Self-assembly behavior of phenyl modified β-cyclodextrins
The self-assembly behavior of mono(6-phenolic-6-deoxy)-β-cyclodextrin (1) both in solution...
| Main Authors: | , |
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| Format: | Journal Article |
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2011
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| Online Access: | https://hdl.handle.net/10356/94377 http://hdl.handle.net/10220/7133 |
| _version_ | 1826115435203919872 |
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| author | Zhao, Yanli Liu, Yu |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Zhao, Yanli Liu, Yu |
| author_sort | Zhao, Yanli |
| collection | NTU |
| description | The self-assembly behavior of mono(6-phenolic-6-deoxy)-β-cyclodextrin (1) both in solution
and the solid state is comparatively studied by X-ray crystallography and 1H NMR spectroscopy.
The results obtained show that the phenolic groups in the crystal 1 can successively penetrate into the
adjacent β-cyclodextrin cavities from the secondary side to form head-to-tail linear polymeric supramolecule
with a 2-fold screw axis. The self-assembly behavior also can be determined in D2O solution,
giving a self-association constant of 240 mol−1⋅L. Using the present and previous structures
reported for the relevant β-cyclodextrin derivatives, i.e., mono(6-anilino-6-deoxy)-β-cyclodextrin (2),
mono(6-phenylselenyl-6-deoxy)-β-cyclodextrin (3), and mono(6-phenylthio-6-deoxy)-β-cyclodextrin
(4), we further reveal the factors governing the formations of supramolecular assemblies. |
| first_indexed | 2024-10-01T03:55:05Z |
| format | Journal Article |
| id | ntu-10356/94377 |
| institution | Nanyang Technological University |
| last_indexed | 2024-10-01T03:55:05Z |
| publishDate | 2011 |
| record_format | dspace |
| spelling | ntu-10356/943772023-02-28T19:39:12Z Self-assembly behavior of phenyl modified β-cyclodextrins Zhao, Yanli Liu, Yu School of Physical and Mathematical Sciences DRNTU::Science::Biological sciences::Biochemistry The self-assembly behavior of mono(6-phenolic-6-deoxy)-β-cyclodextrin (1) both in solution and the solid state is comparatively studied by X-ray crystallography and 1H NMR spectroscopy. The results obtained show that the phenolic groups in the crystal 1 can successively penetrate into the adjacent β-cyclodextrin cavities from the secondary side to form head-to-tail linear polymeric supramolecule with a 2-fold screw axis. The self-assembly behavior also can be determined in D2O solution, giving a self-association constant of 240 mol−1⋅L. Using the present and previous structures reported for the relevant β-cyclodextrin derivatives, i.e., mono(6-anilino-6-deoxy)-β-cyclodextrin (2), mono(6-phenylselenyl-6-deoxy)-β-cyclodextrin (3), and mono(6-phenylthio-6-deoxy)-β-cyclodextrin (4), we further reveal the factors governing the formations of supramolecular assemblies. Accepted version 2011-10-03T06:13:47Z 2019-12-06T18:55:11Z 2011-10-03T06:13:47Z 2019-12-06T18:55:11Z 2006 2006 Journal Article Zhao, Y., & Liu, Y. (2006). Self-assembly behavior of phenyl modified β-cyclodextrins. Science in China Series B: Chemistry, 49(3), 230-237. https://hdl.handle.net/10356/94377 http://hdl.handle.net/10220/7133 10.1007/s11426-006-0230-y 159722 Science in China series B: Chemistry © 2006 Springer. This is the author created version of a work that has been peer reviewed and accepted for publication by Science in China Series B: Chemistry, Springer. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at DOI: http://dx.doi.org/10.1007/s11426-006-0230-y. 8 p. application/pdf |
| spellingShingle | DRNTU::Science::Biological sciences::Biochemistry Zhao, Yanli Liu, Yu Self-assembly behavior of phenyl modified β-cyclodextrins |
| title | Self-assembly behavior of phenyl modified β-cyclodextrins |
| title_full | Self-assembly behavior of phenyl modified β-cyclodextrins |
| title_fullStr | Self-assembly behavior of phenyl modified β-cyclodextrins |
| title_full_unstemmed | Self-assembly behavior of phenyl modified β-cyclodextrins |
| title_short | Self-assembly behavior of phenyl modified β-cyclodextrins |
| title_sort | self assembly behavior of phenyl modified β cyclodextrins |
| topic | DRNTU::Science::Biological sciences::Biochemistry |
| url | https://hdl.handle.net/10356/94377 http://hdl.handle.net/10220/7133 |
| work_keys_str_mv | AT zhaoyanli selfassemblybehaviorofphenylmodifiedbcyclodextrins AT liuyu selfassemblybehaviorofphenylmodifiedbcyclodextrins |