Free terminal amines in DNA-binding peptides alter the product distribution from guanine radicals produced by single electron oxidation

Konigsfeld, Katie; Lee, Melissa; Urata, Sarah; Aguilera, Joseph; Milligan, Jamie R.

doi:10.3109/09553002.2012.643853

Cited by 4 publications

(1 citation statement)

References 56 publications

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“…10%) is from neutron capture on 14 N, although it is less important (<1.4% at 10 ppm boron-10) in vivo (Ono et al, 2019). In our system, this contribution could be reduced by replacing arginine with lysine, but the nucleophilic character of the latter would be expected to result in unwanted chemical reactions after irradiation (Xu et al, 2008;Konigsfeld et al, 2012).…”

Section: Discussionmentioning

confidence: 99%

DNA condensation with a boron-containing cationic peptide for modeling boron neutron capture therapy

Perry

Ramos-Méndez

Milligan

2020

Radiation Physics and Chemistry

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The amino acid derivative 4-borono-L-phenylalanine (BPA) has been used in the radiation medicine technique boron neutron capture therapy (BNCT). Here we have characterized its interaction with DNA when incorporated into a positively charged hexa-L-arginine peptide. This ligand binds strongly to DNA and induces its condensation, an effect which is attenuated at higher ionic strengths. The use of an additional tetra-L-arginine ligand enables the preparation of a DNA condensate in the presence of a negligible concentration of unbound boron. Under these conditions, Monte Carlo simulation indicates that >85% of energy deposition events resulting from thermal neutron irradiation derive from boron fission. The combination of experimental model systems and simulations that we describe here provides a valuable tool for accurate track structure modeling of the DNA damage produced by the high LET particles involved in BNCT.

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Section: Discussionmentioning

confidence: 99%

DNA condensation with a boron-containing cationic peptide for modeling boron neutron capture therapy

Perry

Ramos-Méndez

Milligan

2020

Radiation Physics and Chemistry

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Induction of DNA damage, including abasic sites, in plasmid DNA by carbon ion and X-ray irradiation

Shiina

Watanabe

Shiraishi

et al. 2012

Radiat Environ Biophys

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DNA from plasmid pUC18 was irradiated with low-LET (13 keV/μm) or high-LET (60 keV/μm) carbon ions or X-rays (4 keV/μm) in solutions containing several concentrations of Tris (0.66-200 mM) to determine the yield of abasic (AP) sites and the effect of scavenging capacity. The yield of AP sites, detected as single-strand breaks (SSB) after digestion with E. coli endonuclease IV (Nfo), was compared with that of SSB and base lesions. At higher concentrations of Tris, the yields of single or clustered AP sites were significantly lower than those of single or clustered base lesions. The relative yields of single AP sites and AP clusters were less than 10 and 7 %, respectively, of the total damage produced at a scavenger capacity mimicking that in cells. The dependence of the yield of AP sites on scavenging capacity was similar to that of prompt strand breaks. The ratios of the yield of isolated AP sites to that of SSB induced by carbon ion or X-ray irradiation were relatively constant at 0.45 ± 0.15 over the tested range of scavenger capacity, although the ratio of SSB to double-strand breaks (DSB) showed the characteristic dependence on both scavenging capacity and radiation quality. These results indicate that the reaction of water radiolysis products, presumably OH radicals, with the sugar-phosphate moieties in the DNA backbone induces both AP sites and SSB with similar efficiency. Direct ionization of DNA is notably more involved in the production of DSB and base lesion clusters than in the production of AP site clusters.

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Mechanism of photocatalytic oxidation of guanine by BiOBr under UV irradiation

Hou

Wang

Chen

et al. 2014

Catalysis Communications

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Free terminal amines in DNA-binding peptides alter the product distribution from guanine radicals produced by single electron oxidation

Abstract: These observations provide a means to develop quantitative estimates for the yields in which these labile sites are formed in chromatin by exposure to ionizing irradiation.

Cited by 4 publications

References 56 publications

DNA condensation with a boron-containing cationic peptide for modeling boron neutron capture therapy

DNA condensation with a boron-containing cationic peptide for modeling boron neutron capture therapy

Induction of DNA damage, including abasic sites, in plasmid DNA by carbon ion and X-ray irradiation

Mechanism of photocatalytic oxidation of guanine by BiOBr under UV irradiation

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