Photoactive ruthenium nitrosyls: Effects of light and potential application as NO donors

Rose, Michael J.; Mascharak, Pradip K.

doi:10.1016/j.ccr.2007.11.011

Cited by 314 publications

(300 citation statements)

References 235 publications

(185 reference statements)

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“…For example, we and others have worked to design molecular species and larger constructs that are photoactive for NO release at longer excitation wavelengths in the visible [10,[18][19][20] and even in the NIR ranges [21]. However, doing so requires a compound that has appropriate absorption properties and reactivity when excited by longer wavelength light.…”

Section: Some General Comparisons Between Single-and Multi-photon Excmentioning

confidence: 99%

Multi-photon excitation in uncaging the small molecule bioregulator nitric oxide

Garcia

Zhang

Ford

2013

Phil. Trans. R. Soc. A.

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Multi-photon excitation allows one to use tissue transmitting near-infrared (NIR) light to access excited states with energies corresponding to single-photon excitation in the visible or ultraviolet wavelength ranges. Here, we present an overview of the application of both simultaneous and sequential multi-photon excitation in studies directed towards the photochemical delivery (‘uncaging’) of bioactive small molecules such as nitric oxide (NO) to physiological targets. Particular focus will be directed towards the use of dyes with high two-photon absorption cross sections and lanthanide ion-doped upconverting nanoparticles as sensitizers to facilitate the uncaging of NO using NIR excitation.

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Section: Some General Comparisons Between Single-and Multi-photon Excmentioning

confidence: 99%

Multi-photon excitation in uncaging the small molecule bioregulator nitric oxide

Garcia

Zhang

Ford

2013

Phil. Trans. R. Soc. A.

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“…The 4 ] 3+ species, pK a = 3.1. 25,42 As in the case of the latter two complexes and others, such as trans-[Ru(salen) (NO)(OH 2 )] + with a pK a of 4, 40 it indicates a strong Ru III character.…”

Section: The Cyclic Voltammetry Study Of Trans-[ru(no)mentioning

confidence: 99%

“…We have been working with complexes such as trans-[Ru(NO)(NH 3 ) 4 (py-X)] n+ (py-X are pyridine, substituted pyridines, pyrazine), trans-[Ru(NO)X(py-X) 4 ] n+ (X = Cl -, OH -, H 2 O, NO 2 -, etc. ), and [Ru(NO)X(mac)] n+ (X = Cl -, OH -, H 2 O, etc.…”

Section: Introductionmentioning

confidence: 99%

Chemical and photochemical properties of a ruthenium nitrosyl complex with the N-monosubstituted cyclam 1-(3-Propylammonium)-1,4,8,11-tetraazacyclotetradecane

