kraus, Werner; Reck, G.; Spies, Hartmut; Pietzsch, Hans‐Jürgen

doi:10.1107/s1600536805018660

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“…A further “4 + 1” NS 3 -Re-triphenylphosphine derivative (T2-Re-M1) described in ref (13 mg, 0.019 mM) was used as precursor in ligand exchange reactions with methyl 5-{[6-(isocyano-κ C )hexyl]thio} pentanoate (M16-Me) (8 mg, 0.03 mM). Column chromatography (silica gel 60, chloroform/ethyl acetate = 1/1, R f = 0.65).…”

Section: Methodsmentioning

confidence: 99%

Modified “4 + 1” Mixed Ligand Technetium-Labeled Fatty Acids for Myocardial Imaging: Evaluation of Myocardial Uptake and Biodistribution

Mirtschink¹,

Stehr²,

Pietzsch³

et al. 2007

Bioconjugate Chem.

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Our group previously synthesized 99m Tc-labeled fatty acids suitable for myocardial metabolism and flow imaging. In this set of experiments, 29 new analogues were synthesized according to the "4 + 1" mixed ligand approach with some specific differences. Conventional "4 + 1" 99m Tc-fatty acids are built in the sequence: Tc-chelate, alkyl chain, and carboxylic group. We developed compounds following a new design with the sequence: carboxylic group, alkyl chain, Tc-chelate, and lipophilic tail. Therefore, the 99m Tc-chelate was transferred to a more central position of the compound, aiming toward an improved myocardial profile and an accelerated liver clearance. In this context, several functional groups incorporated in the lipophilic tail section were tested to evaluate their influence on the compound's character. In addition to biodistribution studies in vivo, the myocardial first-pass extraction of the compounds was tested in an isolated Langendorff rat heart model. A satisfactory myocardial uptake of up to 20% of the injected dose (% ID) in the perfused heart and a fast liver clearance in vivo with only 0.29% ID/g at 60 min postinjection demonstrate that the induced molecular modifications affect the kinetics of 99m Tc-radiolabeled fatty acid compounds favorably. From the data set, rules for estimating the biodistribution of fatty acids tracers are deduced.

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Section: Methodsmentioning

confidence: 99%

Modified “4 + 1” Mixed Ligand Technetium-Labeled Fatty Acids for Myocardial Imaging: Evaluation of Myocardial Uptake and Biodistribution

Mirtschink¹,

Stehr²,

Pietzsch³

et al. 2007

Bioconjugate Chem.

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[2-Carboxy-2,2′,2′′-nitrilotris(ethanethiolato)-κ⁴N,S,S′,S′′](triphenylphosphine-κP)rhenium(III) acetone solvate

Abstract: The title compound, [Re(C7H12NO2S3)(C18H15P)]·C3H6O, crystallizes from a solution in chloroform–acetone–cyclohexane with enantiomers disordered equally over each molecular site. Hydrogen bonds between the carboxyl groups form dimers in the crystal structure.

Cited by 1 publication

References 4 publications

Modified “4 + 1” Mixed Ligand Technetium-Labeled Fatty Acids for Myocardial Imaging: Evaluation of Myocardial Uptake and Biodistribution

Modified “4 + 1” Mixed Ligand Technetium-Labeled Fatty Acids for Myocardial Imaging: Evaluation of Myocardial Uptake and Biodistribution

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[2-Carboxy-2,2′,2′′-nitrilotris(ethanethiolato)-κ4N,S,S′,S′′](triphenylphosphine-κP)rhenium(III) acetone solvate

Abstract: The title compound, [Re(C7H12NO2S3)(C18H15P)]·C3H6O, crystallizes from a solution in chloro­form–acetone–cyclo­­hexane with enantiomers disordered equally over each mol­ecular site. Hydrogen bonds between the carbox­yl groups form dimers in the crystal structure.

Cited by 1 publication

References 4 publications

Modified “4 + 1” Mixed Ligand Technetium-Labeled Fatty Acids for Myocardial Imaging: Evaluation of Myocardial Uptake and Biodistribution

Modified “4 + 1” Mixed Ligand Technetium-Labeled Fatty Acids for Myocardial Imaging: Evaluation of Myocardial Uptake and Biodistribution

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[2-Carboxy-2,2′,2′′-nitrilotris(ethanethiolato)-κ⁴N,S,S′,S′′](triphenylphosphine-κP)rhenium(III) acetone solvate

Abstract: The title compound, [Re(C7H12NO2S3)(C18H15P)]·C3H6O, crystallizes from a solution in chloroform–acetone–cyclohexane with enantiomers disordered equally over each molecular site. Hydrogen bonds between the carboxyl groups form dimers in the crystal structure.