TUD Organische ChemieImmelGraphicsGalleryCyclodextrin IsomersView or Print this frame onlyView or Print (this frame only)

Top of Page α-Cyclodextrin, α-Cyclomannin, α-Cycloaltrin, and α-Cyclogalactin
Comparison of the six membered α-cyclodextrin, α-cyclomannin, α-cycloaltrin, and α-cyclogalactin; all PIMM91 (except cycloaltrin: CHARMM).

α-Cyclodextrin cyclo[D-Glcp α(1→4)]6
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mlp1 mlp2 mlp3 mlp4 mlp5 mlp6
α-Cyclomannin cyclo[D-Manp α(1→4)]6
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mlp1 mlp2 mlp3 mlp4 mlp5 mlp6
α-Cycloaltrin cyclo[D-Altp α(1→4)]6
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mlp1 mlp2 mlp3 mlp4 mlp5 mlp6
α-Cyclogalactin cyclo[D-Galp β(1→4)]6
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mlp1 mlp2 mlp3 mlp4 mlp5 mlp6

Image Notes
mlp1 View on the 2-OH/3-OH (left) and 6-CH2OH side (right) of the torus; models were rotated bye 180 deg. around a vertical axis. The same scale was applied for all compounds.
mlp2 Orientation according to pictures mlp1, half opened models
mlp3 View on the 2-OH/3-OH side in closed and bisected form each.
mlp4 View on the 6-CH2OH side in closed and bisected form each.
mlp5,6 Side view models with all 2-OH and 3-OH groups pointing up, and the 6-CH2OH groups pointing down, in closed and bisected form each.

For details see:

Molecular Modeling of Saccharides, Part IV. Cyclodextrins, Cyclomannins, and Cyclogalactins with five and six (1→4)-linked Sugar Units: a Comparative Assessment of their Conformations and Hydrophobicity Potential Profiles. F. W. Lichtenthaler and S. Immel, Tetrahedron: Asymmetry 1994, 5, 2045-2060.
Abstract

Top of Page Cyclodextrins, Cyclomannins, Cycloaltrins, and Cyclogalactins
The cyclodextrins with five (left side each) and six glucose units (right side) are compared to cyclomannins, cycloaltrins, and cyclogalactins of the same ring size.

Cyclodextrins cyclo[D-Glcp α(1→4)]n with n = 5,6 (PIMM91-Structures)
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sld mlp1 mlp2 mlp3 mlp4 mlp5 mlp6
Cyclomannins cyclo[D-Manp α(1→4)]n with n = 5,6 (PIMM91-Structures)
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sld mlp1 mlp2 mlp3 mlp4 mlp5 mlp6
Cycloaltrins cyclo[D-Altp α(1→4)]n with n = 5,6 (CHARMM-Structures)
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sld mlp1 mlp2 mlp3 mlp4 mlp5 mlp6
Cyclogalactins cyclo[D-Galp β(1→4)]n with n = 5,6 (PIMM91-Structures)
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sld mlp1 mlp2 mlp3 mlp4 mlp5 mlp6

Image Notes
sld Dreiding models and molecular Surfaces in dotted form
mlp1 View on the 2-OH and 3-OH side of the torus
mlp2 View on the 2-OH and 3-OH side, half opened models
mlp3 View on the 6-CH2OH side
mlp4 View on the 6-CH2OH side, half opened models
mlp5 Side view models with all 2-OH and 3-OH groups pointing up, and the 6-CH2OH groups pointing down
mlp6 View as in "mlp5", with a different depth of slice through the surface

Cycloaltrins
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sld mlp1 mlp2 mlp3 mlp4 mlp5 mlp6

Image Notes
all Cycloaltrins, but note that the pictures 1 and 4 are rotated around a horizontal axis rather than a vertical one when compared to 2 and 3.

For details see:

Molecular Modeling of Saccharides, Part IV. Cyclodextrins, Cyclomannins, and Cyclogalactins with five and six (1→4)-linked Sugar Units: a Comparative Assessment of their Conformations and Hydrophobicity Potential Profiles. F. W. Lichtenthaler and S. Immel, Tetrahedron: Asymmetry 1994, 5, 2045-2060.
Abstract

© Copyright PD Dr. S. Immel

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