Evidence map›Paper›PMID 28106994›Full record

ReviewChemical reviews2017

Enzymatic Halogenation and Dehalogenation Reactions: Pervasive and Mechanistically Diverse.

Vinayak Agarwal, Zachary D Miles, Jaclyn M Winter, Alessandra S Eustáquio, Abrahim A El Gamal, Bradley S Moore

Abstract readReview
In one paragraph

Review in Chemical reviews, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 164 papers.

0numbers the graph read from it
0cells of the map it votes in
164citing 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

164 citing papers in PubMed.

  1. Net fluorine atom transfer from the perspective of a PCET chemist.Chemical communications (Cambridge, England) · 2026
    Review
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  19. Mapping of the viral shunt across widespread coccolithophore blooms using metabolic biomarkers.Proceedings of the National Academy of Sciences of the United States of America · 2026
    Article
  20. Article

104 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

6 authors.

Vinayak AgarwalCenter for Oceans and Human Health, Scripps Institution of Oceanography, University of California San Diego , La Jolla, California 92093, United States.
Zachary D MilesCenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego , La Jolla, California 92093, United States.
Jaclyn M WinterDepartment of Medicinal Chemistry, University of Utah , Salt Lake City, Utah 84112, United States.
Alessandra S EustáquioCollege of Pharmacy, Department of Medicinal Chemistry & Pharmacognosy and Center for Biomolecular Sciences, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
Abrahim A El GamalCenter for Oceans and Human Health, Scripps Institution of Oceanography, University of California San Diego , La Jolla, California 92093, United States.
Bradley S MooreCenter for Oceans and Human Health, Scripps Institution of Oceanography, University of California San Diego , La Jolla, California 92093, United States.ORCID http://orcid.org/0000-0002-4652-1253

Funding

ENGINEERING DIVERSITY WITH ENTEROCIN BIOSYNTHESIS GENER01AI047818 · NIAID · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI MOORE, BRADLEY S · 2000 to 2022
$5.2M
Salinosporamide Biosynthesis and EngineeringR01CA127622 · NCI · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI MOORE, BRADLEY S · 2007 to 2016
$2.8M
Sources and Sins of Halogenated Organic Compounds in the Marine EnvironmentP01ES021921 · NIEHS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI ALUWIHARE, LIHINI · 2012 to 2016
$1.9M
Understanding natural production of polybrominated toxins and pollutantsK99ES026620 · NIEHS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI AGARWAL, VINAYAK · 2016 to 2016
$86k
NCI NIH HHS R01 CA127622NIAID NIH HHS R01 AI047818NIEHS NIH HHS K99 ES026620NIEHS NIH HHS P01 ES021921
6 · The paper itself

Abstract

Naturally produced halogenated compounds are ubiquitous across all domains of life where they perform a multitude of biological functions and adopt a diversity of chemical structures. Accordingly, a diverse collection of enzyme catalysts to install and remove halogens from organic scaffolds has evolved in nature. Accounting for the different chemical properties of the four halogen atoms (fluorine, chlorine, bromine, and iodine) and the diversity and chemical reactivity of their organic substrates, enzymes performing biosynthetic and degradative halogenation chemistry utilize numerous mechanistic strategies involving oxidation, reduction, and substitution. Biosynthetic halogenation reactions range from simple aromatic substitutions to stereoselective C-H functionalizations on remote carbon centers and can initiate the formation of simple to complex ring structures. Dehalogenating enzymes, on the other hand, are best known for removing halogen atoms from man-made organohalogens, yet also function naturally, albeit rarely, in metabolic pathways. This review details the scope and mechanism of nature's halogenation and dehalogenation enzymatic strategies, highlights gaps in our understanding, and posits where new advances in the field might arise in the near future.

Indexed as

EnzymesFlavinsHalogensVanadiumEnzymesFlavinsHalogensVanadium

Identifiers

PMID28106994
PMCPMC5575885

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.