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Elucidating Chiral Resolution of Aromatic Amino Acids Using Glycopeptide Selectors: A Combined Molecular Docking and Chromatographic Study
被引:3
作者:

Gherdaoui, Dehbiya
论文数: 0 引用数: 0
h-index: 0
机构:
Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria
Higher Normal Sch, Lab Res Bioact Prod & Valorizat Biomasse, Algiers 16050, Algeria Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Yahoum, Madiha Melha
论文数: 0 引用数: 0
h-index: 0
机构:
Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria
Univ Medea, Mat & Environm Lab LME, Medea 26000, Algeria Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Toumi, Selma
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h-index: 0
机构:
Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Lekmine, Sabrina
论文数: 0 引用数: 0
h-index: 0
机构:
Abbes Laghrour Univ, Biotechnol Water Environm & Hlth Lab, Khenchela 40000, Algeria Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Lefnaoui, Sonia
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h-index: 0
机构:
Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Benslama, Ouided
论文数: 0 引用数: 0
h-index: 0
机构:
Larbi Ben MHidi Univ, Dept Nat & Life Sci, Lab Nat Subst Biomol & Biotechnol Applicat, Oum El Bouaghi 04000, Algeria Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Bouallouche, Rachida
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h-index: 0
机构:
Univ Sci & Technol Houari Boumediene, Fac Mech & Proc Engn, React Engn Lab, BP32 El Alia, Algiers 16111, Algeria Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Tahraoui, Hichem
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h-index: 0
机构:
Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria
Ferhat Abbas Univ Setif 1, Fac Technol, Dept Proc Engn, Lab Chem Proc Engn, Setif 19000, Algeria
Rennes Univ, Rennes Inst Chem Sci, Natl Higher Sch Chem Rennes, Sci Res Natl Ctr,CNRS,Mixed Res Unit ISCR,UMR6226, F-35000 Rennes, France Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Ola, Mohammad Shamsul
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King Saud Univ, Coll Sci, Dept Biochem, Riyadh 11451, Saudi Arabia Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Ali, Ahmad
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Univ Mumbai, Dept Life Sci, Mumbai 400098, India Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Zhang, Jie
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机构:
Newcastle Univ, Sch Engn, Newcastle Upon Tyne NE1 7RU, Northumberland, England Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria

Amrane, Abdeltif
论文数: 0 引用数: 0
h-index: 0
机构:
Rennes Univ, Rennes Inst Chem Sci, Natl Higher Sch Chem Rennes, Sci Res Natl Ctr,CNRS,Mixed Res Unit ISCR,UMR6226, F-35000 Rennes, France Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria
机构:
[1] Medea Univ, Lab Biomat & Transport Phenomena LBMPT, Medea 26000, Algeria
[2] Higher Normal Sch, Lab Res Bioact Prod & Valorizat Biomasse, Algiers 16050, Algeria
[3] Univ Medea, Mat & Environm Lab LME, Medea 26000, Algeria
[4] Abbes Laghrour Univ, Biotechnol Water Environm & Hlth Lab, Khenchela 40000, Algeria
[5] Larbi Ben MHidi Univ, Dept Nat & Life Sci, Lab Nat Subst Biomol & Biotechnol Applicat, Oum El Bouaghi 04000, Algeria
[6] Univ Sci & Technol Houari Boumediene, Fac Mech & Proc Engn, React Engn Lab, BP32 El Alia, Algiers 16111, Algeria
[7] Ferhat Abbas Univ Setif 1, Fac Technol, Dept Proc Engn, Lab Chem Proc Engn, Setif 19000, Algeria
[8] Rennes Univ, Rennes Inst Chem Sci, Natl Higher Sch Chem Rennes, Sci Res Natl Ctr,CNRS,Mixed Res Unit ISCR,UMR6226, F-35000 Rennes, France
[9] King Saud Univ, Coll Sci, Dept Biochem, Riyadh 11451, Saudi Arabia
[10] Univ Mumbai, Dept Life Sci, Mumbai 400098, India
[11] Newcastle Univ, Sch Engn, Newcastle Upon Tyne NE1 7RU, Northumberland, England
关键词:
chiral resolution;
molecular docking;
aromatic amino acids;
elution order;
glycopeptide selector;
LIQUID-CHROMATOGRAPHY;
RECOGNITION;
VANCOMYCIN;
MECHANISMS;
ELUTION;
ORDER;
D O I:
10.3390/ijms25169120
中图分类号:
Q5 [生物化学];
Q7 [分子生物学];
学科分类号:
071010 ;
081704 ;
摘要:
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.
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