Premium
Polycyclic Aromatic DNA‐Base Surrogates: High‐Affinity Binding to an Adenine‐Specific Base‐Flipping DNA Methyltransferase
Author(s) -
Beuck Christine,
Singh Ishwar,
Bhattacharya Anupam,
Hecker Walburga,
Parmar Virinder S.,
Seitz Oliver,
Weinhold Elmar
Publication year - 2003
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.200219972
Subject(s) - dna , taqi , dna methyltransferase , base pair , methyltransferase , chemistry , biochemistry , pyrene , base (topology) , binding site , microbiology and biotechnology , biology , methylation , gene , organic chemistry , polymerase chain reaction , mathematical analysis , mathematics , restriction fragment length polymorphism
Filling the hole is a strategy that confers high‐affinity DNA binding to the M⋅ Taq I DNA methyltransferase. Aromatic base surrogates (e.g. pyrene, red in picture) were introduced into DNA by means of organocuprate‐mediated C‐glycosylations. A new competitive binding assay revealed that DNA with aromatic base surrogates placed opposite to the target base binds to M⋅ Taq I with up to 400‐fold‐enhanced affinity.