Evidence map›Paper›PMID 22695722›Full record

ReviewMolecular bioSystems2012

Chemoselective hydroxyl group transformation: an elusive target.

Darci J Trader, Erin E Carlson

Abstract readReview
In one paragraph

Review in Molecular bioSystems, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.

0numbers the graph read from it
0cells of the map it votes in
18citing papers in PubMed
1.1field-weighted citation impact, top 24% 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

18 citing papers in PubMed, 54 citations in OpenAlex.

  1. Metal-Free Direct Electrochemical Deoxygenation of Benzylic Alcohols.ACS sustainable chemistry & engineering · 2025
    Article
  2. Arsenome, Arsenobolome, and Arsenobiolome.International journal of molecular sciences · 2025
    Review
  3. Structure-Function Relationships of Biomass-Derived Materials for Zinc Metal Protection.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Review
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  15. Harnessing C-O Bonds in Stereoselective Cross-Coupling and Cross-Electrophile Coupling Reactions.Synlett : accounts and rapid communications in synthetic organic chemistry · 2021
    Article
  16. Article
  17. Review
  18. 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.

Darci J TraderDepartments of Chemistry, Indiana University, Bloomington, IN 47405, USA.
Erin E Carlson
Indiana University Bloomington · US

Funding

Targeted natural product diversification to identify novel antibacterial agentsDP2OD008592 · OD · UNIVERSITY OF MINNESOTA · PI CARLSON, ERIN ELIZABETH · 2011 to 2011
$2.2M
Innovative Technologies for Metabolite Profiling and Natural Products DiscoveryR00GM082983 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI CARLSON, ERIN ELIZABETH · 2008 to 2010
$744k
NIGMS NIH HHS R00 GM082983NIGMS NIH HHS R00GM82983NIH HHS DP2 OD008592NIH HHS DP2OD008592
6 · The paper itself

Abstract

The selective reaction of one functional group in the presence of others is not a trivial task. A noteworthy amount of research has been dedicated to the chemoselective reaction of the hydroxyl moiety. This group is prevalent in many biologically important molecules including natural products and proteins. However, targeting the hydroxyl group is difficult for many reasons including its relatively low nucleophilicity in comparison to other ubiquitous functional groups such as amines and thiols. Additionally, many of the developed chemoselective reactions cannot be used in the presence of water. Despite these complications, chemoselective transformation of the hydroxyl moiety has been utilized in the synthesis of complex natural product derivatives, the reaction of tyrosine residues in proteins, the isolation of natural products and is the mechanism of action of myriad drugs. Here, methods for selective targeting of this group, as well as applications of several devised methods, are described.

Indexed as

AcylationAlcoholsAminesBiological ProductsHydroxidesMolecular StructureOxidation-ReductionProteinsStatic ElectricityTyrosineWaterAlcoholsAminesBiological Productshydroxide ionHydroxidesProteinsTyrosineWater

Identifiers

PMID22695722
PMCPMC3430791
OpenAlexW2040677595

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.