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Sequence-Specific DNA Recognition by Cyclic Pyrrole-Imidazole Cysteine-Derived Polyamide Dimers
- Source :
- Chemistry - A European Journal. 20:752-759
- Publication Year :
- 2013
- Publisher :
- Wiley, 2013.
-
Abstract
- Pyrrole-imidazole (PI) polyamides bind to the minor groove of the DNA duplex in a sequence-specific manner and thus have the potential to regulate gene expression. To date, various types of PI polyamides have been designed as sequence-specific DNA binding ligands. One of these, cysteine cyclic PI polyamides containing two β-alanine molecules, were designed to recognize a 7 bp DNA sequence with high binding affinity. In this study, an efficient cyclization reaction between a cysteine and a chloroacetyl residue was used for dimerization in the synthesis of a unit that recognizes symmetrical DNA sequences. To evaluate specific DNA binding properties, dimeric PI polyamide binding was measured by using a surface plasmon resonance (SPR) method. Extending this molecular design, we synthesized a large dimeric PI polyamide that can recognize a 14 bp region in duplex DNA.
- Subjects :
- Stereochemistry
Catalysis
chemistry.chemical_compound
Residue (chemistry)
Molecular recognition
Imidazole
Pyrroles
Cysteine
Surface plasmon resonance
DNA recognition
dimerization
oligonucleotides
Base Sequence
Chemistry
Oligonucleotide
Organic Chemistry
Imidazoles
DNA
General Chemistry
Surface Plasmon Resonance
Nylons
nucleic acids
Nucleic acid
Nucleic Acid Conformation
molecular recognition
Subjects
Details
- ISSN :
- 09476539
- Volume :
- 20
- Database :
- OpenAIRE
- Journal :
- Chemistry - A European Journal
- Accession number :
- edsair.doi.dedup.....fa300d9d4a26dbd0ca6405976fb77893
- Full Text :
- https://doi.org/10.1002/chem.201302482