A novel minimum ribozyme with oxidoreduction activity

Yanagawa, Hiroshi; Ogawa, Yoko; Ueno, Masako; Sasaki, Kazuo; Sato, Toshio

doi:10.1021/bi00499a002

Cited by 30 publications

(26 citation statements)

References 26 publications

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“…However, few studies have focused on oxidative damage to RNA and only limited kinds of oxidatively modified bases in RNA have been reported previously [30][31][32][33][34][35]. Among multiple adducts of nucleoside oxidation, adducts of deoxyguanosine (1) and guanosine (2), i.e., 8-hydroxydeoxyguanosine (8-OHdG) (3) and 8-hydroxyguanosine (8-OHG) (4) are two of the best characterized and studied forms of DNA and RNA oxidation, respectively (Fig.…”

Section: Rna Oxidation In Various Neurological Diseasesmentioning

confidence: 99%

“…However, since guanine is the most reactive of the nucleic acid bases [32], it is not surprising that the oxidized base, 8-hydroxyguanine is the most abundant among the oxidized bases [11]. The 8-hydroxyguanine-containing nucleoside, 8-OHG, can be formed in RNA by direct oxidation of the base and also by the incorporation of the oxidized base from the cytosolic pool into RNA through the normal action of RNA polymerase (Fig.…”

Section: Rna Oxidation and The Biological Consequencementioning

confidence: 99%

“…The 8-hydroxyguanine-containing nucleoside, 8-OHG, can be formed in RNA by direct oxidation of the base and also by the incorporation of the oxidized base from the cytosolic pool into RNA through the normal action of RNA polymerase (Fig. (2)) [32,99]. Not only 8-OHG but also 8-hydroxyadenosine, 5-hydroxycytidine, and 5-hydroxyuridine have been identified in oxidized RNA [32], which may have altered pairing capacity and thus be at the origin of erroneous protein production.…”

Section: Rna Oxidation and The Biological Consequencementioning

confidence: 99%

“…(2)) [32,99]. Not only 8-OHG but also 8-hydroxyadenosine, 5-hydroxycytidine, and 5-hydroxyuridine have been identified in oxidized RNA [32], which may have altered pairing capacity and thus be at the origin of erroneous protein production. Indeed, the 8-hydroxyguanine can pair with both adenine and cytosine, and thus oxidized RNA compromises the accuracy of translation [99,100].…”

Section: Rna Oxidation and The Biological Consequencementioning

confidence: 99%

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Oxidative RNA Damage and Neurodegeneration

Nunomura¹,

Moreira

Takeda³

et al. 2007

CMC

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Section: Rna Oxidation In Various Neurological Diseasesmentioning

confidence: 99%

Section: Rna Oxidation and The Biological Consequencementioning

confidence: 99%

Section: Rna Oxidation and The Biological Consequencementioning

confidence: 99%

Section: Rna Oxidation and The Biological Consequencementioning

confidence: 99%

See 2 more Smart Citations

Oxidative RNA Damage and Neurodegeneration

Nunomura¹,

Moreira

Takeda³

et al. 2007

CMC

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“…Since the redox potential of OG (0.7 V) is lower than the unmodified bases T (1.7 V), C (1.6 V), A (1.4 V), and G (1.3 V), it is readily oxidized by one-electron oxidants, peroxynitrite, carbonate radicals and singlet oxygen (56,57). Two oxidation products of OG, guanidinohydantoin (Gh) and spiroiminodihydantoin (Sp) have been identified arising from direct 4e − oxidation of G (e. g. by 1 O 2 ) or further oxidation of initially formed OG (58-60) (Figure 2).…”

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confidence: 99%

In Vitro Ligation of Oligodeoxynucleotides Containing C8-Oxidized Purine Lesions Using Bacteriophage T4 DNA Ligase

