Evidence map›Paper›PMID 31536351›Full record

ArticleThe Journal of organic chemistry2019

Sensitive Oligodeoxynucleotide Synthesis Using Dim and Dmoc as Protecting Groups.

Shahien Shahsavari, Dhananjani N A M Eriyagama, Jinsen Chen, Bhaskar Halami, Yipeng Yin, Komal Chillar, Shiyue Fang

Abstract read
In one paragraph

Article in The 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 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing 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

11 citing papers in PubMed.

  1. Article
  2. GuanineOrganic & biomolecular chemistry · 2026
    Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Oligonucleotide synthesis under mild deprotection conditions.New journal of chemistry = Nouveau journal de chimie · 2023
    Article
  9. Article
  10. Dim and Dmoc Protecting Groups for Oligodeoxynucleotide Synthesis.Current protocols in nucleic acid chemistry · 2020
    Article
  11. 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 , United States.
Dhananjani N A M EriyagamaDepartment of Chemistry , Michigan Technological University , 1400 Townsend Drive , Houghton , Michigan 49931 , United States.
Jinsen ChenDepartment of Chemistry , Michigan Technological University , 1400 Townsend Drive , Houghton , Michigan 49931 , United States.
Bhaskar HalamiDepartment of Chemistry , Michigan Technological University , 1400 Townsend Drive , Houghton , Michigan 49931 , United States.
Yipeng YinDepartment of Chemistry , Michigan Technological University , 1400 Townsend Drive , Houghton , Michigan 49931 , United States.
Komal ChillarDepartment of Chemistry , Michigan Technological University , 1400 Townsend Drive , Houghton , Michigan 49931 , United States.
Shiyue FangDepartment of Chemistry , Michigan Technological University , 1400 Townsend Drive , Houghton , Michigan 49931 , United States.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

In traditional oligodeoxynucleotide (ODN) synthesis, phosphate groups are protected with the 2-cyanoethyl group, and amino groups are protected with acyl groups. At the end of ODN synthesis, deprotection is achieved with strong bases and nucleophiles. Therefore, traditional technologies are not suitable for the synthesis of ODNs containing sensitive functionalities. To address the problem, we report the use of Dim and Dmoc groups, which are based on the 1,3-dithian-2-yl-methyl function, for phosphate and amine protection for the solid phase ODN synthesis. Using the new Dim-Dmoc protection, deprotection was achieved under mild oxidative conditions without using any strong bases and nucleophiles. As a result, the new technology is suitable for the synthesis of ODNs containing sensitive functions. To demonstrate feasibility, seven 20-mer ODNs including four that contain sensitive ester and alkyl chloride groups were synthesized, purified with RP HPLC, and characterized with MALDI-TOF MS and enzyme digestion essays. High purity ODNs were obtained.

Indexed as

AmidesBase SequenceChemistry Techniques, SyntheticOligodeoxyribonucleotidesPhosphoric AcidsAmidesOligodeoxyribonucleotidesphosphoramidic acidPhosphoric Acids

Identifiers

PMID31536351
PMCPMC6825528

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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.