Preparation and Characterization of cis-.LAMBDA.-[Ru(bpy)2(py)(O)]2+

Hua, Xiao; Lappin, A. Graham

doi:10.1021/ic00108a036

Cited by 38 publications

(26 citation statements)

References 2 publications

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“…The E39C-Ru construct shows a very mild positive effect. The observed bisignate couplets are analogous to spectra for the Λ and Δ enantiomers of [Ru(bpy) 3 ] 2+ and its derivatives described in (Browne et al 2003;Caspar et al 2003;Chavarot et al 2003;Hua and Lappin 1995;Noble and Peacock 1996).…”

Section: Spectra In the Near-uv Region (230-360 Nm) Coordination supporting

confidence: 77%

“…The resulting normalized difference spectra, Fig. 5, illustrate more clearly the bisignate couplets consistent with Λ and Δ stereoisomers of [Ru(bpy) 3 ] 2+ (Browne et al 2003;Caspar et al 2003;Hua and Lappin 1995;Noble and Peacock 1996). They also allow a quantitative comparison of the magnitude of a Cotton effect for the three PpcA-Ru constructs.…”

Section: Spectra In the Near-uv Region (230-360 Nm) Coordination mentioning

confidence: 83%

“…2003) or selective co-crystallization with a chiral compound (Chavarot et al 2003;Hua and Lappin 1995;Noble and Peacock 1996), which ensured high levels of enantiomeric purity. The additional to CD analysis by MNR spectroscopy and X-ray crystallography (Browne et al 2003;Caspar et al 2003;Chavarot et al 2003) provided higher level of confidence in determination of actual configuration of the complexes, and justified the use as the reference compounds.…”

Section: Calculations Of Enantiomer Ratio and Enantiomeric Excessmentioning

confidence: 99%

“…For calculation of the enantiomeric excess we used the Δε of each conjugate determined at 295 nm as the specific rotation value. As maximum specific rotation used Δε 295 = + 114 M −1 cm −1 taken from the reference compound cis-Λ-[Ru(bpy) 2 (py) 2 ]Cl 2 presented in (Hua and Lappin 1995).…”

Section: Calculations Of Enantiomer Ratio and Enantiomeric Excessmentioning

confidence: 99%

See 3 more Smart Citations

Examination of abiotic cofactor assembly in photosynthetic biomimetics: site-specific stereoselectivity in the conjugation of a ruthenium(II) tris(bipyridine) photosensitizer to a multi-heme protein

et al. 2020

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To understand design principles for assembling photosynthetic biohybrids that incorporate precisely-controlled sites for electron injection into redox enzyme cofactor arrays, we investigated the influence of chirality in assembly of the photosensitizer ruthenium(II)bis(2,2′-bipyridine)(4-bromomethyl-4′-methyl-2,2′-bipyridine), Ru(bpy) 2 (Br-bpy), when covalently conjugated to cysteine residues introduced by site-directed mutagenesis in the triheme periplasmic cytochrome A (PpcA) as a model biohybrid system. For two investigated conjugates that show ultrafast electron transfer, A23C-Ru and K29C-Ru, analysis by circular dichroism spectroscopy, CD, demonstrated site-specific chiral discrimination as a factor emerging from the close association between [Ru(bpy) 3 ] 2+ and heme cofactors. CD analysis showed the A23C-Ru and K29C-Ru conjugates to have distinct, but opposite, stereoselectivity for the Λ and Δ-Ru(bpy) 2 (Br-bpy) enantiomers, with enantiomeric excesses of 33.1% and 65.6%, respectively. In contrast, Ru(bpy) 2 (Br-bpy) conjugation to a protein site with high flexibility, represented by the E39C-Ru construct, exhibited a nearly negligible chiral selectivity, measured by an enantiomeric excess of 4.2% for the Λ enantiomer. Molecular dynamics simulations showed that site-specific stereoselectivity reflects steric constraints at the conjugating sites and that a high degree of chiral selectivity correlates to reduced structural disorder for [Ru(bpy) 3 ] 2+ in the linked assembly. This work identifies chiral discrimination as means to achieve site-specific, precise geometric positioning of introduced photosensitizers relative to the heme cofactors in manner that mimics the tuning of cofactors in photosynthesis.

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Section: Spectra In the Near-uv Region (230-360 Nm) Coordination supporting

confidence: 77%

Section: Spectra In the Near-uv Region (230-360 Nm) Coordination mentioning

confidence: 83%

Section: Calculations Of Enantiomer Ratio and Enantiomeric Excessmentioning

confidence: 99%

Section: Calculations Of Enantiomer Ratio and Enantiomeric Excessmentioning

confidence: 99%

See 2 more Smart Citations

Examination of abiotic cofactor assembly in photosynthetic biomimetics: site-specific stereoselectivity in the conjugation of a ruthenium(II) tris(bipyridine) photosensitizer to a multi-heme protein

et al. 2020

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“…The cis-[Ru(bipy) 2 (py)O] 2þ species (bipy, 2,2 0 -bipyridine; py, pyridine), for instance, is known to be an efficient catalyst for oxidation of organic and inorganic substrates, performing also DNA oxidation and cleavage either by activation of the 1 0 -ribose C-H bond or by oxo transfer to the guanine nucleobase [19][20][21][22][23][24][25][26][27]. Such a catalyst, in chiral form, promotes the oxidation of methyl p-tolyl sulfide to the corresponding chiral sulfoxide [28]. On the other hand, manganese(III) porphyrins have been extensively used as models of cytochrome P-450 [4,6,7,[29][30][31][32][33][34][35].…”

Section: Introductionmentioning

confidence: 99%

Enhanced electrochemical and electrocatalytic activity of a new supramolecular manganese-porphyrin species containing four bis(bipyridine)(aqua)ruthenium(II) complexes

Araki

Winnischofer

Viana

et al. 2004

Journal of Electroanalytical Chemistry

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DNA Binding, Photocleavage, and Topoisomerase Inhibition of Functionalized Ruthenium(II)‐Polypyridine Complexes

Gao

Chao

2008

Chemistry & Biodiversity

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The interaction of ruthenium(II)-polypyridyl complexes with DNA has attracted considerable interests during the past two decades. This paper presents some recent progresses in our laboratory on the interaction of Ru(II)-polypyridyl complexes with DNA. The first part describes the effect of modulating the intercalative ligand on the DNA-binding behaviors of the complexes, such as DNA-binding affinity, DNA-binding enantioselectivity, DNA molecular 'light switch' effect, and DNA sequence selectivity. The second part focuses on the DNA photocleavage by the complexes and its mechanism. In the final part, we discuss the topoisomerase inhibition and its mechanism, as well as the antitumor activity of the Ru(II)-polypyridyl complexes.

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Preparation and Characterization of cis-.LAMBDA.-[Ru(bpy)2(py)(O)]2+

Cited by 38 publications

References 2 publications

Examination of abiotic cofactor assembly in photosynthetic biomimetics: site-specific stereoselectivity in the conjugation of a ruthenium(II) tris(bipyridine) photosensitizer to a multi-heme protein

Examination of abiotic cofactor assembly in photosynthetic biomimetics: site-specific stereoselectivity in the conjugation of a ruthenium(II) tris(bipyridine) photosensitizer to a multi-heme protein

Enhanced electrochemical and electrocatalytic activity of a new supramolecular manganese-porphyrin species containing four bis(bipyridine)(aqua)ruthenium(II) complexes

DNA Binding, Photocleavage, and Topoisomerase Inhibition of Functionalized Ruthenium(II)‐Polypyridine Complexes

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