- Solid-phase synthesis and evaluation of TAR RNA targeted β-carboline-nucleoside conjugates
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Four types of β-carboline-nucleoside conjugates were synthesized. The binding affinities of these β-carboline-nucleoside conjugates 4-11, 13 and 15 to TAR RNA were evaluated by affinity capillary electrophoresis. The data of binding affinities to TAR RNA show that conjugates 9 and 13 are stronger binders than the parent compound MC3. Computer modeling indicates that the β-carboline-nucleoside conjugate 13 can fit to the UCU three-nucleotide bulge region of TAR RNA. The Royal Society of Chemistry 2008.
- Zhao, Peng,Jin, Hong-Wei,Yang, Zhen-Jun,Zhang, Liang-Ren,Zhang, Li-He
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scheme or table
p. 3741 - 3750
(2009/02/05)
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- Efficient solid phase synthesis of cleavable oligodeoxynucleotides based on a novel strategy for the synthesis of 5′-S-(4,4′-dimethoxytrityl)- 2′-deoxy-5′-thionucleoside phosphoramidites
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The incorporation of a specific cleavage site into an oligodeoxynucleotide can be achieved by utilizing the four 5′-S-(4,4′-dimethoxytrityl)- 2′-deoxy-5′-thionucleoside 3′-(2-cyanoethyl diisopropylphosphoramidites) 5 and 15a-c (Fig.1). Based on the silver
- Jahn-Hofmann, Kerstin,Engels, Joachim W.
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p. 2812 - 2828
(2007/10/03)
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- Novel diastereomeric thymidine cyclic 3',5'-threo-phosphoramidates
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Novel diastereomeric thymidine cyclic 3',5'-threo-phosphoramidates were prepared by the treatment of 5'-azido derivative of threo-thymidine with triphenyl phosphite as well as by the treatment of the corresponding amino derivative with phenyl phosphodichloridate. Phosphoramidation of the regioisomeric 3'- and 5'-azido derivatives of erythro-thymidine by means of triphenyl phosphite afforded the open-chain 3'- and 5'-phosphoramidates. The reaction which afforded the cyclic products was assumed to proceed via the cyclic tetraoxazaphosphorane intermediates.
- Katalenic, Darinka,Zinic, Mladen
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p. 1231 - 1236
(2007/10/03)
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- Backbone modified oligonucleotide analogs
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Therapeutic oligonucleotide analogs which have improved nuclease resistance and improved cellular uptake are provided. Replacement of the normal phosphorodiester inter-sugar linkages found in wild type oligomers with four atom linking groups forms unique
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- Novel P1,P2-substituted phosphonate analogues of 2'-deoxyadenosine and 2'-deoxythymidine 5'-triphosphates
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P1,P2-Substituted methylene, fluoromethylene, and difluoromethylene analogues of the deoxynucleotides 2'-deoxyadenosine 5'-triphosphate and thymidine 5'-triphosphate have been prepared by reaction between the bisphosphonic acid and t
- Blackburn,Langston
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p. 6425 - 6428
(2007/10/02)
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- Synthesis of Nucleotide 5'-Diphosphates from 5'-O-Tosyl Nucleosides
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Procedures are described for the synthesis of nucleoside 5'-diphosphates, methanediphosphonates, and difluoromethanediphosphonates.The general strategy involves protection of the nucleosides as amidine, 2',3'-methoxymethylidene, and 3'-(tert-butyldimethylsilyl) derivatives prior to tosylation with tosyl chloride and (N,N-dimethylamino)pyridine.Deprotection, followed by displacement of the tosyl moiety with the tris(tetra-n-butylammonium) pyrophosphate, methanediphosphonate, or difluoromethanediphosphonate salts gave the desired products.The ammonium salts of the nucleotides were purified by flash chromatography on cellulose or medium pressure ion-exchange chromatography on DEAE Fractogel.Syntheses are reported for UDP (18), CDP (19), TDP (20), GDP (21), ADP (23), 2',3'-isopropylidene-ADP (22), adenosine 5'-methanediphosphonate (24), adenosine 5'-difluoromethanediphosphonate (25), and deoxyadenosine 5'-methanediphosphonate (27).In addition ATP (26) was prepared by treatment of 5'-O-tosyladenosine with tetrakis(tetra-n-butylammonium) thiophosphate.Yields for the displacement reactions ranged from 43percent to 93percent.
- Davisson, V. Jo,Davis, Darrell R.,Dixit, Vyas M.,Poulter, C. Dale
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p. 1794 - 1801
(2007/10/02)
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