Evidence map›Paper›PMID 31164948›Full record

ArticleBeilstein journal of organic chemistry2019

Electrophilic oligodeoxynucleotide synthesis using dM-Dmoc for amino protection.

Shahien Shahsavari, Dhananjani N A M Eriyagama, Bhaskar Halami, Vagarshak Begoyan, Marina Tanasova, Jinsen Chen, Shiyue Fang

Abstract read
In one paragraph

Article in Beilstein journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Article
  2. Oligonucleotide synthesis under mild deprotection conditions.New journal of chemistry = Nouveau journal de chimie · 2023
    Article
  3. Article
  4. Article
  5. Dim and Dmoc Protecting Groups for Oligodeoxynucleotide Synthesis.Current protocols in nucleic acid chemistry · 2020
    Article
  6. Article
  7. 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

7 authors.

Shahien ShahsavariDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, Michigan 49931, USA.
Dhananjani N A M EriyagamaDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, Michigan 49931, USA.ORCID 0000-0002-3239-1566
Bhaskar HalamiDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, Michigan 49931, USA.ORCID 0000-0001-8012-5767
Vagarshak BegoyanDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, Michigan 49931, USA.
Marina TanasovaDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, Michigan 49931, USA.ORCID 0000-0003-4771-9533
Jinsen ChenDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, Michigan 49931, USA.
Shiyue FangDepartment of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, Michigan 49931, USA.ORCID 0000-0002-6523-7557

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

Solid-phase synthesis of electrophilic oligodeoxynucleotides (ODNs) was achieved using dimethyl-Dmoc (dM-Dmoc) as amino protecting group. Due to the high steric hindrance of the 2-(propan-2-ylidene)-1,3-dithiane side product from deprotection, the use of excess nucleophilic scavengers such as aniline to prevent Michael addition of the side product to the deprotected ODN during ODN cleavage and deprotection was no longer needed. The improved technology was demonstrated by the synthesis and characterization of five ODNs including three modified ones. The modified ODNs contained the electrophilic groups ethyl ester, α-chloroamide, and thioester. Using the technology, the sensitive groups can be installed at any location within the ODN sequences without using any sequence- or functionality-specific conditions and procedures.

Indexed as

Dmocelectrophilicoligonucleotidesprotecting groupsolid-phase synthesis

Identifiers

PMID31164948
PMCPMC6541367

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.