Photoactivatable Porphyrin Oligonucleotide Derivatives for Sequence Specific Chemical Modification and Cleavage of DNA

Vlassov, V. V.; Deeva, Elena A.; Иванова, Е. М.; Knorre, D.G.; Maltseva, Tatiana; Frolova, Elena I.; Ponomariov, G. V.; Kirillova, G. V.

doi:10.1080/07328319108046558

Cited by 7 publications

(2 citation statements)

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“…Porphyrin (Le Doan et al, 1990;Vlassov et al, 1991) and porphyrin-like chromophores, including sapphyrin (Sessler et al, 1996) and cholin (Boutorine et al, 1996), were conjugated to ODNs as means of achieving site-specific DNA photocleavage at the visible-NIR region.…”

Section: Porphyrin and Porphyrin-like Chromophoresmentioning

confidence: 99%

Site-Specific DNA Photocleavage and Photomodulation by Oligonucleotide Conjugates

Kolevzon

Yavin

2010

Oligonucleotides

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Triplex-forming oligonucleotides have been explored in the last 3 decades as highly specific gene-modifying agents. Such agents have been showed to either upregulate or shut down gene expression in vitro, an outcome that depends on the specifically designed biological system. One interesting approach is to tether to the oligonucleotide a photoreactive moiety. After hybridization to the DNA target (typically single- or double-stranded DNA), a site-specific photoinduced reaction may take place at a timely manner. Further, as the light source may be focused at a certain area, one has control on the location at which the phototriggered DNA modification takes place. In this regard, the use of tissue-penetrating photons (typically 630-950 nm) would be most relevant for in vivo applications as photoactivation may lead to site-specific DNA modification at a specific tissue/organ. In this review we highlight the advances made in this field and discuss the hurdles that lay ahead for the realization of phototriggered triplex-forming oligonucleotides as a solid therapeutic approach.

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Section: Porphyrin and Porphyrin-like Chromophoresmentioning

confidence: 99%

Site-Specific DNA Photocleavage and Photomodulation by Oligonucleotide Conjugates

Kolevzon

Yavin

2010

Oligonucleotides

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“…Another class of photosensitizers, porphyrins, linked to oligonucleotides, produced various types of photodamage on a complementary target DNA ( − ). This included oxidation of G and cross-linking of the porphyrin conjugate to the target sequence.…”

Section: Introductionmentioning

confidence: 99%

Sequence-Specific Photomodification of DNA by an Oligonucleotide-Phenanthrodihydrodioxin Conjugate

Bendinskas

Harsch

et al. 1998

Bioconjugate Chem.

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We introduce a new member of a family of photochemically active oligonucleotide conjugates. A Phenanthrodihydrodioxin (PDHD)-based agent was synthesized and covalently linked to a 5'-end of the 9-mer oligonucleotide via a hexamethylene linker. The conjugate hybridized to a complementary 30-nucleotide-long target and efficiently cleaved it in a sequence specific manner. Up to 67% of target was specifically damaged (51% cross-links and 16% direct cleavage). While the photosensitizer alone nonspecifically damaged only Gs in a single-stranded target, its conjugate cross-linked to and damaged also A, T, and C sites in a target in agreement with duplex and triplex formation.

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Texaphyrin-Based Nuclease Analogues. Rationally Designed Approaches to the Catalytic Cleavage of RNA and DNA Targets

Magda¹,

Miller²,

Wright³

et al. 1996

DNA and RNA Cleavers and Chemotherapy of Cancer and Viral Diseases

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Photoactivatable Porphyrin Oligonucleotide Derivatives for Sequence Specific Chemical Modification and Cleavage of DNA

Cited by 7 publications

References 0 publications

Site-Specific DNA Photocleavage and Photomodulation by Oligonucleotide Conjugates

Site-Specific DNA Photocleavage and Photomodulation by Oligonucleotide Conjugates

Sequence-Specific Photomodification of DNA by an Oligonucleotide-Phenanthrodihydrodioxin Conjugate

Texaphyrin-Based Nuclease Analogues. Rationally Designed Approaches to the Catalytic Cleavage of RNA and DNA Targets

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