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Literature DB >> 23956684

Synthesis of C₂ -Symmetric Dimeric Re(I) Peptide Complexes.

Richard S Herrick¹, Christopher J Ziegler, Kathryn L Kennedy, Calvin Luu, James T Engle.

Abstract

The reactions of [Re(CO)3(H2O)3]Br or Ren class="Chemical">(CO)5Cl with two peptides, glycylglycine or glycylalanine, were investigated. Each reaction produced a unique, well-defined product. Structural elucidation showed the formation of chiral compounds with the formula [Re(CO)3(Gly-Xxx-O)]2, Xxx = Gly 1, Ala 2. Each dimer displays C2 -symmetry and a nearly rectangular shape. The ligands are bound via the amine and amide carbonyl at a rhenium center and via the pendant carboxylate to the adjacent rhenium center. Both products are fully characterized, via X-ray structure elucidation.

Entities: CellLine Chemical Gene Species

Keywords: Carbonyl ligands; Crystal structures; Dipeptides; Rhenium

Year: 2013 PMID： 23956684 PMCID： PMC3743263 DOI： 10.1002/ejic.201201444

Source DB: PubMed Journal: Eur J Inorg Chem ISSN： 1434-1948 Impact factor: 2.524

18 in total

Review 1. The role of coordination chemistry in the development of target-specific radiopharmaceuticals.

Authors: Shuang Liu
Journal: Chem Soc Rev Date: 2004-08-16 Impact factor: 54.564

2. Complexes in context: attempting to control the cellular uptake and localisation of rhenium fac-tricarbonyl polypyridyl complexes.

Authors: Rebeca G Balasingham; Michael P Coogan; Flora L Thorp-Greenwood
Journal: Dalton Trans Date: 2011-09-06 Impact factor: 4.390

3. The synthesis and toxicity of tripodal tricarbonyl rhenium complexes as radiopharmaceutical models.

Authors: Sarah L Binkley; Natalie V Barone; Adam C Underwood; Amy Milsted; Brenton R Franklin; Richard S Herrick; Christopher J Ziegler
Journal: J Inorg Biochem Date: 2010-03-06 Impact factor: 4.155

4. Synthesis of dimeric Re(I) amino acid conjugate complexes.

Authors: Hira Qayyum; Richard S Herrick; Christopher J Ziegler
Journal: Dalton Trans Date: 2011-06-21 Impact factor: 4.390

5. Steps toward high specific activity labeling of biomolecules for therapeutic application: preparation of precursor [(188)Re(H(2)O)(3)(CO)(3)](+) and synthesis of tailor-made bifunctional ligand systems.

Authors: Roger Schibli; Rolf Schwarzbach; Roger Alberto; Kirstin Ortner; Helmut Schmalle; Cécile Dumas; André Egli; P August Schubiger
Journal: Bioconjug Chem Date: 2002 Jul-Aug Impact factor: 4.774

6. Preparation of no-carrier-added technetium-99m complexes via metal-assisted cleavage from a solid phase.

Authors: Stefan Mundwiler; Lukas Candreia; Pascal Häfliger; Kirstin Ortner; Roger Alberto
Journal: Bioconjug Chem Date: 2004 Jan-Feb Impact factor: 4.774

7. Bifunctional single amino acid chelates for labeling of biomolecules with the [Tc(CO)(3)](+) and [Re(CO)(3)](+) cores. Crystal and molecular structures of [ReBr(CO)(3)(H(2)NCH(2)C(5)H(4)N)], [Re(CO)(3)[(C(5)H(4)NCH(2))(2)NH]]Br, [Re(CO)(3)[(C(5)H(4)NCH(2))(2)NCH(2)CO(2)H]]Br, [Re(CO)(3)[X(Y)NCH(2)CO(2)CH(2)CH(3)]]Br (X = Y = 2-pyridylmethyl; X = 2-pyridylmethyl, Y = 2-(1-methylimidazolyl)methyl; X = Y = 2-(1-methylimidazolyl)methyl), [ReBr(CO)(3)[(C(5)H(4)NCH(2))NH(CH(2)C(4)H(3)S)]], and [Re(CO)(3)[(C(5)H(4)NCH(2))N(CH(2)C(4)H(3)S)(CH(2)CO(2))]].

Authors: Sangeeta Ray Banerjee; Murali K Levadala; Neva Lazarova; Lihui Wei; John F Valliant; Karin A Stephenson; John W Babich; Kevin P Maresca; Jon Zubieta
Journal: Inorg Chem Date: 2002-12-02 Impact factor: 5.165

Synthesis of C₂ -Symmetric Dimeric Re(I) Peptide Complexes.

Review 1. The role of coordination chemistry in the development of target-specific radiopharmaceuticals.

2. Complexes in context: attempting to control the cellular uptake and localisation of rhenium fac-tricarbonyl polypyridyl complexes.

3. The synthesis and toxicity of tripodal tricarbonyl rhenium complexes as radiopharmaceutical models.

4. Synthesis of dimeric Re(I) amino acid conjugate complexes.

5. Steps toward high specific activity labeling of biomolecules for therapeutic application: preparation of precursor [(188)Re(H(2)O)(3)(CO)(3)](+) and synthesis of tailor-made bifunctional ligand systems.

6. Preparation of no-carrier-added technetium-99m complexes via metal-assisted cleavage from a solid phase.

8. N-(2-Mercaptoethyl)picolylamine as a diaminomonothiolate ligand for the "fac-[Re(CO)3]+" core.

9. Rhenium(I) compounds bound by tripodal ligands of pyridine and N-methylimidazole.

10. Reactions of the Re(CO)3(H2O)3(+) synthon with monodentate ligands under aqueous conditions.

1. Facile rhenium-peptide conjugate synthesis using a one-pot derived Re(CO)3 reagent.

2. Syntheses, properties and bio-activities of water-soluble CO-releasing molecule based on manganese.