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Ng, Beloglazova; Миронова, Н. Л.; Da, Konevets; Va, Petiuk; Vn, Sil'nikov; Vv, Vlasov; Zenkova, Marina A.

doi:10.1023/a:1021698313025

Cited by 3 publications

(4 citation statements)

References 10 publications

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“…In a thorough investigation of the nonenzymatic cleavage of short, single-stranded oligoribonucleotides by polyamines such as spermidine, putresceine, and spermine, Kierzek reported that the most reactive phosphodiester bonds are N pA and N pC, where N is a pyrimidine base. Furthermore, ribonuclease A mimicks composed of a bisquaternary DABCO moiety as RNA binding domain and a histamine or hystidine residue as cleaving unit, were reported to cleave oligoribonucleotides primarily in the CpA and UpA sites, with a moderate preference for the former bond. , However, it is difficult to decide whether such similarities are fortuitous, or may be taken as an indication of similar mechanisms of action, in spite of the widely differing nature of the cleaving agents.…”

Section: Discussionmentioning

confidence: 99%

Efficient and Selective Cleavage of RNA Oligonucleotides by Calix[4]arene-Based Synthetic Metallonucleases

et al. 2007

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Di- and trinuclear copper(II) complexes of [12]aneN3 macrocycles anchored at the upper rim of cone calix[4]arenes in 1,2-, 1,3-, and 1,2,3-positions were investigated as cleaving agents of 6-, 7-, and 17-meric oligoribonucleotides. A kinetic investigation of the cleavage reactions was carried out using gel electrophoresis to separate and analyze reactants and products having a radioactive phosphate label in the terminal 5'-position. The degree of cooperation was assessed on the basis of a comparison with rates of cleavage by mononuclear controls. A remarkable selectivity of cleavage of the CpA phosphodiester bond was observed for all metal complexes, in sharp contrast with the UpU and UpG selectivity previously observed in the cleavage of diribonucleoside monophosphates by the same metal complexes. The highest rate acceleration, brought about in the cleavage of the 5'-pCpA bond in hexanucleotide 9 by 50 muM trinuclear complex 5-Cu3 (water solution, pH 7.4, 50 degrees C), amounts to 5 x 105-fold, as based on the estimated background reactivity of the CpA dimer. Selectivity in the cleavage of oligoribonucleotides by copper(II) complexes closely resembles that experienced by ribonuclease A and by a number of metal-independent RNase A mimicks. The possible role of the dianionic phosphate at the 5'-terminal positions as a primary anchoring site for the metal catalyst is discussed.

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Section: Discussionmentioning

confidence: 99%

Efficient and Selective Cleavage of RNA Oligonucleotides by Calix[4]arene-Based Synthetic Metallonucleases

et al. 2007

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“…[20]; (C) 96-mer fragment of HIV-I RNA [24]; (D) synthetic 21-mer oligoribonucleotide [21], (E) synthetic 10-mer oligoribonucleotide [25]. The bonds that are cleaved in the presence of RNase mimetics are indicated by arrows: A, B -RNase mimics 1-4; D -5-10; C -11-35.…”

Section: Design Of Artificial Ribonucleases Mimic-king Rnase Amentioning

confidence: 99%

“…Earlier [25,[29][30][31][32][33], we have demonstrated that the efficacy of imidazole-containing artificial ribonucleases can be increased by introducing 1,4-diazabicyclo[2.2.2]octane (DABCO) quaternary salts. This result can be attributed to an increase in the affinity of the cationic moiety of artificial RNase for the negatively charged RNA molecule.…”

Section: Design Of Artificial Ribonucleases Mimic-king Rnase T1mentioning

confidence: 99%

“…H 17 , 11 Thr-Lys-Glu-Phe-OC 8 H 17 , 14 Lys-Ser-Glu-Phe-OC 8 H 17 , 12 Glu-Thr-Lys-Phe-OC 8 H 17 , 15 Lys-Thr-Glu-Phe-OC 8 H 17 , 13 Glu-Ser-Lys-Phe-OC 8 H 17 , 16Glu -X -Arg -Gly -OC 10 H21 17-21Glu -X -Lys -Gly -OC 10 H 21 22-26, X are residues of Gly(17,22), -Ala (18, 23), -aminobutyric acid(19,24), -aminohexanoic acid(20,25), p-aminomethylbenzoic acid(21,26).…”

mentioning

confidence: 99%

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Design and Synthesis of Metal-Free Artificial Ribonucleases

Королева¹,

Serpokrylova²,

Vlassov³

et al. 2007

PPL

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Syntheses and Oligonucleotide Incorporation of Nucleoside Analogues Containing Pendant Imidazolyl or Amino Functionalities – The Search for Sequence‐Specific Artificial Ribonucleases

Holmes

Gait

2005

Eur J Org Chem

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Keywords: Oligonucleotides / Nucleosides / Modified nucleosides / Artificial ribonucleaseOligonucleotide derivatives containing imidazolyl and amino functionalities have been proposed as artificial ribonucleases that might mimic the activities of RNase A but with greater sequence specificity. Such oligonucleotide reagents would have important applications as enhanced antisense reagents that obviate the need to recruit a cellular nuclease or nuclease complex. We present the syntheses of six nucleoside phosphoramidite analogues containing pendant protected imidazolyl or amino groups and their incorporation into oligonucleotides. We show that the six functionalised phos-

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Cited by 3 publications

References 10 publications

Efficient and Selective Cleavage of RNA Oligonucleotides by Calix[4]arene-Based Synthetic Metallonucleases

Efficient and Selective Cleavage of RNA Oligonucleotides by Calix[4]arene-Based Synthetic Metallonucleases

Design and Synthesis of Metal-Free Artificial Ribonucleases

Syntheses and Oligonucleotide Incorporation of Nucleoside Analogues Containing Pendant Imidazolyl or Amino Functionalities – The Search for Sequence‐Specific Artificial Ribonucleases

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