Oligodeoxyribonucleotides containing 1, 3-propanediol as nucleoside substitute
Author(s) -
Frank Seela,
Klaus Kaiser
Publication year - 1987
Publication title -
nucleic acids research
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 9.008
H-Index - 537
eISSN - 1362-4954
pISSN - 0305-1048
DOI - 10.1093/nar/15.7.3113
Subject(s) - phosphodiester bond , phosphoramidite , propanediol , biology , nucleoside , oligonucleotide , moiety , residue (chemistry) , stereochemistry , biochemistry , deoxyadenosine , dna , rna , chemistry , organic chemistry , gene
1,3-Propanediol was protected with one dimethoxytrityl residue and converted into the methoxy- and cyanoethoxyphosphoramidites 2a and 2b, respectively. Solid-phase oligonucleotide synthesis, employing the phosphoramidite 2a resulted in the dodecamers d(CGCGAATTCGCG) (6-9), in which dA or dT residues were replaced by 1,3-propanediol. These oligomers showed a high tendency to form hairpins. Their phosphodiester bonds between the 3'-position of a nucleoside and the propanediol moiety was not cleaved by snake venom phosphodiesterase.
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