Evidence map›Paper›PMID 32885969›Full record

ArticleJournal of the American Chemical Society2020

Next-Generation Total Synthesis of Vancomycin.

Maxwell J Moore, Shiwei Qu, Ceheng Tan, Yu Cai, Yuzo Mogi, D Jamin Keith, Dale L Boger

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.

0numbers the graph read from it
0cells of the map it votes in
31citing papers in PubMed
7.6field-weighted citation impact, top 2% 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

31 citing papers in PubMed, 91 citations in OpenAlex.

  1. Review
  2. Article
  3. Article
  4. Article
  5. Supernatural Products.The Chemist · 2025
    Article
  6. Total Synthesis of Feglymycin Using Umpolung Amide Synthesis.Angewandte Chemie (International ed. in English) · 2025
    Article
  7. Article
  8. Direct, Asymmetric, and Stereodivergent Reactions ofThe Journal of organic chemistry · 2025
    Article
  9. Peptide halogenation biochemistry: interfacing pharmaceutical deliverables with chemical innovation.Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents · 2025
    Review
  10. Article
  11. Article
  12. Article
  13. Article
  14. Asymmetric Catalytic Friedel-Crafts Reactions of Unactivated Arenes.Journal of the American Chemical Society · 2023
    Article
  15. Article
  16. Divergent Total Synthesis and Characterization of Maxamycins.Journal of the American Chemical Society · 2023
    Article
  17. Shapeshifting bullvalene-linked vancomycin dimers as effective antibiotics against multidrug-resistant gram-positive bacteria.Proceedings of the National Academy of Sciences of the United States of America · 2023
    Article
  18. Article
  19. Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023
    Review
  20. Review
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 at 1 institution in 1 country.

Maxwell J MooreDepartment of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0003-4001-5330
Shiwei QuDepartment of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Ceheng TanDepartment of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Yu CaiDepartment of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0001-9140-4235
Yuzo MogiDepartment of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
D Jamin KeithDepartment of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0003-4611-927X
Dale L BogerDepartment of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.ORCID 0000-0002-3966-3317
Scripps Research Institute · US

Funding

LUZOPEPTINS, VANCOMYCIN AND RELATED AGENTSR01CA041101 · NCI · SCRIPPS RESEARCH INSTITUTE, THE · PI BOGER, DALE L · 1985 to 2024
$9.5M
NCI NIH HHS R01 CA041101
6 · The paper itself

Abstract

A next-generation total synthesis of vancomycin aglycon is detailed that was achieved in 17 steps (longest linear sequence, LLS) from the constituent amino acid subunits with kinetically controlled diastereoselective introduction of all three elements of atropisomerism. In addition to new syntheses of three of the seven amino acid subunits, highlights of the approach include a ligand-controlled atroposelective one-pot Miyaura borylation-Suzuki coupling sequence for introduction of the AB biaryl axis of chirality (>20:1 dr), an essentially instantaneous and scalable macrolactamization of the AB ring system nearly free of competitive epimerization (>30:1 dr), and two room-temperature atroposelective intramolecular S

Indexed as

Anti-Bacterial AgentsCrystallography, X-RayModels, MolecularMolecular StructureStereoisomerismVancomycinAnti-Bacterial AgentsVancomycin

Identifiers

PMID32885969
PMCPMC7501256
OpenAlexW3083582304

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.