Photophysical, Cellular‐Uptake, and Bioimaging Studies of Luminescent Ruthenium(II)–Polypyridine Complexes Containing a <scp>d</scp>‐Fructose Pendant

Lau, Chris Tsan-Shing; Chan, Christina; Zhang, Kenneth Yin; Roy, Vellaisamy A. L.; Lo, Kenneth Kam‐Wing

doi:10.1002/ejic.201701038

Cited by 17 publications

(7 citation statements)

References 53 publications

(36 reference statements)

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“…Recently, our group has demonstrated mitochondria staining in HeLa cells utilizing an appended D-fructose pendant. 15 In breast cancer tissues, the expression levels of glucose transporters (GLUTs) are much greater than those of normal cells because of the higher consumption of metabolites such as saccharides. 16 One of the protein transporter members, GLUT5 has been identified as a selective transporter for fructose uptake; hence, complexes 3 and 4 were designed and synthesized.…”

Section: ■ Cellular Imaging Agentsmentioning

confidence: 99%

“…The Ph 2 -phen estradiol complexes bind toward estrogen receptor-α (ERα) and exhibit enhanced emission intensities and lifetimes once bound. Recently, our group has demonstrated mitochondria staining in HeLa cells utilizing an appended d -fructose pendant . In breast cancer tissues, the expression levels of glucose transporters (GLUTs) are much greater than those of normal cells because of the higher consumption of metabolites such as saccharides .…”

Section: Cellular Imaging Agentsmentioning

confidence: 99%

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Luminescent Ruthenium(II) Polypyridine Complexes for a Wide Variety of Biomolecular and Cellular Applications

2019

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Ruthenium(II) polypyridine complexes are one of the most extensively studied and developed systems in the family of luminescent transition-metal complexes. Notably, there has been a large amount of interest in the biological applications of these luminescent ruthenium(II) complexes because of their rich photophysical and photochemical properties. In this Viewpoint, we explore past and recent works on the possible biological and cellular applications of these promising complexes, with a focus on their use as bioimaging reagents, biomolecular probes, and phototherapeutic agents.

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Section: ■ Cellular Imaging Agentsmentioning

confidence: 99%

Section: Cellular Imaging Agentsmentioning

confidence: 99%

Luminescent Ruthenium(II) Polypyridine Complexes for a Wide Variety of Biomolecular and Cellular Applications

2019

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“…Ruthenium(II) polypyridyl complexes exhibit great potential as molecular machines, , biological imaging agents, − or prodrugs for photodynamic therapy (PDT) or photoactivated chemotherapy (PACT). − For some of them, visible light irradiation leads to the photosubstitution of one of the ligands by surrounding solvent molecules. In such photosubstitutionally active ruthenium complexes, absorption of a visible photon leads to excitation of a nonbonding (t 2g ) electron located on the metal into an antibonding orbital (π*) situated on one of the polypyridyl ligands, thereby forming a singlet metal-to-ligand charge transfer-excited state ( 1 MLCT).…”

Section: Introductionmentioning

confidence: 99%

Ligand Rigidity Steers the Selectivity and Efficiency of the Photosubstitution Reaction of Strained Ruthenium Polypyridyl Complexes

Hakkennes,

Meijer,

Menzel

et al. 2023

J. Am. Chem. Soc.

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While photosubstitution reactions in metal complexes are usually thought of as dissociative processes poorly dependent on the environment, they are, in fact, very sensitive to solvent effects. Therefore, it is crucial to explicitly consider solvent molecules in theoretical models of these reactions. Here, we experimentally and computationally investigated the selectivity of the photosubstitution of diimine chelates in a series of sterically strained ruthenium(II) polypyridyl complexes in water and acetonitrile. The complexes differ essentially by the rigidity of the chelates, which strongly influenced the observed selectivity of the photosubstitution. As the ratio between the different photoproducts was also influenced by the solvent, we developed a full density functional theory modeling of the reaction mechanism that included explicit solvent molecules. Three reaction pathways leading to photodissociation were identified on the triplet hypersurface, each characterized by either one or two energy barriers. Photodissociation in water was promoted by a proton transfer in the triplet state, which was facilitated by the dissociated pyridine ring acting as a pendent base. We show that the temperature variation of the photosubstitution quantum yield is an excellent tool to compare theory with experiments. An unusual phenomenon was observed for one of the compounds in acetonitrile, for which an increase in temperature led to a surprising decrease in the photosubstitution reaction rate. We interpret this experimental observation based on complete mapping of the triplet hypersurface of this complex, revealing thermal deactivation to the singlet ground state through intersystem crossing.

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“…41). [115] Both complexes showed emission intensities comparable to those of the parent compounds (non-fructose derivatives). The lipophilicity of the complexes showed increased lipophilicity for the dpp (4,7-diphenyl-1,10phenanthroline) complex.…”

Section: Weinheimmentioning

confidence: 78%

Ruthenium polypyridyl complex-containing bioconjugates

Martı́nez-Alonso

Gasser

2021

Coordination Chemistry Reviews

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Photophysical, Cellular‐Uptake, and Bioimaging Studies of Luminescent Ruthenium(II)–Polypyridine Complexes Containing a d‐Fructose Pendant

Cited by 17 publications

References 53 publications

Luminescent Ruthenium(II) Polypyridine Complexes for a Wide Variety of Biomolecular and Cellular Applications

Luminescent Ruthenium(II) Polypyridine Complexes for a Wide Variety of Biomolecular and Cellular Applications

Ligand Rigidity Steers the Selectivity and Efficiency of the Photosubstitution Reaction of Strained Ruthenium Polypyridyl Complexes

Ruthenium polypyridyl complex-containing bioconjugates

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