Evidence map›Paper›PMID 22462775›Full record

ArticleJournal of the American Chemical Society2012

Site-selective bromination of vancomycin.

Tejas P Pathak, Scott J Miller

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 48 papers.

0numbers the graph read from it
0cells of the map it votes in
48citing papers in PubMed
4.3field-weighted citation impact, top 5% 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

48 citing papers in PubMed, 102 citations in OpenAlex.

  1. Review
  2. Review
  3. Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023
    Review
  4. Site-Selective C-H Arylation of Diverse Arenes Ortho to Small Alkyl Groups.Angewandte Chemie (International ed. in English) · 2022
    Article
  5. Review
  6. Article
  7. Article
  8. Article
  9. Article
  10. Late-Stage Diversification: A Motivating Force in Organic Synthesis.Journal of the American Chemical Society · 2021
    Article
  11. Coumarins by Direct Annulation: β-Borylacrylates as Ambiphilic CAngewandte Chemie (International ed. in English) · 2021
    Article
  12. Review
  13. Article
  14. Article
  15. Catalytic Atroposelective Synthesis ofJournal of the American Chemical Society · 2020
    Article
  16. Review
  17. Article
  18. Article
  19. Site-Selective Switching Strategies to Functionalize Polyazines.Journal of the American Chemical Society · 2018
    Article
  20. Developments in Glycopeptide Antibiotics.ACS infectious diseases · 2018
    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

2 authors at 1 institution in 1 country.

Tejas P PathakDepartment of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06520-8107, USA.
Scott J Miller
Yale University · US

Funding

Site-Selective Catalysis for Organic SynthesisR37GM068649 · NIGMS · YALE UNIVERSITY · PI MILLER, SCOTT J · 2011 to 2018
$2.7M
Site-Selective Catalysts for Organic SynthesisR01GM068649 · NIGMS · YALE UNIVERSITY · PI MILLER, SCOTT J · 2003 to 2010
$2.3M
NIGMS NIH HHS GM-068649NIGMS NIH HHS R01 GM068649NIGMS NIH HHS R37 GM068649
6 · The paper itself

Abstract

We report the site-selective bromination of vancomycin to produce, with substantial efficiency, previously unknown monobromovancomycins, a dibromovancomycin, and a tribromovancomycin. We document the inherent reactivity of native vancomycin toward N-bromophthalimide. We then demonstrate significant rate acceleration and perturbation of the inherent product distribution in the presence of a rationally designed peptide-based promoter. Alternative site selectivity is observed as a function of solvent and replacement of the peptide with guanidine.

Indexed as

Anti-Bacterial AgentsBinding SitesBiophysicsBromineCatalysisChromatography, High Pressure LiquidGuanidineMagnetic Resonance SpectroscopyModels, ChemicalPeptidesPhthalimidesPromoter Regions, GeneticSolventsVancomycinAnti-Bacterial AgentsBromineGuanidineN-bromophthalimidePeptidesPhthalimidesSolventsVancomycin

Identifiers

PMID22462775
PMCPMC3327726
OpenAlexW2082675068

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.