Evidence map›Paper›PMID 35340849›Full record

ArticleChemical science2022

In-solution direct oxidative coupling for the integration of sulfur/selenium into DNA-encoded chemical libraries.

Shilian Yang, Guixian Zhao, Yuting Gao, Yang Sun, Gong Zhang, Xiaohong Fan, Yangfeng Li, Yizhou Li

Open access · diamondAbstract read
In one paragraph

Article in Chemical science, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing papers in PubMed
4.6field-weighted citation impact, top 4% 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

10 citing papers in PubMed, 42 citations in OpenAlex.

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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

8 authors at 1 institution in 1 country.

Shilian YangChongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China yizhouli@cqu.edu.cn yfli3@cqu.edu.cn.ORCID https://orcid.org/0000-0001-9775-5992
Guixian ZhaoChongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China yizhouli@cqu.edu.cn yfli3@cqu.edu.cn.ORCID https://orcid.org/0000-0002-6603-5922
Yuting GaoChongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China yizhouli@cqu.edu.cn yfli3@cqu.edu.cn.ORCID https://orcid.org/0000-0003-4552-3633
Yang SunChongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China yizhouli@cqu.edu.cn yfli3@cqu.edu.cn.ORCID https://orcid.org/0000-0002-6176-0156
Gong ZhangChongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China yizhouli@cqu.edu.cn yfli3@cqu.edu.cn.ORCID https://orcid.org/0000-0002-6992-176X
Xiaohong FanChongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China yizhouli@cqu.edu.cn yfli3@cqu.edu.cn.ORCID https://orcid.org/0000-0001-8460-8678
Yangfeng LiChongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China yizhouli@cqu.edu.cn yfli3@cqu.edu.cn.ORCID https://orcid.org/0000-0002-4780-6154
Yizhou LiChongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University Chongqing 401331 P. R. China yizhouli@cqu.edu.cn yfli3@cqu.edu.cn.ORCID https://orcid.org/0000-0003-1650-3780
Chongqing University · CN

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Sulfur/selenium-containing electron-rich arenes (ERAs) exist in a wide range of both approved and investigational drugs with diverse pharmacological activities. These unique chemical structures and bioactive properties, if combined with the emerging DNA-encoded chemical library (DEL) technique, would facilitate drug and chemical probe discovery. However, it remains challenging, as there is no general DNA-compatible synthetic methodology available for the formation of C-S and C-Se bonds in aqueous solution. Herein, an in-solution direct oxidative coupling procedure that could efficiently integrate sulfur/selenium into the ERA under mild conditions is presented. This method features simple DNA-conjugated electron-rich arenes with a broad substrate scope and a transition-metal free process. Furthermore, this synthetic methodology, examined by a scale-up reaction test and late-stage precise modification in a mock peptide-like DEL synthesis, will enable its utility for the synthesis of sulfur/selenium-containing DNA-encoded libraries and the discovery of bioactive agents.

Identifiers

PMID35340849
PMCPMC8890091
OpenAlexW4210670803

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Registered trials

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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.