Ferreira¹,

Tfouni²

2010

J. Braz. Chem. Soc.

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O complexo aminofuncionalizado trans-[Ru(NO)Cl(1-pramcyH)](PF 6 ) 3 (1-pramcyH = 1-(3-propilamônio)-1,4,8,11-tetraazaciclotetradecano) foi sintetizado através da reação do trans-[RuCl(tfms)(1-pramcyH)](tfms) 2 (tfms = trifluorometanossulfonato) com óxido nítrico (NO) em solução aquosa ácida. O complexo foi caracterizado por análise elementar, espectroscópica (UVvis, IV, RMN de 1 H e 13 C) e eletroquímica. Dois valores de pK a (7,0 e 8,2) foram determinados para trans- [Ru(NO) ](PF 6 ) 3 e foram atribuídos a um dos prótons do grupo amina do cyclam e ao propilamônio. A redução do trans- [Ru(NO) ] 3+ leva à saída rápida de cloreto seguida de saída lenta de NO, enquanto a irradiação do complexo em solução aquosa desaerada resulta na labilização fotoquímica do NO. O rendimento quântico para a fotoaquação do NO diminui com o aumento do comprimento de onda de irradiação e com a diminuição do pH, e é observável apenas a l irr < 370 nm. O comportamento do trans- [Ru(NO) ] 3+ é semelhante ao do complexo análogo trans- [Ru(NO) Cl(cyclam)] 2+ , porém difere daquele do complexo com carboxipropil como substituinte.The amine-functionalized trans- [Ru(NO) ](PF 6 ) 3 complex (1-pramcyH = 1-(3-propylammonium)-1,4,8,11-tetraazacyclotetradecane) was synthesized from trans- [RuCl(tfms) (1-pramcyH)](tfms) 2 (tfms = trifluoromethanesulfonate) in acidic aqueous solution in the presence of nitric oxide (NO). The complex was characterized by elemental, spectroscopic (UV-Vis, IR, 1 H and 13 C NMR) and electrochemical analyses. Two pK a values (7.0 and 8.2) were estimated for trans- [Ru(NO) ](PF 6 ) 3 and were assigned to one of the cyclam nitrogen protons and to the protonated aminopropyl group. Reduction of trans- [Ru(NO) ] 3+ results in rapid loss of chloride followed by slower loss of NO, while irradiation of the complex in aqueous deaerated conditions suggests photochemical labilization of NO. The quantum yields for NO photoaquation decrease as the irradiation wavelength increases, being noticeable only at l irr < 370 nm, and increase as pH increases. The behavior of trans- [Ru(NO) ] 3+ , which contains an aminopropyl substituted cyclam, parallels that reported for the analogous complex with the unsubstituted ligand, but differs from that described for the complex in which carboxypropyl is the substituent. Keywords: nitrosyl, ruthenium, nitric oxide donor, substituted cylam, mono-N-functionalized cyclam IntroductionThe discovery of the participation of nitric oxide (NO) in a wide range of physiological processes and pathologies 1 has launched investigations on NO donors, including metal nitrosyl complexes in solution or immobilized in matrices, aiming at the understanding of both fundamental aspects and biological activity for potential applications. Among the NO donors, ruthenium nitrosyl complexes are particularly attractive because they are stable, can be either water soluble or not, deliver NO at different rates upon activation by reduction at biologically accessible Chemical and Photochemical Properties of a Ruthenium Nitrosyl...

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“…It is important to note that ruthenium nitrosyl complexes have been extensively explored as nitric oxide donors and/or photoreleasers [12][13][14][15]. However, the mechanism of this process is very different, involving a photoredox reaction that oxidizes the Ru(II) complex to Ru(III) prior to the photorelease.…”

Section: Introductionmentioning

confidence: 99%

Ruthenium polypyridyl phototriggers: from beginnings to perspectives

Zayat

Filevich

Baraldo

et al. 2013

Phil. Trans. R. Soc. A.

104

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Octahedral Ru(II) polypyridyl complexes constitute a superb platform to devise photoactive triggers capable of delivering entire molecules in a reliable, fast, efficient and clean way. Ruthenium coordination chemistry opens the way to caging a wide range of molecules, such as amino acids, nucleotides, neurotransmitters, fluorescent probes and genetic inducers. Contrary to other phototriggers, these Ru-based caged compounds are active with visible light, and can be photolysed even at 532 nm (green), enabling the use of simple and inexpensive equipment. These compounds are also active in the two-photon regime, a property that extends their scope to systems where IR light must be used to achieve high precision and penetrability. The state of the art and the future of ruthenium polypyridyl phototriggers are discussed, and several new applications are presented.

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Photoactive ruthenium nitrosyls: Effects of light and potential application as NO donors

Cited by 314 publications

References 235 publications

Multi-photon excitation in uncaging the small molecule bioregulator nitric oxide

Multi-photon excitation in uncaging the small molecule bioregulator nitric oxide

Chemical and photochemical properties of a ruthenium nitrosyl complex with the N-monosubstituted cyclam 1-(3-Propylammonium)-1,4,8,11-tetraazacyclotetradecane

Ruthenium polypyridyl phototriggers: from beginnings to perspectives

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