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Adjustment of the γ Dihedral Angle of an Oligonucleotide P3′→N5′ Phosphoramidate Enhances Its Binding Affinity towards Complementary Strands
Author(s) -
Obika Satoshi,
Sekiguchi Mitsuaki,
Somjing Roongjang,
Imanishi Takeshi
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200461942
Subject(s) - phosphoramidate , dihedral angle , chemistry , oligonucleotide , cleavage (geology) , duplex (building) , crystallography , hydrolysis , stereochemistry , biochemistry , materials science , dna , molecule , hydrogen bond , organic chemistry , fracture (geology) , composite material
Bridge to the right angle : A methylene bridge between the C3′ and N5′ atoms restricts the γ dihedral angle of an oligonucleotide P3′→N5′ phosphoramidate within the + sc orientation (see scheme), which improves duplex‐forming ability and accelerates hydrolytic cleavage.