169770-25-6Relevant articles and documents
Synthesis of monoimidazole/polyamine amides
Zhu, Changjin,Jiang, Yanfeng,Zhao, Yufen
, p. 1609 - 1615 (2004)
A facile and efficient route has been reported to selectively prepare a series of unsymmetrical monoimidazole/polyamine amides without protection process of the polyamines. These amides are versatile building blocks for the synthesis of DNA sequence recognition ligands and other biologically functional molecules.
Redirection of the Transcription Factor SP1 to AT Rich Binding Sites by a Synthetic Adaptor Molecule
Bolz, Mathias,Scheffer, Ute,Kalden, Elisabeth,G?bel, Michael W.
, (2021/08/25)
The ubiquitous transcription factor SP1 binds to a GC rich consensus sequence. Here we describe an adaptor molecule that mediates binding of SP1 to a non-cognate DNA site rich in AT. The adaptor is comprised of a Dervan-type hairpin polyamide with high affinity to an AT rich hexamer duplex. It also carries a 27mer DNA that contains the SP1 consensus sequence. The synthesis and purification of the polyamide-DNA conjugate is reported. Pulldown experiments and western blot analysis demonstrate adaptor mediated binding of SP1 to the hexamer duplex TTGTTA.
4-Methyltrityl-Protected Pyrrole and Imidazole Building Blocks for Solid Phase Synthesis of DNA-Binding Polyamides
Heinrich, Benedikt,Vázquez, Olalla
supporting information, p. 533 - 536 (2020/01/31)
DNA-binding polyamides are synthetic oligomers of pyrrole/imidazole units with high specificity and affinity for double-stranded DNA. To increase their synthetic diversity, we report a mild methodology based on 4-methyltrityl (Mtt) solid phase peptide synthesis (SPPS), whose building blocks are more accessible than the standard Fmoc and Boc SPPS ones. We demonstrate the robustness of the approach by preparing and studying a hairpin with all precursors. Importantly, our strategy is orthogonal and compatible with sensitive molecules and could be readily automated.
OLIGOHETEROAROMATIC LUMINISCENT ASSEMBLIES AS HIGH-AFFINITY DNA SEQUENCE-DIRECTED LIGANDS
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Page/Page column 45; 86, (2010/11/27)
The present invention provides a novel class of oligoheteroaromatic assemblies with luminescence characteristics and composition based on integrated polyheterocyclic polyamide oligomers of multiple nitrogen-containing heteroaromatic of the general formula (I) This novel class of compounds of the present invention is capable of binding to targeted DNA sequence in the minor groove, and thus is useful for genomics applications. In particular, the compounds of the invention binds to the DNA at a binding stoichiometry of 2: 1 ternary complexation with very high affinity and sequence selectivity.
Synthesis of N-methylpyrrole and N-methylimidazole amino acids suitable for solid-phase synthesis
Jaramillo, David,Liu, Qi,Aldrich-Wright, Janice,Tor, Yitzhak
, p. 8151 - 8153 (2007/10/03)
New and higher yielding synthetic routes to N-protected N-methylpyrrole and N-methylimidazole amino acids are introduced to circumvent difficulties associated with established schemes. Key steps in each synthesis include copper-mediated cross-coupling reaction to directly install a carbamate-protected 4-amine in the N-methylpyrrole derivative and effective nitration followed by a one-pot reduction/Boc protection of the amine in the synthesis of the N-Me-imidazole amino acid.
SYNTHESIS OF DESIGNED FUNCTIONAL MODELS OF BLEOMYCIN INCORPORATING IMIDAZOLE - CONTAINING LEXITROPSINS AS NOVEL DNA RECOGNITION SITES
Huang, Liren,Lown, J. William
, p. 1181 - 1196 (2007/10/02)
Synthesis and characterization of compounds 1a-d, designed functional models for the antitumor antibiotic bleomycin, in which AMPHIS serves as the metal complexing subunit, chiral 1,2-trans-disubstituted cyclopropane as linkers and imidazole-containing lexitropsins as DNA sequence selective binding sites, are described.
