MM3 Potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose
The adiabatic potential energy surfaces (PES) of two trisaccharides with 2-linkages (α-kojitriose and β-sophorotriose) were obtained using the MM3 force field, and are represented by a single 3D contour map for which the energy is plotted against the two ψ glycosidic angles. In spite of the proximit...
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00086215_v338_n16_p1679_Stortz |
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todo:paper_00086215_v338_n16_p1679_Stortz2023-10-03T14:07:02Z MM3 Potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose Stortz, C.A. Cerezo, A.S. Conformational analysis Kojitriose MM3 Molecular mechanics Potential energy surfaces Ramachandran map Sophorotriose Trisaccharides Conformations Crystals Diffraction Potential energy Adiabatic potential energy surfaces (PES) Carbohydrates alpha kojitriose beta sophorotriose disaccharide hydrogen monosaccharide trisaccharide unclassified drug article crystallography diffraction energy hydrogen bond priority journal surface property The adiabatic potential energy surfaces (PES) of two trisaccharides with 2-linkages (α-kojitriose and β-sophorotriose) were obtained using the MM3 force field, and are represented by a single 3D contour map for which the energy is plotted against the two ψ glycosidic angles. In spite of the proximity of the positions where the two monosaccharidic units are linked to the central monosaccharide, an almost independent behavior of both linkages was found for the α-linked trisaccharide α-kojitriose, i.e., the surfaces are those expected from the maps of the disaccharide containing the same linkage. A slight shift of the position of the global minimum is found to occur, due to a hydrogen bond between the third and first monosaccharide units, which also leads to an increase in flexibility. On the other hand, for the β-linked trisaccharide β-sophorotriose, the surface is sharply different from that expected by observation of the disaccharide map. Some of the expected minima cannot appear unless a serious deformation of the φ and/or ψ angles is produced. Furthermore, the global minimum corresponds to a combination of different conformations for each of the linkages, whereas another minimum with only slightly higher energy has both glycosidic linkages in a conformation less favored for the disaccharide, though close to that predicted in crystal diffraction studies. © 2003 Elsevier Ltd. All rights reserved. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00086215_v338_n16_p1679_Stortz |
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Universidad de Buenos Aires |
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I-28 |
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R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Conformational analysis Kojitriose MM3 Molecular mechanics Potential energy surfaces Ramachandran map Sophorotriose Trisaccharides Conformations Crystals Diffraction Potential energy Adiabatic potential energy surfaces (PES) Carbohydrates alpha kojitriose beta sophorotriose disaccharide hydrogen monosaccharide trisaccharide unclassified drug article crystallography diffraction energy hydrogen bond priority journal surface property |
| spellingShingle |
Conformational analysis Kojitriose MM3 Molecular mechanics Potential energy surfaces Ramachandran map Sophorotriose Trisaccharides Conformations Crystals Diffraction Potential energy Adiabatic potential energy surfaces (PES) Carbohydrates alpha kojitriose beta sophorotriose disaccharide hydrogen monosaccharide trisaccharide unclassified drug article crystallography diffraction energy hydrogen bond priority journal surface property Stortz, C.A. Cerezo, A.S. MM3 Potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose |
| topic_facet |
Conformational analysis Kojitriose MM3 Molecular mechanics Potential energy surfaces Ramachandran map Sophorotriose Trisaccharides Conformations Crystals Diffraction Potential energy Adiabatic potential energy surfaces (PES) Carbohydrates alpha kojitriose beta sophorotriose disaccharide hydrogen monosaccharide trisaccharide unclassified drug article crystallography diffraction energy hydrogen bond priority journal surface property |
| description |
The adiabatic potential energy surfaces (PES) of two trisaccharides with 2-linkages (α-kojitriose and β-sophorotriose) were obtained using the MM3 force field, and are represented by a single 3D contour map for which the energy is plotted against the two ψ glycosidic angles. In spite of the proximity of the positions where the two monosaccharidic units are linked to the central monosaccharide, an almost independent behavior of both linkages was found for the α-linked trisaccharide α-kojitriose, i.e., the surfaces are those expected from the maps of the disaccharide containing the same linkage. A slight shift of the position of the global minimum is found to occur, due to a hydrogen bond between the third and first monosaccharide units, which also leads to an increase in flexibility. On the other hand, for the β-linked trisaccharide β-sophorotriose, the surface is sharply different from that expected by observation of the disaccharide map. Some of the expected minima cannot appear unless a serious deformation of the φ and/or ψ angles is produced. Furthermore, the global minimum corresponds to a combination of different conformations for each of the linkages, whereas another minimum with only slightly higher energy has both glycosidic linkages in a conformation less favored for the disaccharide, though close to that predicted in crystal diffraction studies. © 2003 Elsevier Ltd. All rights reserved. |
| format |
JOUR |
| author |
Stortz, C.A. Cerezo, A.S. |
| author_facet |
Stortz, C.A. Cerezo, A.S. |
| author_sort |
Stortz, C.A. |
| title |
MM3 Potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose |
| title_short |
MM3 Potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose |
| title_full |
MM3 Potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose |
| title_fullStr |
MM3 Potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose |
| title_full_unstemmed |
MM3 Potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose |
| title_sort |
mm3 potential energy surfaces of the 2-linked glucosyl trisaccharides α-kojitriose and β-sophorotriose |
| url |
http://hdl.handle.net/20.500.12110/paper_00086215_v338_n16_p1679_Stortz |
| work_keys_str_mv |
AT stortzca mm3potentialenergysurfacesofthe2linkedglucosyltrisaccharidesakojitrioseandbsophorotriose AT cerezoas mm3potentialenergysurfacesofthe2linkedglucosyltrisaccharidesakojitrioseandbsophorotriose |
| _version_ |
1807318585858588672 |