- Efficient and flexible access to fully protected trinucleotides suitable for DNA synthesis by automated phosphoramidite chemistry
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An efficient synthetic approach to protected trinucleotide phosphoramidites suitable for codon-by-codon synthesis of structural gene combinatorial libraries is described; the procedure rests on the use of a pair of orthogonal protecting groups for the two
- Zehl, Andrea,Starke, Antje,Cech, Dieter,Hartsch, Thomas,Merkl, Rainer,Fritz, Hans-Joachim
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p. 2677 - 2678
(2007/10/03)
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- SYNTHESIS OF DNA FRAGMENTS BY THE HYDROXYBENZOTRIAZOLE PHOSPHOTRIESTER APPROACH
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The application of the phosphorylating agent 2-chlorophenyl-o,o-bis--phosphate (HOBT-approach) for the introduction of 3'-5'-phosphotriester linkages between a properly 5'-protected (4,4'-dimethoxytrityl) deoxy-nucleoside and a deoxy-nucleoside having free OH groups is described.In this way, all sixteen partially-protected DNA dimers having a free 3'-OH group have been synthesized.The dimers thus obtained have been applied, using the HOBT-approach, to the synthesis of the DNA fragments d-CGCGCG, d-CGTACG and d-ATATTAATAAC.
- Marugg, J. E.,Tromp, M.,Jhurani, P.,Hoyng, C. F.,Marel, G. A. van der,Boom, J. H. van
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- 3'-O-FORMYL-(N-ACYL)-2'-DEOXYRIBONUCLEOSIDES AS BUILDING UNITS IN THE SYNTHESIS OF OLIGODEOXYRIBONUCLEOTIDES
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5'-O-Dimethoxytrityl-(N-acyl)-2'-deoxyribonucleosides afford 3'-O-formyl-(N-acyl)-2'-deoxyribonucleosides Ia-Id by the action of formic acetic anhydride followed by the action of 80percent aqueous acetic acid.The formyl group is removed from Ia-Id by treatment with 1 mol l-1 triethylamine. 3'-O-Formyl-2'-deoxythymidine (Ia) gives 3'-O-dimethoxytrityl-2'-deoxythymidine (V) by subsequent treatment with acetic anhydride, triethylamine, dimethoxytrityl chloride and methanolic ammonia.The use of compounds I for the synthesis of d-GGAGG (XIX) and d-T16 (XXXII) is described.Systems for thin-layer chromatography of 5'-O-dimethyltrityl-oligodeoxyribonucleotides on silica gel are described.
- Smrt, Jiri
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p. 2157 - 2169
(2007/10/02)
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