- Synthesis and preliminary evaluation of pro-RNA 2′- O -masked with biolabile pivaloyloxymethyl groups in an RNA interference assay
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The cellular delivery of bioactive nucleic acid-based drugs such as small interfering RNA (siRNA) represents a major technical hurdle for their pharmaceutical application. Prodrug-like approaches provide an attractive concept to address the delivery probl
- Lavergne, Thomas,Baraguey, Carine,Dupouy, Christelle,Parey, Nora,Wuensche, Winfried,Sczakiel, Georg,Vasseur, Jean-Jacques,Debart, Francoise
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experimental part
p. 5719 - 5731
(2011/09/30)
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- An efficient and selective method for the preparation of triphenylmethyl ethers of alcohols and nucleosides
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A very simple and efficient method is described for the protection of alcohols and nucleosides with benzyl monomethoxytrityl and benzyl dimethoxytrityl ethers in the presence of diethylazodicarboxylate and a catalytic amount of ceric triflate. High selectivity was observed for the tritylation of 5'-OH function of nucleosides.
- Zekri, Negar,Alamdari, Reza Fareghi
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experimental part
p. 563 - 568
(2010/08/05)
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- A solvent free and selective method for preparation of triphenylmethyl ethers of alcohols and nucleosides
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A very simple and efficient method is described for protection of alcohols and nucleosides with trityl(triphenylmethyl), mono and dimethoxytrityl chlorides in the presence of triethylamine under microwave irradiation. High selectivity was observed for tritylation of 5'-OH function of nucleosides.
- Zekri, Negar,Alamdari, Reza Fareghi,Khalafi-Nezhad, Ali
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experimental part
p. 299 - 304
(2012/04/23)
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- Synthesis of modified nucleosides for incorporation of formyletheno and carboxyetheno adducts of adenine nucleosides into oligonucleotides
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Three protected derivatives of 1,N6-ethenoadenine nucleosides, viz. 3-[5-O-(4,4′-dimethoxytrityl) of 7-formyl-(1) and 7-(1,2- diacetyloxypropyl)-2′-deoxyadenosine (2), and 3-[5-O-(4,4′- dimethoxytrityl)-2-O-(tert-butyldimethylsilyl)-7-(ethoxycarbonyl)adenosine (3), expected to allow introduction of formyletheno and carboxyethenoadenine adducts into oligonucleotides by the conventional phosphoramidite chemistry, have been synthesized. Copyright Taylor & Francis Group, LLC.
- Koissi, Niangoran,Loennberg, Harri
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p. 1203 - 1206
(2008/09/17)
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- ANTISENSE MODULATION OF STEAROYL-COA DESATURASE EXPRESSION
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Antisense compounds, compositions and methods are provided for modulating the expression of stearoyl-CoA desaturase. The compositions comprise antisense compounds, particularly antisense oligonucleotides, targeted to nucleic acids encoding stearoyl-CoA desaturase. Methods of using these compounds for modulation of stearoyl-CoA desaturase expression and for treatment of diseases associated with expression of stearoyl-CoA desaturase are provided.
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Page/Page column 89
(2010/02/10)
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- Tetrabutylammonium bromide: An efficient media for dimethoxytritylation of the 5'-hydroxyl function of nucleosides
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An efficient procedure for selective dimethoxytritylation of the 5'-hydroxyl function of nucleosides in the presence of DABCO in molten tetrabutylammonium bromide is described. The methodology is very practical, environmentally benign and produced the desired product in less than 5 min by grinding in a hot mortar. In addition, the effects of the room temperature ionic liquid (1-butyl-3-methylimidazolium chloride) and microwave irradiation on this system were also studied and the results showed that depurination of the nucleosides occurred under microwave irradiation.
- Khalafi-Nezhad, Ali,Mokhtari, Babak
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p. 6737 - 6739
(2007/10/03)
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- Preparation of deoxynucleosides
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Methods for preparing deoxynucleosides from their corresponding ribonucleosides by forming 3-tert-butylphenoxythiocarbonylderivatives of the ribonucleosides and subsequently effecting radical deoxygenation reactions at the carbon atoms to be deoxygenated.
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Page column 16-17
(2008/06/13)
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- High yield protection of purine ribonucleosides for phosphoramidite RNA synthesis
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We report high yield procedures for protection of purine ribonucleosides based on a reaction which allows concomitant highly regiospecific 2'-silylation and 3'-phosphitylation. Subsequent cleavage of the H-phosphonate monoester moiety without silyl migration provides intermediates ready for phosphitylation by standard methods to give fully protected phosphoramidites.
- Song, Quanlai,Wang, Weimin,Fischer, Artur,Zhang, Xiaohu,Gaffney, Barbara L.,Jones, Roger A.
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p. 4153 - 4156
(2007/10/03)
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- Synthesis of peptidinol adenylates
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Peptidinol adenylates were assembled by condensing the carboxyl group of N-blocked peptides with the alkylamino group of leucinol 5' adenosine phosphodiester. The latter was prepared as protected precursor from adenosine and leucinol by phosphite chemistry. The title compounds, which mimic aminoacyl adenylates, are designed to penetrate microorganisms via peptide permeases and to interfere with genetic translation.
- Kreimeyer, Annett,Marliere, Philippe
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p. 2339 - 2350
(2007/10/03)
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- THE CHEMISTRY OF 2',3'-SECONUCLEOSIDES III. SYNTHESIS AND REACTIONS OF PURINE-2',3'-SECORIBONUCLEOSIDES
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5'-O-Protected purine-ribonucleosides were oxidised with periodate to give dialdehydes which upon reduction with sodium borohydride gave 5'-O-protected purine-2',3'-secoribonucleosides, which were converted into their 2',3'-di-O-mesyl derivatives.These we
- Beaton, Graham,Jones, Stanley A.,Walker, Richard T.
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p. 6419 - 6428
(2007/10/02)
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- The preparation of protected arabinonucleosides
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A general procedure is described for the preparation of protected arabinonucleosides.Protection at the 5'-position involves triphenylmethyl groups (DMT and MMT) while the tert-butyldimethylsilyl (TBDMS) group is used to protect the 2'- or 3'-positions.The
- Ogilvie, Kelvin K.,McGee, Danny P. C.,Boisvert, Suzanne M.,Hakimelahi, Gholam H.,Proba, Zbigniew A.
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p. 1204 - 1212
(2007/10/02)
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