ArticleBiochemistry2012
Inducible alkylation of DNA by a quinone methide-peptide nucleic acid conjugate.
Article in Biochemistry, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
What it found
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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.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
8 citing papers in PubMed.
- Directing Quinone Methide-Dependent Alkylation and Cross-Linking of Nucleic Acids with Quaternary Amines.Bioconjugate chemistry · 2020Article
- Synthesis and Improved Cross-Linking Properties of C5-Modified Furan Bearing PNAs.Molecules (Basel, Switzerland) · 2017Article
- Efforts toward treatments against aging of organophosphorus-inhibited acetylcholinesterase.Annals of the New York Academy of Sciences · 2016Review
- Crosslinking reactions of 4-amino-6-oxo-2-vinylpyrimidine with guanine derivatives and structural analysis of the adducts.Nucleic acids research · 2015Article
- Photouncaged Sequence-specific Interstrand DNA Cross-Linking with Photolabile 4-oxo-enal-modified Oligonucleotides.Scientific reports · 2015Article
- Synthesis of peptide nucleic acids containing a crosslinking agent and evaluation of their reactivities.Molecules (Basel, Switzerland) · 2015Article
- Experimental approaches to identify cellular G-quadruplex structures and functions.Methods (San Diego, Calif.) · 2012Article
- Targeting duplex DNA with the reversible reactivity of quinone methides.Signal transduction and targeted therapyArticle
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
The reversibility of alkylation by a quinone methide intermediate (QM) avoids the irreversible consumption that plagues most reagents based on covalent chemistry and allows for site specific reaction that is controlled by the thermodynamics rather than kinetics of target association. This characteristic was originally examined with an oligonucleotide QM conjugate, but broad application depends on alternative derivatives that are compatible with a cellular environment. Now, a peptide nucleic acid (PNA) derivative has been constructed and shown to exhibit an equivalent ability to delivery the reactive QM in a controlled manner. This new conjugate demonstrates high selectivity for a complementary sequence of DNA even when challenged with an alternative sequence containing a single T/T mismatch. Alternatively, alkylation of noncomplementary sequences is only possible when a template strand is present to colocalize the conjugate and its target. For efficient alkylation in this example, a single-stranded region of the target is required adjacent to the QM conjugate. Most importantly, the intrastrand self-adducts formed between the PNA and its attached QM remained active and reversible over more than 8 days in aqueous solution prior to reaction with a chosen target added subsequently.
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What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.