85393-37-9Relevant academic research and scientific papers
Improved synthesis of trinucleotide phosphoramidites and generation of randomized oligonucleotide libraries
Yagodkin, Andrey,Azhayev, Alex,Roivainen, Jarkko,Antopolsky, Maxim,Kayushin, Alexei,Korosteleva, Maria,Miroshnikov, Anatoly,Randolph, John,Mackie, Hugh
, p. 473 - 497 (2008/02/12)
A new method to produce a set of 20 high quality trinucleotide phosphoramidites on a 5-10 g scale each was developed. The procedure starts with condensation reactions of P-components with N-acyl nucleosides, bearing the 3′-hydroxyl function protected with 2-azidomethylbenzoyl, to give fully protected dinucleoside phosphates 13. Upon cleavage of dimethoxytrityl group from 13, dinucleoside phosphates 16 are initially transformed into trinucleoside diphosphates 19 and then the 2-azidomethylbenzoyl is selectively removed under neutral conditions to generate trinucleoside diphosphates 5 in excellent yield. Subsequent 3′-phosphitylation affords target trinucleotide phosphoramidites 7. When mutagenic oligonucleotides are synthesized employing mixtures of building blocks 7 as well as following the new synthetic protocol, representative oligonucleotide libraries are generated in good yields. Copyright Taylor & Francis Group, LLC.
RIBONUCLEIC ACID COMPOUND AND METHOD OF LIQUID-PHASE SYNTHESIS OF OLIGONUCLEIC ACID COMPOUND
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Page/Page column 17, (2010/11/24)
A novel phosphotriesterified ribonucleic acid compound which is important for liquid-phase synthesis of oligo-RNA is provided. Examples of the ribonucleic acid compound of the invention may include ribonucleic acid compounds represented by the following general formula: (wherein B represents adenine, guanine, cytosine or uracil or a modified form thereof; R21 represents aryl which may be substituted or a monocyclic or bicyclic heterocyclic group which may be substituted; R20 represents H or alkyl which may be substituted; and R1 represents a protecting group which can be removed at 90% or more at a temperature in the range from 0°C to 60°C under acidic conditions at a pH value from 2 to 4 within 24 hours).
Straightforward synthesis of lipophilic thymidine glucopyranosyl monophosphates as models for a drug delivery system across cellular membranes
Belsito, Emilia,Liguori, Angelo,Napoli, Anna,Siciliano, Carlo,Sindona, Giovanni
, p. 2565 - 2580 (2007/10/03)
O-methyl (3'-6) and (5'-6) thymidinyl gluco- and mannopyranosides and (3'-6) thymidinyl glucofuranose can be synthesised in excellent yields by applying the phosphotriester method. The lipophilic phosphotriesters thus obtained are designed as carriers of nucleoside drugs across cellular membranes.
