Published TCIMAIL newest issue No.196
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Raw Materials for the Synthesis of PI Polyamide to Recognize DNA Sequences
The amino group sides and the carbonyl group sides in PIPs (pyrrole-imidazole (Py-Im) polyamides) face each other in antiparallel to form Py/Py or Py/Im pairs. They recognize specific DNA base pairs via hydrogen bonds, enter the minor-groove of the DNA double helix to bind sequence-selectively. By changing the sequence of Py and Im, it is possible to design and bind to any DNA base sequences.1-4) Both 1-methyl-pyrrole (1, 2) and 1-methyl-imidazole (3, 4) monomers with Boc- or Fmoc-protected amino groups have been used as raw materials for the synthesis of PIPs. In addition, the PyIm block (5), which is difficult to lengthen by solid-phase synthesis, is also available.5-7)
Related Products
- B6351
- 4-(Boc-amino)-1-methyl-1H-pyrrole-2-carboxylic Acid (= Boc-Py-OH)
- F1314
- 4-(Fmoc-amino)-1-methyl-1H-pyrrole-2-carboxylic Acid (= Fmoc-Py-OH)
- B6350
- 4-(Boc-amino)-1-methyl-1H-imidazole-2-carboxylic Acid (= Boc-Im-OH)
- F1313
- 4-(Fmoc-amino)-1-methyl-1H-imidazole-2-carboxylic Acid (= Fmoc-Im-OH)
- F1315
- Fmoc-PyIm-COOH
- B4291
- N-Boc-4-aminobutyric Acid
- F0911
- N-Fmoc-4-aminobutyric Acid
References
- 1) Recognition of DNA by designed ligands at subnanomolar concentrations
- 2) Extension of Sequence-Specific Recognition in the Minor Groove of DNA by Pyrrole−Imidazole Polyamides to 9−13 Base Pairs
- 3) Solid Phase Synthesis of Polyamides Containing Imidazole and Pyrrole Amino Acids
- 4) Chemical Approaches to the Development of Artificial Transcription Factors Based on Pyrrole-Imidazole Polyamides
- 5) Rapid solid-Phase synthesis of DNA-Binding pyrrole-Imidazole polyamides
- 6) Highly Efficient Synthesis of DNA-Binding Hairpin Polyamides via the Use of a New Triphosgene Coupling Strategy
- 7) Fully Automated Synthesis of DNA-Binding Py-Im Polyamides Using a Triphosgene Coupling Strategy
