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U‐Pin Polyamide Motif for Recognition of the DNA Minor Groove
Author(s) -
Heckel Alexander,
Dervan Peter B.
Publication year - 2003
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/chem.200304784
Subject(s) - polyamide , minor groove , linker , dna , pyrrole , imidazole , residue (chemistry) , turn (biochemistry) , chemistry , stereochemistry , crystallography , combinatorial chemistry , polymer chemistry , biochemistry , organic chemistry , computer science , operating system
DNA‐binding hairpin pyrrole–imidazole polyamides with γ ‐aminobutyric acid as a turn‐forming residue tolerate A ⋅ T or T ⋅ A base pairs under the turn. U‐pins—polyamides with a different turn—have been synthesized and their DNA binding properties were studied. The two turn‐forming residues are connected via the ring nitrogens using variable length aliphatic linkers ((CH 2 ) n , n =3–6). Through optimization of the linker length and the substituents at the 2‐position of the pyrrole residue on the U‐turn, polyamides with G ⋅ C/C ⋅ G tolerant turns could be found, which bind to DNA in a predictable manner.

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