Expanding Catch and Release DNA Decoy (CRDD) Technology with Pyrimidine Mimics.

Samantha A Kennelly, Ramkumar Moorthy, Ruben Silva Otero, Daniel A Harki

Abstract read

In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it

0cells of the map it votes in

1citing papers in PubMed

–field-weighted citation impact

1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

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.

2 · The registry

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.

3 · Its place in the literature

Who cites it

1 citing paper in PubMed.

Expanding Catch and Release DNA Decoy (CRDD) Technology with Pyrimidine Mimics.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
Article

4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

4 authors.

Samantha A KennellyDepartment of Medicinal Chemistry, University of Minnesota, 2231 6th Street SE, Minneapolis, MN 55455, USA.ORCID http://orcid.org/0000-0001-7908-1349

Ramkumar MoorthyDepartment of Medicinal Chemistry, University of Minnesota, 2231 6th Street SE, Minneapolis, MN 55455, USA.

Ruben Silva OteroDepartment of Medicinal Chemistry, University of Minnesota, 2231 6th Street SE, Minneapolis, MN 55455, USA.

Daniel A HarkiDepartment of Medicinal Chemistry, University of Minnesota, 2231 6th Street SE, Minneapolis, MN 55455, USA.ORCID http://orcid.org/0000-0001-5950-931X

Funding

Women's CancerP30CA077598 · NCI · UNIVERSITY OF MINNESOTA TWIN CITIES · PI Jeffrey S. Miller · 1998 to 2026

$100.4M

Chemical Interrogation of Human DNA Cytosine DeaminasesR01GM110129 · NIGMS · UNIVERSITY OF MINNESOTA · PI HARKI, DANIEL A · 2015 to 2019

$1.8M

Center for Strategic Scientific Initiatives, National Cancer Institute P30-CA77598NCI NIH HHS P30 CA077598NIGMS NIH HHS R01 GM110129NIGMS NIH HHS R01-GM110129

6 · The paper itself

Abstract

Catch and release DNA decoys (CRDDs) utilize photochemically responsive nucleoside analogues that generate abasic sites upon exposure to light. Herein, we describe the synthesis and evaluation of four candidate CRDD monomers containing nucleobases that mimic endogenous pyrimidines: 2-nitroimidazole (2-NI), 2-nitrobenzene (2-NB), 2-nitropyrrole (2-NP) and 3-nitropyrrole (3-NP). Our studies reveal that 2-NI and 2-NP can function as CRDDs, whereas 3-NP and 2-NB undergo decomposition and transformation to a higher-ordered structure upon photolysis, respectively. When incorporated into DNA, 2-NP undergoes rapid photochemical cleavage of the anomeric bond (1.8 min half-life) to yield an abasic site. Finally, we find that all four pyrimidine mimics show significantly greater stability when base-paired against the previously reported 7-nitroindole CRDD monomer. Our work marks the expansion of CRDD technology to both purine and pyrimidine scaffolds.

Indexed as

NitroimidazolesNucleosidesDNANitrobenzenesPurinesPyrimidinesTechnologyDNANitrobenzenesNitroimidazolesNucleosidesPurinespyrimidinePyrimidinesDNA decoysDNA hybridizationnucleosidesoligonucleotidesphotolysis

Identifiers

PMID35849314

DOI10.1002/chem.202201355

PMCPMC9588621

What OpenQuestion holds

Textmetadata

LicenceCC BY-NC-ND

Read underepoch 390

Registered trials

None linked

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.