Evidence map›Paper›PMID 31444486›Full record

ReviewNature chemistry2019

The mechanisms of boronate ester formation and fluorescent turn-on in ortho-aminomethylphenylboronic acids.

Xiaolong Sun, Brette M Chapin, Pedro Metola, Byron Collins, Binghe Wang, Tony D James, Eric V Anslyn

Open access · greenAbstract readReview
In one paragraph

Review in Nature chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 51 papers.

0numbers the graph read from it
0cells of the map it votes in
51citing papers in PubMed
11.6field-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

51 citing papers in PubMed, 196 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Dynamic Covalent Boronate Chemistry forJournal of the American Chemical Society · 2026
    Article
  6. Article
  7. Article
  8. Carbohydrate-Binding Mechanism and Therapeutic Potential of Lectin Mimics.Advances in experimental medicine and biology · 2026
    Review
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Review
  15. Review
  16. Review
  17. Article
  18. Article
  19. Article
  20. Boronate Ester Hydrogels for Biomedical Applications: Challenges and Opportunities.Chemistry of materials : a publication of the American Chemical Society · 2024
    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 3 institutions in 3 countries.

Xiaolong SunThe Key Laboratory of Biomedical Information Engineering of Ministry of Education, School of Life Science and Technology, Xi'an Jiaotong University, Xi'an, People's Republic of China.ORCID http://orcid.org/0000-0003-4003-6924
Brette M ChapinDepartment of Chemistry, The University of Texas at Austin, Austin, TX, USA.
Pedro MetolaDepartment of Chemistry, The University of Texas at Austin, Austin, TX, USA.
Byron CollinsDepartment of Chemistry, The University of Texas at Austin, Austin, TX, USA.
Binghe WangDepartment of Chemistry and Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, GA, USA. wang@gsu.edu.ORCID http://orcid.org/0000-0002-2200-5270
Tony D JamesDepartment of Chemistry, University of Bath, Bath, UK. t.d.james@bath.ac.uk.ORCID http://orcid.org/0000-0002-4095-2191
Eric V AnslynDepartment of Chemistry, The University of Texas at Austin, Austin, TX, USA. anslyn@austin.utexas.edu.ORCID http://orcid.org/0000-0002-5137-8797
The University of Texas at Austin · USGeorgia State University · USUniversity of Bath · GB

Funding

Selection of Boronic Acid-modified Aptamers for GlycoproteinsR01GM084933 · NIGMS · GEORGIA STATE UNIVERSITY · PI WANG, BINGHE · 2008 to 2011
$1.2M
Aptamer-based Glycomics ToolsR42GM086925 · NIGMS · ECHELON BIOSCIENCES, INC. · PI WANG, BINGHE · 2009 to 2010
$555k
FLUORESCENT TAGS TARGETED ON CELL SURFACE CARBOHYDRATESR33CA088343 · NCI · NORTH CAROLINA STATE UNIVERSITY RALEIGH · PI WANG, BINGHE · 2002 to 2003
$555k
Fluorescent Aptamers for Glycoprotein DetectionR21CA113917 · NCI · GEORGIA STATE UNIVERSITY · PI WANG, BINGHE · 2005 to 2006
$366k
MRI contrast agents targeting carbohydrate biomarkersR21CA123329 · NCI · GEORGIA STATE UNIVERSITY · PI WANG, BINGHE · 2006 to 2007
$357k
FLUORESCENT TAGS TARGETED ON CELL SURFACE CARBOHYDRATESR21CA088343 · NCI · NORTH CAROLINA STATE UNIVERSITY RALEIGH · PI WANG, BINGHE · 2000 to 2001
$288k
Targeted Imaging Mass Spectroscopy for Biomarker Detection in Human TissuesR41CA159567 · NCI · PROVIA BIOLOGICS, LTD · PI TROYER, DEAN A · 2012 to 2012
$266k
NCI NIH HHS R21 CA088343NCI NIH HHS R21 CA113917NCI NIH HHS R21 CA123329NCI NIH HHS R33 CA088343NCI NIH HHS R41 CA159567NIGMS NIH HHS R01 GM084933NIGMS NIH HHS R42 GM086925
6 · The paper itself

Abstract

ortho-Aminomethylphenylboronic acids are used in receptors for carbohydrates and various other compounds containing vicinal diols. The presence of the o-aminomethyl group enhances the affinity towards diols at neutral pH, and the manner in which this group plays this role has been a topic of debate. Further, the aminomethyl group is believed to be involved in the turn-on of the emission properties of appended fluorophores upon diol binding. In this treatise, a uniform picture emerges for the role of this group: it primarily acts as an electron-withdrawing group that lowers the pK

Identifiers

PMID31444486
PMCPMC8573735
OpenAlexW2969851532

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.