Polycyclic Aromatic DNA‐Base Surrogates: High‐Affinity Binding to an Adenine‐Specific Base‐Flipping DNA Methyltransferase | Zendy

Beuck Christine | Zendy; Singh Ishwar | Zendy; Bhattacharya Anupam | Zendy; Hecker Walburga | Zendy; Parmar Virinder S. | Zendy; Seitz Oliver | Zendy; Weinhold Elmar | Zendy

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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.

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