et al. 2007

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Ligases conduct the final stage of repair of DNA damage by sealing a single-stranded nick after excision of damaged nucleotides and reinsertion of correct nucleotides. Depending upon the circumstances and the success of the repair process, lesions may remain at the ligation site, either in the template or at the oligomer termini to be joined. Ligation experiments using bacteriophage T4 DNA ligase were carried out with purine lesions in four positions surrounding the nick site in a total of 96 different duplexes. The oxidized lesion 8-oxo-7,8-dihydroguanosine (OG) showed, as expected, that the enzyme is most sensitive to lesions on the 3′ end of the nick compared to the 5′ end and to lesions located in the intact template strand. In general, substrates containing the OG·A mismatch were more readily ligated than OG·C. Ligations of duplexes containing the OA·T base pair (OA=8-oxo-7,8-dihydroadenosine) that could adopt an anti-anti conformation proceeded in high efficiencies. An OI·Acontaining duplex (OI = 8-oxo-7,8-dihydroinosine) behaved similarly to OG·A. Due to its low reduction potential, OG is readily oxidized to secondary oxidation products, such as the guanidinohydantoin (Gh) and spiroiminodihydantoin (Sp) nucleosides; these lesions also contain an oxo group at the original C8 position of the purine. Ligation of oligomers containing Gh and Sp occurred when opposite A and G although the overall ligation efficiencies were much lower than most OG base pairs. Steady-state kinetic studies were carried out for representative examples of lesions in the template. K m increased by 90-100-fold for OG·C, OI·C, OI·A and OA·T containing duplexes compared to G·C. Substrates containing Gh·A, Gh·G, Sp·A and Sp·G base pairs showed K m values 20-70-fold higher than G·C while the K m value for OG·A was 5 times lower than G·C.Reactive oxygen species (ROS) 1 such as O 2 −•, HO• and H 2 O 2 are continuously produced during normal metabolic processes, and their production is augmented by inflammation and exposure to certain agents (1,2). DNA is sensitive to ROS, and in vivo oxidative damage results in DNA strand breaks, base modifications and DNA-protein cross-links (1). Unrepaired oxidative DNA damage can be mutagenic and is implicated in carcinogenesis, neurological disorders and aging (2-4). Oxidation of guanine, the most easily oxidized nucleobase (5), can lead to the commonly observed lesion 8-oxo-7,8-dihydro-2′-deoxyguanosine (OG) which is regarded as a biomarker of oxidative DNA damage in the cell (6). OG is mutagenic in the absence of repair leading to G→T transversions (7-10).OG can be removed by the base excision repair pathway (BER) (11-14) involving glycosidic bond cleavage of the damaged base followed by excision of the remaining abasic (AP) site (15). A nucleotide is inserted by a DNA polymerase, and in a final stage, the nick is sealed by a DNA ligase (16)(17)(18)(19)(20). Although DNA repair of oxidized base lesions has been extensively

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Biophysical properties and thermal stability of oligonucleotides of RNA containing 7,8‐dihydro‐8‐hydroxyadenosine

2014

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Circular dichroism (CD) was used to assess the stabilization/destabilization imposed by oxidative lesion 7,8-dihydro-8-hydroxyadenosine (8-oxoA) on strands of RNA with different structural motifs. RNA:RNA homoduplex destabilization was observed in a position dependent manner using 10-mers as models that displayed differences between 12.7 and 15.1°C. We found that increasing the number of modifications resulted in depressed Tm values of about 12–15°C per lesion. The same effect was observed on RNA:DNA heteroduplex samples. We also tested the effects of this lesion in short hairpins containing the tetraloop UUCX (X = A, 8-oxoA). We found that the stem was hypersensitive to substitution of A by 8-oxoA and that it destabilized the structure by >23°C. Concomitant substitution at the stem and loop prevented formation of this secondary structure or lead to other less-stable hairpins. Incorporation of this lesion at the first base of the loop had no effect on either structure. Overall, we found that the effects of 8-oxoA on RNA structure are position dependent and that its stabilization may vary from sharp decreases to small increments, in some cases, leading to the formation of other more/less stable structures. These structural changes may have larger biological implications, particularly if the oxidatively modified RNA persists, thus leading to changes in RNA reactivity and function. © 2014 Wiley Periodicals, Inc. Biopolymers 103: 167–174, 2015.

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A novel minimum ribozyme with oxidoreduction activity

Cited by 30 publications

References 26 publications

Oxidative RNA Damage and Neurodegeneration

Oxidative RNA Damage and Neurodegeneration

In Vitro Ligation of Oligodeoxynucleotides Containing C8-Oxidized Purine Lesions Using Bacteriophage T4 DNA Ligase

Biophysical properties and thermal stability of oligonucleotides of RNA containing 7,8‐dihydro‐8‐hydroxyadenosine

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