Evidence map›Paper›PMID 30072577›Full record

ArticleScience (New York, N.Y.)2018

Unlocking P(V): Reagents for chiral phosphorothioate synthesis.

Kyle W Knouse, Justine N deGruyter, Michael A Schmidt, Bin Zheng, Julien C Vantourout, Cian Kingston, Stephen E Mercer, Ivar M Mcdonald, Richard E Olson, Ye Zhu and 7 more

Abstract read
In one paragraph

Article in Science (New York, N.Y.), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 91 papers.

0numbers the graph read from it
0cells of the map it votes in
91citing papers in PubMed
10.4field-weighted citation impact, top 1% 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

91 citing papers in PubMed, 293 citations in OpenAlex.

  1. Trial
  2. Article
  3. Article
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  6. Article
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  10. Article
  11. Designing nucleic acid-based therapeutics for cancer treatment: Updates on the state of the art.Molecular therapy : the journal of the American Society of Gene Therapy · 2026
    Review
  12. Article
  13. RNA chemistry and therapeutics.Nature reviews. Drug discovery · 2025
    Review
  14. Article
  15. Review
  16. Article
  17. Article
  18. Article
  19. Conception and Synthesis of Sequence-Coded Morpholinos.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Article
  20. Article

31 more citing papers are in PubMed but not listed here.

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

17 authors at 3 institutions in 3 countries.

Kyle W KnouseDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.ORCID 0000-0001-9688-0513
Justine N deGruyterDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.ORCID 0000-0003-0465-8988
Michael A SchmidtChemical and Synthetic Development, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, NJ 08903, USA. michael.schmidt@bms.com martin.eastgate@bms.com pbaran@scripps.edu.ORCID 0000-0002-4880-2083
Bin ZhengChemical and Synthetic Development, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, NJ 08903, USA.
Julien C VantouroutDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.ORCID 0000-0002-0602-069X
Cian KingstonDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.ORCID 0000-0002-2907-4260
Stephen E MercerDepartment of Discovery Chemistry, Bristol-Myers Squibb Research and Development, 5 Research Parkway, Wallingford, CT 06492, USA.
Ivar M McdonaldDepartment of Discovery Chemistry, Bristol-Myers Squibb Research and Development, 5 Research Parkway, Wallingford, CT 06492, USA.ORCID 0000-0001-7500-7133
Richard E OlsonDepartment of Discovery Chemistry, Bristol-Myers Squibb Research and Development, 5 Research Parkway, Wallingford, CT 06492, USA.
Ye ZhuChemical and Synthetic Development, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, NJ 08903, USA.ORCID 0000-0002-8566-576X
Chao HangChemical and Synthetic Development, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, NJ 08903, USA.
Jason ZhuChemical and Synthetic Development, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, NJ 08903, USA.
Changxia YuanChemical and Synthetic Development, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, NJ 08903, USA.
Qinggang WangChemical and Synthetic Development, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, NJ 08903, USA.
Peter ParkDepartment of Discovery Chemistry, Bristol-Myers Squibb, P.O. Box 5400, Princeton, NJ 08543, USA.
Martin D EastgateChemical and Synthetic Development, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, NJ 08903, USA. michael.schmidt@bms.com martin.eastgate@bms.com pbaran@scripps.edu.ORCID 0000-0002-6487-3121
Phil S BaranDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA. michael.schmidt@bms.com martin.eastgate@bms.com pbaran@scripps.edu.ORCID 0000-0001-9193-9053
Bristol-Myers Squibb (United States) · USScripps Research Institute · USBristol-Myers Squibb (Germany) · DE

Funding

Scalable Synthesis and New Bond DisconnectionsR35GM118176 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI BARAN, PHIL S · 2016 to 2025
$11.5M
NIGMS NIH HHS R35 GM118176
6 · The paper itself

Abstract

Phosphorothioate nucleotides have emerged as powerful pharmacological substitutes of their native phosphodiester analogs with important translational applications in antisense oligonucleotide (ASO) therapeutics and cyclic dinucleotide (CDN) synthesis. Stereocontrolled installation of this chiral motif has long been hampered by the systemic use of phosphorus(III) [P(III)]-based reagent systems as the sole practical means of oligonucleotide assembly. A fundamentally different approach is described herein: the invention of a P(V)-based reagent platform for programmable, traceless, diastereoselective phosphorus-sulfur incorporation. The power of this reagent system is demonstrated through the robust and stereocontrolled synthesis of various nucleotidic architectures, including ASOs and CDNs, via an efficient, inexpensive, and operationally simple protocol.

Indexed as

Genetic TherapyIsomerismNucleotidesPhosphorothioate OligonucleotidesSulfurNucleotidesPhosphorothioate OligonucleotidesSulfur

Identifiers

PMID30072577
PMCPMC6349427
OpenAlexW2886572205

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.