Chemistry of Bifunctional Photoprobes

Pandurangi, Raghoottama S.; Lusiak, Przemyslaw; Kuntz, Robert R.; Sun, Yao; Weber, Karl T.

doi:10.1006/bioo.1997.1055

Cited by 7 publications

(1 citation statement)

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“…As a part of our investigations into the design and attachment of BFCAs to photoprobes, receptor antagonist, enzyme inhibitors, and Fab fragments, we report here the synthesis and characterization of tetradentate ligands that contain pyridine and amide nitrogen atoms for the formation of novel oxotechentium(V)/oxorhenium(V) type complexes. The new tetraaza type water-soluble ligands [(2-C 5 H 4 NCH 2 NHCO) 2 CH 2 ], 1 (L 1 H 2 ), [(2-C 5 H 4 NNHNHCO) 2 CH 2 ], 2 , and [{2-C 5 H 4 N + (O) - CH 2 NHCO] 2 }CH 2 ], 3 , were synthesized in a single step by simple nucleophilic substitution of diethyl malonate with the corresponding pyridine.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Novel^99gTc(V) and Re(V) Complexes with Water-Soluble Tetraaza Diamido Dipyridino Ligands: Single-Crystal X-ray Structural Investigations of Mono- and Dinuclear Complexes

et al. 2003

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Rhenium and technetium are known for their useful applications in nuclear medicine with similar properties. In this study, new diamido dipyridino (N(4)) water-soluble ligands (2-C(5)H(4)NCH(2)NHCO)(2)CH(2), 1 (L(1)H2), (2-C(5)H(4)NNHNHCO)(2)CH(2), 2, and [2-C(5)H(4)N(+)(O)(-)CH(2)NHCO](2)CH(2), 3, were synthesized. Reaction of L(1)H2 with ReOCl(3)(PPh(3))(2) resulted in the novel six-coordinated rhenium(V) complex, trans-ReO(L(1))(OEt), 4. The complex was characterized by spectroscopic methods, and its X-ray crystallographic analysis revealed that rhenium is coordinated to four nitrogen atoms of the ligand and to two oxygen atoms from the deprotonated ethanol and the oxo group respectively in a distorted octahedral geometry. In solution, complex 4 was transformed to a new complex 5, which was proved to be the dinuclear complex mu-oxo [ReO(L(1))](2)O. Reaction of 1 with [n-Bu(4)N][ReOCl(4)] resulted in the neutral complex 6, trans-[ReO(L(1))]Cl. Similarly, when ligand 1 was reacted with [n-Bu(4)N][(99g)TcOCl(4)], the neutral trans-[(99)TcO(L(1))]Cl complex 7 was formed, which upon dissolution transformed into a cationic complex 8, trans-[(99)TcO(L(1))(OH(2))](+)Cl(-). The single-crystal X-ray structure of 8 reveals that the coordination sphere about technetium is a distorted octahedron with four nitrogen atoms in the equitorial plane, while doubly bonded oxygen and coordinated water occupy the apical positions. Further dissolution of 8 resulted in the formation of dinuclear mu-oxo [TcO(L(1))](2)O, 9. This study shows that Tc and Re have similar metal core structures in solution for diamido dipyridino systems, besides similarity in geometrical structure, proved by the X-ray structures on the same ligands.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Novel^99gTc(V) and Re(V) Complexes with Water-Soluble Tetraaza Diamido Dipyridino Ligands: Single-Crystal X-ray Structural Investigations of Mono- and Dinuclear Complexes

et al. 2003

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Fluorinated Aryl Nitrene Precursors

Leyva

Loera

Leyva

et al. 2013

Nitrenes and Nitrenium Ions

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Novel Molecular Angiotensin Converting Enzyme and Angiotensin Receptor Imaging Techniques

Shirani

Dilsizian

2014

Curr Cardiol Rep

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Angiotensin II (AII), an octapeptide member of the renin-angiotensin system (RAS), is formed by the enzyme angiotensin converting enzyme (ACE) and exerts adverse cellular effects through an interaction with its type 1 receptor (AT1R). Both ACE inhibitors and angiotensin receptor blockers (ARB) mitigate the vasoconstrictive, proliferative, proinflammatory, proapoptotic, and profibrotic effects of AII and are widely used as effective anti-remodeling agents in clinical practice. Prediction of individual response to these agents, however, remains problematic and is influenced by many factors including race, gender, and genotype. In addition, systemic and tissue RAS activity do not correlate closely. This report summarizes the results of on-going attempts to noninvasively determine tissue ACE activity and AT1R expression using novel nuclear tracers. It is hoped that the availability of such imaging techniques improve treatment of heart failure through more selective pharmacologic intervention and better dose titration of available drugs.

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Chemistry of Bifunctional Photoprobes

Cited by 7 publications

References 25 publications

Synthesis and Characterization of Novel^99gTc(V) and Re(V) Complexes with Water-Soluble Tetraaza Diamido Dipyridino Ligands: Single-Crystal X-ray Structural Investigations of Mono- and Dinuclear Complexes

Synthesis and Characterization of Novel^99gTc(V) and Re(V) Complexes with Water-Soluble Tetraaza Diamido Dipyridino Ligands: Single-Crystal X-ray Structural Investigations of Mono- and Dinuclear Complexes

Fluorinated Aryl Nitrene Precursors

Novel Molecular Angiotensin Converting Enzyme and Angiotensin Receptor Imaging Techniques

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Chemistry of Bifunctional Photoprobes

Cited by 7 publications

References 25 publications

Synthesis and Characterization of Novel99gTc(V) and Re(V) Complexes with Water-Soluble Tetraaza Diamido Dipyridino Ligands: Single-Crystal X-ray Structural Investigations of Mono- and Dinuclear Complexes

Synthesis and Characterization of Novel99gTc(V) and Re(V) Complexes with Water-Soluble Tetraaza Diamido Dipyridino Ligands: Single-Crystal X-ray Structural Investigations of Mono- and Dinuclear Complexes

Fluorinated Aryl Nitrene Precursors

Novel Molecular Angiotensin Converting Enzyme and Angiotensin Receptor Imaging Techniques

Contact Info

Product

Resources

About

Synthesis and Characterization of Novel^99gTc(V) and Re(V) Complexes with Water-Soluble Tetraaza Diamido Dipyridino Ligands: Single-Crystal X-ray Structural Investigations of Mono- and Dinuclear Complexes

Synthesis and Characterization of Novel^99gTc(V) and Re(V) Complexes with Water-Soluble Tetraaza Diamido Dipyridino Ligands: Single-Crystal X-ray Structural Investigations of Mono- and Dinuclear Complexes