Structural elucidation of supramolecular alpha-cyclodextrin dimer/aliphatic monofunctional molecules complexes

L. Barrientos; E. Lang; G. Zapata-Torres; C. Celis-Barros; C. Orellana; P. Jara; N. Yutronic

doi:10.1007/s00894-012-1675-x

Structural elucidation of supramolecular alpha-cyclodextrin dimer/aliphatic monofunctional molecules complexes

L. Barrientos, E. Lang, G. Zapata-Torres, C. Celis-Barros, C. Orellana, P. Jara, N. Yutronic

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

Abstract

The structural elucidation of 2α-cyclodextrin/ 1-octanethiol, 2α-cyclodextrin/1-octylamine and 2α-cyclodextrin/1-nonanoic acid inclusion complexes by nuclear magnetic resonance (NMR) spectroscopy and molecular modeling has been achieved. The detailed spatial configurations are proposed for the three inclusion complexes based on 2D NMR method. ROESY experiments confirm the inclusion of guest molecules inside the α-cyclodextrin (α-CD) cavity. On the other hand, the hostguest ratio observed was 2:1 for three complexes. The detailed spatial configuration proposed based on 2D NMR methods were further interpreted using molecular modeling studies. The theoretical calculations are in good agreement with the experimental data.

Original language	English
Pages (from-to)	2119-2126
Number of pages	8
Journal	Journal of Molecular Modeling
Volume	19
Issue number	5
DOIs	https://doi.org/10.1007/s00894-012-1675-x
State	Published - May 2013
Externally published	Yes

Funding

This research was possible thanks to financial support of Fondo Nacional de Desarrollo Científico y Tecnológico (FONDECYT), grants Nos. 11110138, 1090029, 1080505. L.B.P wants to thanks Basal Financing Program CONICYT, FB0807 (CEDENNA).

Funders	Funder number
Fondo Nacional de Desarrollo Científico y Tecnológico	1090029, 1080505, 11110138

Keywords

Host-guest interaction
Structural elucidation
Supramolecular complexes

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10.1007/s00894-012-1675-x

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abstract = "The structural elucidation of 2α-cyclodextrin/ 1-octanethiol, 2α-cyclodextrin/1-octylamine and 2α-cyclodextrin/1-nonanoic acid inclusion complexes by nuclear magnetic resonance (NMR) spectroscopy and molecular modeling has been achieved. The detailed spatial configurations are proposed for the three inclusion complexes based on 2D NMR method. ROESY experiments confirm the inclusion of guest molecules inside the α-cyclodextrin (α-CD) cavity. On the other hand, the hostguest ratio observed was 2:1 for three complexes. The detailed spatial configuration proposed based on 2D NMR methods were further interpreted using molecular modeling studies. The theoretical calculations are in good agreement with the experimental data.",

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AU - Barrientos, L.

AU - Lang, E.

AU - Zapata-Torres, G.

AU - Celis-Barros, C.

AU - Orellana, C.

AU - Jara, P.

AU - Yutronic, N.

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AB - The structural elucidation of 2α-cyclodextrin/ 1-octanethiol, 2α-cyclodextrin/1-octylamine and 2α-cyclodextrin/1-nonanoic acid inclusion complexes by nuclear magnetic resonance (NMR) spectroscopy and molecular modeling has been achieved. The detailed spatial configurations are proposed for the three inclusion complexes based on 2D NMR method. ROESY experiments confirm the inclusion of guest molecules inside the α-cyclodextrin (α-CD) cavity. On the other hand, the hostguest ratio observed was 2:1 for three complexes. The detailed spatial configuration proposed based on 2D NMR methods were further interpreted using molecular modeling studies. The theoretical calculations are in good agreement with the experimental data.

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Structural elucidation of supramolecular alpha-cyclodextrin dimer/aliphatic monofunctional molecules complexes

Abstract

Funding

Keywords

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