Chiral protein scissors: High enantiomeric selectivity for binding and its effect on protein photocleavage efficiency and specificity

Kumar, Challa V.; Buranaprapuk, Apinya; Sze, Ho Chou; Jockusch, Steffen; Turro, Nicholas J.

doi:10.1073/pnas.082119599

Cited by 55 publications

(63 citation statements)

References 24 publications

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“…Protein cleavage experiments were carried out by incubating BSA (15 μM) with 1 – 4 in phosphate buffer for 4 h at 37 °C according to the literature . The samples were dissolved in the loading buffer (24 μl) containing sodium dodecylsulfate (7% w/v), glycerol (4% v/v), Tris–HCl buffer (50 mM, pH = 6.8), mercaptoethanol (2% v/v) and bromophenol blue (0.01% w/v).…”

Section: Methodsmentioning

confidence: 99%

Ruthenium(II)–arene complexes of diimines: Effect of diimine intercalation and hydrophobicity on DNA and protein binding and cytotoxicity

Ganeshpandian

Palaniandavar

Muruganantham

et al. 2017

Applied Organom Chemis

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A series of half‐sandwich Ru(II)–arene complexes [Ru(η6‐benzene)(diimine)Cl](PF6) (1–4), where diimine is 1,10‐phenanthroline (1), 5,6‐dimethyl‐1,10‐phenanthroline (2), dipyrido[3,2‐a:2′,3′‐c]phenazine (3) or 11,12‐dimethyldipyrido[3,2‐a:2′,3′‐c]phenazine (4), have been isolated and characterized using analytical and spectral methods. Complex 2 possesses a familiar pseudo‐octahedral ‘piano‐stool’ structure. The intrinsic DNA binding affinity of the complexes depends upon the diimine ligand: 3 (dppz) > 4 (11,12‐dmdppz) > 2 (5,6‐dmp) > 1 (phen). The π‐stacking interaction of extended planar ring of coordinated dppz (3) in between the DNA base pairs is more intimate than that of phen (1), and the incorporation of methyl groups on the dppz ring (4) discourages the stacking interaction leading to a lower DNA binding affinity for 4 than 3. Docking studies show that all the complexes bind in the major groove of DNA. Interestingly, 3 shows an ability to convert supercoiled DNA into nicked circular DNA even at 20 μM concentration beyond which complete oxidative DNA degradation is observed. The protein binding affinity of the complexes decreases in the order 4 > 3 > 2 > 1, and the higher protein binding affinity of 4 illustrates the strong involvement of methyl groups on dppz ring in hydrophobic interaction with protein. Also, 4 cleaves protein more efficiently than the other complexes in the presence of H2O2. It is notable that 2, 3 and 4 display cytotoxicity against human cervical cancer cell lines (SiHa) with potency higher than the currently used drug cisplatin. Acridine orange/ethidium bromide staining studies reveal that 3 induces apoptosis in cancer cells much more efficiently than 4.

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Section: Methodsmentioning

confidence: 99%

Ruthenium(II)–arene complexes of diimines: Effect of diimine intercalation and hydrophobicity on DNA and protein binding and cytotoxicity

Ganeshpandian

Palaniandavar

Muruganantham

et al. 2017

Applied Organom Chemis

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“…The similar results were also observed by other researchers. Some researchers proposed a mechanism of an excimer state to explain it, which describes that when an excited-state pyrene monomer and a ground-state monomer are getting very close, they can form a pyrene dimmer, which can create an excimer state that fluoresces at a substantially longer wavelength than the monomer emission, thus, the fluorescence emission spectra caused by the excimer state will deviate from the mirror-image rule (Lakowicz, 2008) and lead to a red shift and line broadening of fluorescence emission spectra when compared with a pyrene monomer (Winnik, 1993;Kumar et al, 1999Kumar et al, , 2002. In our study, the newly formed peaks at 420 and 460 nm, compared with a pyrene monomer, should be typically of excimer fluorescence, which provided further evidence that PBA was successfully grafted onto SA.…”

Section: Characterisation Of Fluorescent Microspheresmentioning

confidence: 98%

“…After A, B, C and D were soaked in a PBS solution of pH 7.4 at 37 C for 1 day, the fluorescence excitation spectra were measured from the release media of A, B, C and D by setting the emission wavelength at 376 nm while the fluorescence emission spectra were detected by setting the excitation wavelength at 345 nm, which was at the corresponding isosbestic point, consistent with the above maximum UV absorption peak (345 nm) (Kumar et al, 2002). Figure 4(b) presents fluorescence excitation and emission spectra of the release media of A, B and C while the spectrum of the release medium of D was not detected, no matter how long the investigated release time was.…”

Section: Characterisation Of Fluorescent Microspheresmentioning

confidence: 99%

Synthesis and characterisation of multifunctional alginate microspheres via thein situformation of ZnO quantum dots and the graft of 4-(1-pyrenyl) butyric acid to sodium alginate

Luo

Wang

et al. 2014

Journal of Microencapsulation

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Growth factor-loaded fluorescent alginate microspheres, which can realise sustained growth factor release and fluorescence imaging, were synthesised by in situ formation of ZnO quantum dots (QDs) and covalent graft of 4-(1-pyrenyl) butyric acid (PBA). BSA was chosen as a growth factor model protein to study the release kinetic of growth factors from alginate microspheres. The microsphere size and fluorescent properties were also investigated. Investigations of cell culture were used for evaluating biocompatibility of BSA-loaded fluorescent microspheres and fluorescence imaging property of ZnO QDs and PBA-grafted sodium alginate from the microspheres. The results show that they have good fluorescent property either to microspheres or to cells and fluorescent microspheres have good biocompatibility and property in sustained release of growth factors. The obtained microspheres will be expected to realise the imaging of cells and materials and also the release of growth factor in tissue engineering or in cell culture.

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“…Photoinduced protein cleavage experiments were carried out following the literature procedures [43][44][45].…”

Section: Protein Interaction and Cleavage Experimentsmentioning

confidence: 99%

Remarkable photocytotoxicity in hypoxic HeLa cells by a dipyridophenazine copper(II) Schiff base thiolate

Lahiri

Majumdar

Mallick

et al. 2011

Journal of Inorganic Biochemistry

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Chiral protein scissors: High enantiomeric selectivity for binding and its effect on protein photocleavage efficiency and specificity

Cited by 55 publications

References 24 publications

Ruthenium(II)–arene complexes of diimines: Effect of diimine intercalation and hydrophobicity on DNA and protein binding and cytotoxicity

Ruthenium(II)–arene complexes of diimines: Effect of diimine intercalation and hydrophobicity on DNA and protein binding and cytotoxicity

Synthesis and characterisation of multifunctional alginate microspheres via thein situformation of ZnO quantum dots and the graft of 4-(1-pyrenyl) butyric acid to sodium alginate

Remarkable photocytotoxicity in hypoxic HeLa cells by a dipyridophenazine copper(II) Schiff base thiolate

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