Evidence map›Paper›PMID 30886889›Full record

ArticleChemistrySelect2018

Incorporation of Sensitive Ester and Chloropurine Groups into Oligodeoxynucleotides through Solid Phase Synthesis.

Bhaskar Halami, Shahien Shahsavari, Zack Nelson, Lucas Prehoda, Dhananjani Nisansala Adikari Mudiyanselage Eriyagama, Shiyue Fang

Open access · greenAbstract read
In one paragraph

Article in ChemistrySelect, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing papers in PubMed
0.6field-weighted citation impact, top 34% of its field
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

6 citing papers in PubMed, 10 citations in OpenAlex.

  1. Article
  2. Oligonucleotide synthesis under mild deprotection conditions.New journal of chemistry = Nouveau journal de chimie · 2023
    Article
  3. Dim and Dmoc Protecting Groups for Oligodeoxynucleotide Synthesis.Current protocols in nucleic acid chemistry · 2020
    Article
  4. Article
  5. Article
  6. 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

6 authors at 1 institution in 1 country.

Bhaskar HalamiDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA.
Shahien ShahsavariDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA.
Zack NelsonDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA.
Lucas PrehodaDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA.
Dhananjani Nisansala Adikari Mudiyanselage EriyagamaDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA.
Shiyue FangDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA.
Michigan Technological University · US

Funding

Synthesis of Sensitive Epitranscriptomically Modified RNAsR15GM109288 · NIGMS · MICHIGAN TECHNOLOGICAL UNIVERSITY · PI FANG, SHIYUE · 2014 to 2024
$1.3M
NIGMS NIH HHS R15 GM109288
6 · The paper itself

Abstract

Nucleosides containing ester groups that are sensitive to nucleophiles were incorporated into oligodeoxynucleotides (ODNs) through solid phase chemical synthesis. The sensitive esters are located on a purine nucleobase. They are the esters of ethyl, 2-methoxyethyl, 4-methoxyphenyl and phenyl groups, and a thioester. These esters cannot survive the deprotection and cleavage conditions used in known ODN synthesis technologies, which involve strong nucleophiles such as ammonium hydroxide and potassium methoxide (potassium carbonate in anhydrous methanol). To incorporate these sensitive groups into ODNs, the Dmoc phosphoramidites and linker were used for solid phase synthesis, which allowed ODN deprotection and cleavage to be carried out under non-nucleophilic oxidative conditions. Sixteen ODN sequences containing these groups were synthesized and characterized with MALDI MS. In addition, the synthesis and characterization of three ODNs containing a nucleophile sensitive 6-chloropurine using the same strategy are described.

Indexed as

DmocOligonucleotideOxidationSolid Phase SynthesisSynthetic Method

Identifiers

PMID30886889
PMCPMC6420219
OpenAlexW2885066500

What OpenQuestion holds

Textmetadata
LicenceTDM
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.