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Original Articles

Synthesis and Evaluation of RNA Transesterification Efficiency Using Stereospecific Serinol-Terpyridine Conjugates

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Pages 1309-1323 | Received 05 Nov 2004, Published online: 31 Aug 2006

References

  • Cech , T . R . Ribozymes and their medical implications . JAMA 1988 , 260 , 3030 – 3034 . [PUBMED] [INFOTRIEVE] [CSA]
  • Cohen , J . S . Oligodeoxynucleotides: Antisense Inhibitors of Gene Expression ; CRC Press : Boca Raton, FL , 1989 .
  • Haener , R .; Hall , J .; Pfutzer , A .; Huesken , D . Development of artificial ribonucleases . Pure Appl. Chem . 1998 , 70 ( 1 ), 111 – 116 . [CSA]
  • Morrow , J . R .; Buttrey , L . A .; Shelton , V . M .; Berback , K . A . Efficient catalytic cleavage of RNA by lanthanide(III) macrocyclic complexes: toward synthetic nucleases for in vivo applications . J. Am. Chem. Soc . 1992 , 114 ( 5 ), 1903 – 1905 . [CSA] [CROSSREF]
  • Beloglazova , N .; Fabani , M .; Zenkova , M .; Bichenkova , E .; Polushin , N .; Sil'nikov , V .; Douglas , K .; Vlassov , V . Sequence-specific artificial ribonucleases. I. Bis-imidazole-containing oligonucleotide conjugates prepared using precursor-based strategy . Nucleic Acids Res . 2004 , 32 ( 13 ), 3887 – 3897 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Petersen , L .; de Koning , M .; van Kuik-Romeijn , P .; Weterings , J .; Pol , C .; Platenburg , G .; Overhand , M .; van der Marel , G .; van Boom , J . Synthesis and in vitro evaluation of PNA-peptide-DETA conjugates as potential cell penetrating artificial ribonucleases . Bioconjug. Chem . 2004 , 15 ( 3 ), 576 – 582 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Bashkin , J . K .; Gard , J . K .; Modak , A . S . Synthesis and characterization of nucleoside peptides: toward chemical ribonucleases . J. Org. Chem . 1990 , 55 , 5125. [CSA] [CROSSREF]
  • Bashkin , J . K .; McBeath , R . J .; Modak , A . S .; Sample , K . R .; Wise , W . B . Synthesis and characterization of oligonucleotide peptides . J. Org. Chem . 1991 , 56 , 3168 . [CSA] [CROSSREF]
  • Bashkin , J . K .; Frolova , E . I .; Sampath , U . Sequence-specific cleavage of HIV mRNA by a ribozyme mimic . J. Am. Chem. Soc . 1994 , 116 , 5981 – 5982 . [CSA] [CROSSREF]
  • Bashkin , J . K .; Jenkins , L . A . The role of metals in the hydrolytic cleavage of DNA and RNA . Comments Inorg. Chem . 1994 , 16 , 77 – 93 . [CSA]
  • Bashkin , J . K .; Xie , J .; Daniher , A . T .; Jenkins , L . A .; Yeh , G . C . Ribozyme mimics for catalytic antisense strategies . NATO ASI Ser., Ser. C 1996 , 479 , 355 – 366 . [CSA]
  • Bashkin , J . K .; Xie , J .; Daniher , A . T .; Sampath , U .; Kao , J . L.-F . Building blocks for ribozyme mimics: conjugates of terpyridine and bipyridine with nucleosides . J. Org. Chem . 1996 , 61 , 2314 – 2321 . [CSA] [CROSSREF]
  • Daniher , A . T .; Bashkin , J . K . Precise control of RNA cleavage by ribozyme mimics . Chem. Commun . 1998 , 1077 – 1078 . [CSA] [CROSSREF]
  • Trawick , B . N .; Daniher , A . T .; Bashkin , J . K . Inorganic mimics of ribonucleases and ribozymes: from random cleavage to sequence-specific chemistry to catalytic antisense drugs . Chem. Rev . 1998 , 98 ( 3 ), 939 – 960 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Trawick , B . N .; Osiek , T . A .; Bashkin , J . K . Enhancing sequence-specific cleavage of RNA within a duplex region: incorporation of 1,3-propanediol linkers into oligonucleotide conjugates of serinol-terpyridine . Bioconjug. Chem . 2001 , 12 ( 6 ), 900 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Inoue , H .; Furukawa , T .; Tamura , T .; Komatsu , Y .; Ohtsuka , E . Two-terpyridine. Cu(II) complexes-containing antisense systems for rapid and highly site-specific RNA cleavage . Nucleic Acids Symp. Ser . 2000 , 44 , 279 – 280 . [PUBMED] [INFOTRIEVE] [CSA]
