Studies on oligodeoxyribonucleotide (DNA) chemistry

• This communication discusses some of the more common problems encountered in the chemical synthesis of oligodeoxyribonucleotides. Several new protecting groups are introduced, such as the 2-phenylsulphonylethyl and the fluoren-9-methyl, for terminal phosphodiester protection, during the block synthesis of oligodeoxyribonucleotides, following the Catlin-Cramer approach. The 2-phenylsulphonylethoxycarbonyl, and its 4-chlorophenyl derivative, have a- Iso been introduced in the present work, for the protection of the hydroxyl function. The applicabilities of these groups are demonstrated by the actual syntheses of several short oligodeoxyribonucleotides, and their characterizations are described. The present report also incorporates a method for the synthesis of oligodeoxyribonucleotides employing only base-labile protecting groups, and thus completely avoiding the use of acidic conditions, which invariably causes the cleavage of the sugar-purine linkage. Such a methodology has been demonstrated by the synthesis of dodecadeoxyadenylic acid.

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NATURVETENSKAP  -- Kemi (hsv//swe)

NATURAL SCIENCES  -- Chemical Sciences (hsv//eng)

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