Evidence map›Paper›PMID 39201804›Full record

ArticleInternational journal of molecular sciences2024

Elucidating Chiral Resolution of Aromatic Amino Acids Using Glycopeptide Selectors: A Combined Molecular Docking and Chromatographic Study.

Dehbiya Gherdaoui, Madiha Melha Yahoum, Selma Toumi, Sabrina Lekmine, Sonia Lefnaoui, Ouided Benslama, Rachida Bouallouche, Hichem Tahraoui, Mohammad Shamsul Ola, Ahmad Ali and 2 more

Abstract read
In one paragraph

Article in International journal of molecular sciences, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Phytochemistry and In Vitro Bioactivities ofMolecules (Basel, Switzerland) · 2026
    Article
  2. Bioactive Phenolics ofInternational journal of molecular sciences · 2025
    Article
  3. Preliminary Data onMetabolites · 2025
    Article
  4. 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

12 authors.

Dehbiya GherdaouiLaboratory of Biomaterials and Transport Phenomena (LBMPT), New Urban Pole, Medea University, Medea 26000, Algeria.
Madiha Melha YahoumLaboratory of Biomaterials and Transport Phenomena (LBMPT), New Urban Pole, Medea University, Medea 26000, Algeria.
Selma ToumiLaboratory of Biomaterials and Transport Phenomena (LBMPT), New Urban Pole, Medea University, Medea 26000, Algeria.
Sabrina LekmineBiotechnology, Water, Environment and Health Laboratory, Abbes Laghrour University, Khenchela 40000, Algeria.
Sonia LefnaouiLaboratory of Biomaterials and Transport Phenomena (LBMPT), New Urban Pole, Medea University, Medea 26000, Algeria.
Ouided BenslamaLaboratory of Natural Substances, Biomolecules and Biotechnological Applications, Department of Natural and Life Sciences, Larbi Ben M'Hidi University, Oum El Bouaghi 04000, Algeria.
Rachida BoualloucheReaction Engineering Laboratory, Faculty of Mechanical and Process Engineering, University of Science and Technology Houari Boumediene, BP32 El Alia, Bab Ezzouar, Algiers 16111, Algeria.
Hichem TahraouiLaboratory of Biomaterials and Transport Phenomena (LBMPT), New Urban Pole, Medea University, Medea 26000, Algeria.
Mohammad Shamsul OlaDepartment of Biochemistry, College of Science, King Saud University, Riyadh 11451, Saudi Arabia.ORCID 0000-0002-7479-8970
Ahmad AliDepartment of Life Sciences, University of Mumbai, Vidyanagari, Mumbai 400098, India.ORCID 0000-0003-4467-5387
Jie ZhangSchool of Engineering, Merz Court, Newcastle University, Newcastle upon Tyne NE1 7RU, UK.ORCID 0000-0002-9745-664X
Abdeltif AmraneNational Higher School of Chemistry of Rennes, Scientific Research National Center (CNRS), Rennes Institute of Chemical Sciences-Mixed Research Unit (ISCR-UMR6226), Rennes University, 35000 Rennes, France.ORCID 0000-0003-2622-2384

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

An asymmetric synthesis is a favorable approach for obtaining enantiomerically pure substances, but racemic resolution remains an efficient strategy. This study aims to elucidate the chiral resolution of aromatic amino acids and their elution order using glycopeptides as chiral selectors through molecular docking analysis. Chiral separation experiments were conducted using Vancomycin as a chiral additive in the mobile phase (CMPA) at various concentrations, coupled with an achiral amino column as the stationary phase. The Autodock Vina 1.1.2 software was employed to perform molecular docking simulations between each enantiomer (ligand) and Vancomycin (receptor) to evaluate binding affinities, demonstrate enantiomeric resolution feasibility, and elucidate chiral recognition mechanisms. Utilizing Vancomycin as CMPA at a concentration of 1.5 mM enabled the separation of tryptophan enantiomers with a resolution of 3.98 and tyrosine enantiomers with a resolution of 2.97. However, a poor chiral resolution was observed for phenylalanine and phenylglycine. Molecular docking analysis was employed to elucidate the lack of separation and elution order for tryptophan and tyrosine enantiomers. By calculating the binding energy, docking results were found to be in good agreement with experimental findings, providing insights into the underlying mechanisms governing chiral recognition in this system and the interaction sites. This comprehensive approach clarifies the complex relationship between chiral discrimination and molecular architecture, offering valuable information for creating and improving chiral separation protocols.

Indexed as

Amino Acids, AromaticGlycopeptidesMolecular Docking SimulationChromatography, High Pressure LiquidLigandsStereoisomerismVancomycinAmino Acids, AromaticGlycopeptidesLigandsVancomycinaromatic amino acidschiral resolutionelution orderglycopeptide selectormolecular docking

Identifiers

PMID39201804
PMCPMC11354492

What Socratic holds

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LicenceCC BY
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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 Socratic graph.