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Nonenzymatic Template‐Directed Reactions on Altritol Oligomers, Preorganized Analogues of Oligonucleotides
Author(s) -
Kozlov Igor A.,
Zielinski Magdalene,
Allart Brigitte,
Kerremans Luc,
Van Aerschot Arthur,
Busson Roger,
Herdewijn Piet,
Orgel Leslie E.
Publication year - 2000
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(20000103)6:1<151::aid-chem151>3.0.co;2-h
Subject(s) - oligonucleotide , nucleic acid , rna , chemistry , dna , nucleobase , monomer , nucleoside , template , moiety , biochemistry , stereochemistry , combinatorial chemistry , organic chemistry , nanotechnology , polymer , gene , materials science
Altritol nucleic acids (ANAs) are RNA analogues with a phosphorylated D ‐altritol backbone. The nucleobase is attached at the 2‐( S )‐position of the carbohydrate moiety. We report that ANA oligomers are superior to the corresponding DNA, RNA, and HNA (hexitol nucleic acid) in supporting efficient nonenzymatic template‐directed synthesis of complementary RNAs from nucleoside‐5′‐phosphoro‐2‐methyl imidazolides. Activated ANA and HNA monomers do not oligomerize efficiently on DNA, RNA, HNA, or ANA templates.