ArticleBioorganic & medicinal chemistry2007
Alpha-diaminobutyric acid-linked hairpin polyamides.
Article in Bioorganic & medicinal chemistry, 2007. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Who cites it
8 citing papers in PubMed, 16 citations in OpenAlex.
- DNA Binding Polyamides and the Importance of DNA Recognition in their use as Gene-Specific and Antiviral Agents.Medicinal chemistry · 2014Article
- Fluorescent probes for nucleic Acid visualization in fixed and live cells.Molecules (Basel, Switzerland) · 2013Review
- Article
- Chromatin structure determines accessibility of a hairpin polyamide-chlorambucil conjugate at histone H4 genes in pancreatic cancer cells.Bioorganic & medicinal chemistry letters · 2012Article
- DNA sequence selectivity of hairpin polyamide turn units.Bioorganic & medicinal chemistry letters · 2009Article
- Next generation hairpin polyamides with (R)-3,4-diaminobutyric acid turn unit.Journal of the American Chemical Society · 2008Article
- Small molecules targeting histone H4 as potential therapeutics for chronic myelogenous leukemia.Molecular cancer therapeutics · 2008Article
- Growth arrest of BCR-ABL positive cells with a sequence-specific polyamide-chlorambucil conjugate.PloS one · 2008Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
A hairpin polyamide-chlorambucil conjugate linked by alpha-diaminobutyric acid (alpha-DABA) has been shown to have interesting biological properties in cellular and small animal models. Remarkably, this new class of hairpin polyamides has not been previously characterized with regard to energetics and sequence specificity. Herein we present a series of pyrrole-imidazole hairpin polyamides linked by alpha-DABA and compare them to polyamides containing the standard gamma-DABA turn unit. The alpha-DABA hairpins have overall decreased binding affinities. However, alpha-DABA polyamide-chlorambucil conjugates are sequence-specific DNA alkylators with increased specificities. Affinity cleavage studies of alpha-DABA polyamide-EDTA conjugates confirmed their preference for binding DNA in a forward hairpin conformation. In contrast, an unsubstituted glycine-linked polyamide prefers to bind in an extended binding mode. Thus, substitution on the turn unit locks the alpha-DABA polyamide into the forward hairpin binding motif.
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Registered trials
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