Evidence map›Paper›PMID 31840508›Full record

ArticleJournal of the American Chemical Society2019

Mercury-Free Automated Synthesis of Guanidinium Backbone Oligonucleotides.

Kacper Skakuj, Katherine E Bujold, Chad A Mirkin

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing 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

8 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Self-transfecting GMO-PMO chimera targetingMolecular therapy. Nucleic acids · 2023
    Article
  5. Review
  6. Review
  7. Article
  8. Automated Synthesis and Purification of Guanidine-Backbone Oligonucleotides.Current protocols in nucleic acid chemistry · 2020
    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

3 authors.

Kacper SkakujDepartment of Chemistry and the International Institute for Nanotechnology , Northwestern University , 2145 Sheridan Road , Evanston , Illinois 60208 , United States.ORCID 0000-0003-1563-0382
Katherine E BujoldDepartment of Chemistry and the International Institute for Nanotechnology , Northwestern University , 2145 Sheridan Road , Evanston , Illinois 60208 , United States.ORCID 0000-0002-7292-6617
Chad A MirkinDepartment of Chemistry and the International Institute for Nanotechnology , Northwestern University , 2145 Sheridan Road , Evanston , Illinois 60208 , United States.ORCID 0000-0002-6634-7627

Funding

Project 3: Spherical Nucleic Acids as Immunotherapeutic Agents for Prostate CancerU54CA199091 · NCI · NORTHWESTERN UNIVERSITY AT CHICAGO · PI MIRKIN, CHAD A. · 2015 to 2019
$11.7M
NCI NIH HHS U54 CA199091
6 · The paper itself

Abstract

A new method for synthesizing deoxynucleic guanidine (DNG) oligonucleotides that uses iodine as a mild and inexpensive coupling reagent is reported. This method eliminates the need for the toxic mercury salts and pungent thiophenol historically used in methods aimed at preparing DNG oligonucleotides. This coupling strategy was readily translated to a standard MerMade 12 oligonucleotide synthesizer with coupling yields of 95% and has enabled the synthesis of a 20-mer DNG oligonucleotide, the longest DNG strand to date, in addition to mixed DNA-DNG sequences with 3-9 DNG inserts. Importantly, DNG oligonucleotides exhibit robust unaided cellular uptake as compared to unmodified oligonucleotides without apparent cellular toxicity. Taken together, these findings should greatly increase the accessibility of cationic backbone modifications and assist in the development of oligonucleotide-based drugs.

Indexed as

AutomationAnimalsCell LineCell SurvivalGuanidineMiceNucleic Acid ConformationOligonucleotidesGuanidineOligonucleotides

Identifiers

PMID31840508
PMCPMC7027944

What OpenQuestion holds

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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.