Nucleotides. Part LVII.. Synthesis of phosphoramidite building blocks of 2?-amino-2?-deoxyribonucleosides: New compounds for oligonucleotide synthesis
In: Helvetica Chimica Acta, Jg. 81 (1998), S. 1528-1544
Online
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Zugriff:
The chemical synthesis of 2′-amino-2′-deoxyribonucleosides of uracil, cytosine, adenine, and guanine, and their conversion into suitably protected 3′-phosphoramidite building blocks 35–40 for oligonucleotide synthesis are described. The aglycone and the 2′-amino functions were protected using the 2-(4-nitrophenyl)ethoxycarbonyl (npeoc) group. The synthesis of the 3′-O-succinyl (3′-O-(3-carboxypropanoyl))-substituted starting nucleoside 41 is described and its behavior examined in solution and on solid phase with regard to an anticipated migration during 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) deprotection. Oligonucleotides were prepared using the new building blocks, and their hybridization properties were studied by UV-melting techniques.
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Nucleotides. Part LVII.. Synthesis of phosphoramidite building blocks of 2?-amino-2?-deoxyribonucleosides: New compounds for oligonucleotide synthesis
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Autor/in / Beteiligte Person: | Beate, Greiner ; Pfleiderer, Wolfgang |
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Zeitschrift: | Helvetica Chimica Acta, Jg. 81 (1998), S. 1528-1544 |
Veröffentlichung: | Wiley, 1998 |
Medientyp: | unknown |
ISSN: | 1522-2675 (print) ; 0018-019X (print) |
DOI: | 10.1002/hlca.19980810556 |
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