139554-45-3Relevant 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 (2007)
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.
