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Nucleic acid analogues: Synthesis and biomimetic reactions
Author(s) -
Han Man Jung,
Chang Ji Young
Publication year - 1997
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/masy.19971180109
Subject(s) - phosphodiester bond , nucleic acid , maleic anhydride , polymer , chemistry , stacking , hydrolysis , polymer chemistry , nucleoside , oligonucleotide , nucleic acid analogue , copolymer , acrylic acid , combinatorial chemistry , organic chemistry , dna , stereochemistry , biochemistry , nucleic acid thermodynamics , rna , base sequence , gene
Several nucleic acid analogues as shown in Scheme 1 were synthesized by alternating copolymerization of nucleoside analogues with maleic anhydride or acrylic anhydride. These polymers showed similar physicochemical properties to those of the natural polymers, such as base‐pairing and base‐stacking. Polymer 3U, for example, formed 1:1 complex with poly(adenylic acid) by base‐pairing. Polymer 4A showed 33% of hypochromicity compared with the UV‐absorption of adenosine due to the base‐stacking. Polymer 5 catalyzed the cleavage of DNA and the hydrolysis of phosphodiester with a rate acceleration of 10 3 compared with the uncatalyzed reaction.