Evidence map›Paper›PMID 23742246›Full record

ArticleJournal of the American Chemical Society2013

Structural and energetic basis of carbohydrate-aromatic packing interactions in proteins.

Wentao Chen, Sebastian Enck, Joshua L Price, David L Powers, Evan T Powers, Chi-Huey Wong, H Jane Dyson, Jeffery W Kelly

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 40 papers.

0numbers the graph read from it
0cells of the map it votes in
40citing papers in PubMed
4.6field-weighted citation impact, top 4% 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

40 citing papers in PubMed, 93 citations in OpenAlex.

  1. Article
  2. Article
  3. Soluble Human Lectins at the Host-Microbe Interface.Annual review of biochemistry · 2024
    Review
  4. A Computational and Chemical Design Strategy for Manipulating Glycan-Protein Recognition.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024
    Article
  5. Article
  6. Article
  7. Article
  8. Genetic and structural basis of the human anti-α-galactosyl antibody response.Proceedings of the National Academy of Sciences of the United States of America · 2022
    Article
  9. CH-π Interactions in Glycan Recognition.ACS chemical biology · 2021
    Review
  10. A Synthetic Galectin Mimic.Angewandte Chemie (International ed. in English) · 2021
    Article
  11. Article
  12. Article
  13. Review
  14. Article
  15. Article
  16. Secondary Forces in Protein Folding.ACS chemical biology · 2019
    Review
  17. Article
  18. Oligosaccharide Synthesis and Translational Innovation.Journal of the American Chemical Society · 2019
    Review
  19. Article
  20. 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

8 authors at 3 institutions in 2 countries.

Wentao ChenDepartment of Molecular and Experimental Medicine, The Scripps Research Institute, La Jolla, California 92037, USA.
Sebastian Enck
Joshua L Price
David L Powers
Evan T Powers
Chi-Huey Wong
H Jane Dyson
Jeffery W Kelly
Scripps Research Institute · USClarkson University · USGenomics Research Center, Academia Sinica · TW

Funding

STRUCTURE AND STABILITY OF IKB/NF-KB COMPLEXESP01GM071862 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI HOFFMANN, ALEXANDER · 2006 to 2016
$14.9M
UNDERSTANDING B-SHEET STRUCTURE IN AQUEOUS SOLUTIONR01GM051105 · NIGMS · TEXAS A&M UNIVERSITY HEALTH SCIENCE CTR · PI KELLY, JEFFERY W · 1994 to 2019
$5.8M
Carbohydrate-based Antiinfective AgentsR01AI072155 · NIAID · SCRIPPS RESEARCH INSTITUTE, THE · PI WONG, CHI-HUEY · 2007 to 2014
$3.7M
The role of N-glycosylation on beta-sheet protein folding energeticsF32GM086039 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI PRICE, JOSHUA L · 2008 to 2010
$134k
NIAID NIH HHS AI072155NIAID NIH HHS R01 AI072155NIGMS NIH HHS F32 GM086039NIGMS NIH HHS GM051105NIGMS NIH HHS GM071862NIGMS NIH HHS P01 GM071862NIGMS NIH HHS R01 GM051105
6 · The paper itself

Abstract

Carbohydrate-aromatic interactions mediate many biological processes. However, the structure-energy relationships underpinning direct carbohydrate-aromatic packing interactions in aqueous solution have been difficult to assess experimentally and remain elusive. Here, we determine the structures and folding energetics of chemically synthesized glycoproteins to quantify the contributions of the hydrophobic effect and CH-π interactions to carbohydrate-aromatic packing interactions in proteins. We find that the hydrophobic effect contributes significantly to protein-carbohydrate interactions. Interactions between carbohydrates and aromatic amino acid side chains, however, are supplemented by CH-π interactions. The strengths of experimentally determined carbohydrate CH-π interactions do not correlate with the electrostatic properties of the involved aromatic residues, suggesting that the electrostatic component of CH-π interactions in aqueous solution is small. Thus, tight binding of carbohydrates and aromatic residues is driven by the hydrophobic effect and CH-π interactions featuring a dominating dispersive component.

Indexed as

ThermodynamicsCarbohydratesHydrocarbons, AromaticModels, MolecularMolecular StructureProtein FoldingProteinsCarbohydratesHydrocarbons, AromaticProteins

Identifiers

PMID23742246
PMCPMC3715148
OpenAlexW2000624729

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.