New nucleoside derivatives with photolabile protecting groups, useful in oligonucleotide synthesis, particularly on solid phases, e.g. for hybridization testing

摘要

New nucleoside derivatives (I) with photolabile protecting groups. Nucleoside derivatives of formula (I) are new: R<1>-R<4> and R<7> = H, NO2, CN, halo, 1-4C alkyl, alkoxy or alkoxyalkoxy, optionally substituted aryl or 2-5C aliphatic acyl; R<5> = H, dimethoxytrityl or a conventional protecting group or conventional functional group for preparation of a protecting group; R<6> = H, OH or YR<8>; Y = O or S; R<8> = 1-4C alkyl or alkoxyalkyl, optionally substituted aryl, 2-5C aliphatic acyl or a conventional protecting group; n = 0 or 1; X = sulfonyl, OCO or OCS; B = H, adenine, guanine, cytosine, thymine, uracil, 2,6-diaminopurin-9-yl, hypoxanthin-9-yl, 5-methylcytosin-1-yl, 5-amino-4-imidazole-carboxylic acid-1- or 3-yl, and if adenine, guanine or cytosine, then the primary amino may be protected, temporarily or permanently, and if thymine or uracil the O4 position may be protected permanently. Independent claims are included for: (1) method for preparing (I); and (2) nucleic acid chips in which oligonucleotides, produced by light-controlled synthesis, are attached via their 3'-ends to a solid phase.