  • Putnam , W .; Daniher , A .; Trawick , B .; Bashkin , J . Efficient new ribozyme mimics: direct mapping of molecular design principles from small molecules to macromolecular, biomimetic catalysts . Nucleic Acids Res . 2001 , 29 ( 10 ), 2199 – 2204 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Eckstein , F . Structure, activity and application of chemically modified hammerhead ribozymes . NATO ASI Ser., Ser. C 1996 , 479 , 291 – 294 . [CSA]
  • Heidenreich , O .; Pieken , W .; Eckstein , F . Chemically modified RNA: approaches and applications . FASEB J . 1993 , 7 ( 1 ), 90 – 96 . [PUBMED] [INFOTRIEVE] [CSA]
  • Olsen , D . B .; Benseler , F .; Aurup , H .; Pieken , W . A .; Eckstein , F . Study of a hammerhead ribozyme containing 2′-modified adenosine residues . Biochemistry 1991 , 30 ( 40 ), 9735 – 9741 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Pieken , W . A .; Olsen , D . B .; Aurup , H .; Williams , D . M .; Heidenreich , O .; Benseler , F .; Eckstein , F . Structure-function relationship of hammerhead ribozymes as probed by 2′-modifications . Nucleic Acids Symp. Ser . 1991 , 24 , 51 – 53 . [PUBMED] [INFOTRIEVE] [CSA]
  • Usman , N .; Beigelman , L .; McSwiggen , J . A . Hammerhead ribozyme engineering . Curr. Opin. Struct. Biol . 1996 , 6 ( 4 ), 527 – 533 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Matulic-Adamic , J .; Karpeisky , A . M .; Gonzales , C .; Burgin , A . B ., Jr .; Usman , N .; McSwiggen , J . A .; Beigelman , L . Modified nucleosides for ribozyme structure-activity studies . Collect. Czechoslov. Chem. Commun . 1996 , 61 , S271 – S275 . [CSA]
  • Burgin , A . B ., Jr .; Gonzalez , C .; Matulic-Adamic , J .; Karpeisky , A . M .; Usman , N .; McSwiggen , J . A .; Beigelman , L . Chemically modified hammerhead ribozymes with improved catalytic rates . Biochemistry 1996 , 35 ( 45 ), 14090 – 14097 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Huesken , D .; Goodall , G .; Blommers , M . J.J .; Jahnke , W .; Hall , J .; Haener , R .; Moser , H . E . Creating RNA bulges: cleavage of RNA in RNA/DNA duplexes by metal ion catalysis . Biochemistry 1996 , 35 ( 51 ), 16591 – 16600 . [CSA] [CROSSREF]
  • Kolasa , K . A .; Morrow , J . R .; Sharma , A . P . Trivalent lanthanide ions do not cleave RNA in DNA-RNA hybrids . Inorg. Chem . 1993 , 32 ( 19 ), 3983 – 3984 . [CSA] [CROSSREF]
  • Fukui , K .; Iwane , K .; Shimidzu , T .; Tanaka , K . Oligonucleotides covalently linked to an acridine at artificial abasic site: influence of linker length and the base-sequence . Tetrahedron Lett . 1996 , 37 ( 28 ), 4983 – 4986 . [CSA] [CROSSREF]
  • Fukui , K .; Tanaka , K . The acridine ring selectively intercalated into a DNA helix at various types of abasic sites: double strand formation and photophysical properties . Nucleic Acids Res . 1996 , 24 ( 20 ), 3962 – 3967 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Fukui , K .; Morimoto , M .; Segawa , H .; Tanaka , K .; Shimidzu , T . Synthesis and properties of an oligonucleotide modified with an acridine derivative at the artificial abasic site . Bioconjug. Chem . 1996 , 7 , 349 – 355 . [PUBMED] [INFOTRIEVE] [CSA] [CROSSREF]
  • Putnam , W . C .; Bashkin , J . K . De novo synthesis of artificial ribonucleases with benign metal catalysts . Chem. Commun . 2000 , 9 , 767 – 768 . [CSA] [CROSSREF]
  • Benhida , R .; Devys , M .; Fourrey , J.-L .; Lecubin , F .; Sun , J.-S . Incorporation of serinol derived acyclic nucleoside analogs into oligonucleotides: influence on duplex and triplex formation . Tetrahedron Lett . 1998 , 39 ( 34 ), 6167 – 6170 . [CSA] [CROSSREF]
  • Kierzek , R . Nonenzymic hydrolysis of oligoribonucleotides . Nucleic Acids Res . 1992 , 20 ( 19 ), 5079 – 5084 . [PUBMED] [INFOTRIEVE] [CSA]
  • Kierzek , R . Hydrolysis of oligoribonucleotides: influence of sequence and length . Nucleic Acids Res . 1992 , 20 , 5073 – 5077 . [PUBMED] [INFOTRIEVE] [CSA]
  • Magda , D .; Miller , R . A .; Sessler , J . L .; Iverson , B . L . Site-specific hydrolysis of RNA by europium(III) texaphyrin conjugated to a synthetic oligodeoxyribonucleotide . J. Am. Chem. Soc . 1994 , 116 , 7439 – 7440 . [CSA] [CROSSREF]

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