Evidence map›Paper›PMID 25803472›Full record

ArticleNature chemistry2015

Iterative design of a helically folded aromatic oligoamide sequence for the selective encapsulation of fructose.

Nagula Chandramouli, Yann Ferrand, Guillaume Lautrette, Brice Kauffmann, Cameron David Mackereth, Michel Laguerre, Didier Dubreuil, Ivan Huc

Abstract read
PubMed Publisher
In one paragraph

Article in Nature chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 52 papers.

0numbers the graph read from it
0cells of the map it votes in
52citing 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

52 citing papers in PubMed.

  1. Article
  2. Molecular Tweezers for Biomimetic Recognition of Carbohydrates.Chembiochem : a European journal of chemical biology · 2025
    Review
  3. Article
  4. Review
  5. Light-Mediated Interconversion between a Foldamer and a Self-Replicator.Journal of the American Chemical Society · 2024
    Article
  6. Discovery of selective monosaccharide receptorsOrganic & biomolecular chemistry · 2024
    Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Generalizing the Aromatic δ-Amino Acid Foldamer Helix.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  14. Article
  15. Review
  16. A Water Soluble PdChemistry (Weinheim an der Bergstrasse, Germany) · 2021
    Article
  17. Review
  18. Article
  19. Article
  20. An Octa-Urea [PdChemphyschem : a European journal of chemical physics and physical chemistry · 2021
    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.

Nagula Chandramouli1] University of Bordeaux, CBMN (UMR 5248), Institut Européen de Chimie et Biologie, 2 rue Escarpit, Pessac 33600, France [2] CNRS, CBMN (UMR 5248), France.
Yann Ferrand1] University of Bordeaux, CBMN (UMR 5248), Institut Européen de Chimie et Biologie, 2 rue Escarpit, Pessac 33600, France [2] CNRS, CBMN (UMR 5248), France.
Guillaume Lautrette1] University of Bordeaux, CBMN (UMR 5248), Institut Européen de Chimie et Biologie, 2 rue Escarpit, Pessac 33600, France [2] CNRS, CBMN (UMR 5248), France.
Brice Kauffmann1] University of Bordeaux, IECB (UMS 3033), Institut Européen de Chimie et Biologie, 2 rue Escarpit, Pessac 33600, France [2] CNRS, IECB (UMS 3033), France [3] INSERM, IECB (US 001), France.
Cameron David Mackereth1] University of Bordeaux, ARNA (U 869), Institut Européen de Chimie et Biologie, 2 rue Escarpit, Pessac 33600, France [2] INSERM, ARNA (U 869), France.ORCID 0000000207767947
Michel Laguerre1] University of Bordeaux, CBMN (UMR 5248), Institut Européen de Chimie et Biologie, 2 rue Escarpit, Pessac 33600, France [2] CNRS, CBMN (UMR 5248), France.
Didier Dubreuil1] University of Nantes, CEISAM (UMR 6230), Faculté des Sciences et des Techniques, 2 rue de la Houssinière, BP 92208, Nantes Cedex 3 44322, France [2] CNRS, CEISAM (UMR 6230), France.
Ivan Huc1] University of Bordeaux, CBMN (UMR 5248), Institut Européen de Chimie et Biologie, 2 rue Escarpit, Pessac 33600, France [2] CNRS, CBMN (UMR 5248), France.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The ab initio design of synthetic molecular receptors for a specific biomolecular guest remains an elusive objective, particularly for targets such as monosaccharides, which have very close structural analogues. Here we report a powerful approach to produce receptors with very high selectivity for specific monosaccharides and, as a demonstration, we develop a foldamer that selectively encapsulates fructose. The approach uses an iterative design process that exploits the modular structure of folded synthetic oligomer sequences in conjunction with molecular modelling and structural characterization to inform subsequent refinements. Starting from a first-principles design taking size, shape and hydrogen-bonding ability into account and using the high predictability of aromatic oligoamide foldamer conformations and their propensity to crystallize, a sequence that binds to β-D-fructopyranose in organic solvents with atomic-scale complementarity was obtained in just a few iterative modifications. This scheme, which mimics the adaptable construction of biopolymers from a limited number of monomer units, provides a general protocol for the development of selective receptors.

Indexed as

AmidesFructoseHydrogen BondingModels, MolecularMolecular ConformationSpectrum AnalysisAmidesFructose

Identifiers

PMID25803472

What OpenQuestion holds

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Registered trials

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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.