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Synthesis and Duplex Stabilization of Oligonucleotides Consisting of Isonucleosides
Author(s) -
Yang Zhenjun,
Zhang Huyi,
Min Jimei,
Ma Lingtai,
Zhang Lihe
Publication year - 1999
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19991110)82:11<2037::aid-hlca2037>3.0.co;2-i
Subject(s) - phosphoramidite , chemistry , oligonucleotide , duplex (building) , combinatorial chemistry , oligonucleotide synthesis , dna , stereochemistry , biochemistry
Novel oligonucleotide analogues built from isonucleosides were synthesized by the phosphoramidite approach on an automated DNA synthesizer. The phosphoramidite building blocks were synthesized by phosphitylation of the corresponding protected isonucleosides. The oligonucleotide analogues C – G containing the isonucleoside 1 – 3 were studied with respect to their hybridization properties and enzymatic stability. The oligomers bearing an isonucleoside at the end of the strands all proved stable towards snake‐venom phosphodiesterase, but only the oligomers D – G exhibit acceptable duplex stability when hybridized with complementary d(A 14 ).