Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state

Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state

A novel modified cyclodextrin, mono[6-O-6-(4- carboxyl-phenyl)]-b -CD (1), has been synthesized by the...

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Main Authors: Fan, Zhi, Zhao, Yanli, Liu, Yu
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Published: 2011
Subjects:
DRNTU::Science::Biological sciences::Biochemistry
Online Access:https://hdl.handle.net/10356/92324
http://hdl.handle.net/10220/7010
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Institution: Nanyang Technological University
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spelling sg-ntu-dr.10356-923242023-02-28T19:24:17Z Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state Fan, Zhi Zhao, Yanli Liu, Yu School of Physical and Mathematical Sciences DRNTU::Science::Biological sciences::Biochemistry A novel modified cyclodextrin, mono[6-O-6-(4- carboxyl-phenyl)]-b -CD (1), has been synthesized by the reaction of mono[6-(p-toluenesulfonyl)]- b -CD with 4-hydroxybenzoate, and its molecular self-assembly behavior in both solution and solid state was studied by means of crystallography, NMR spectroscopy and microcalorimetry. The results indicate that the bezoic acid groups are successively penetrated intermolecularly into the adjacent b -CD cavities to form helical columnar supramolecules in the solid state. As compared with crystal, the similar self-assembly behavior of 1 in aqueous solution has also been confirmed by the 1H ROESY spectroscopy. Thermodynamically, the formation of polymeric supramolecules by modified CD in aqueous solution is mainly driven by entropy changes. Accepted version 2011-09-07T08:44:51Z 2019-12-06T18:21:22Z 2011-09-07T08:44:51Z 2019-12-06T18:21:22Z 2003 2003 Journal Article Fan, Z., Zhao, Y., & Liu, Y. (2003). Molecular self-assembly behavior of mono[6-O-6-(4-carboxyl-phenyl)]-beta-CD in solution and solid state. Chinese Science Bulletin, 48(15), 1535-1538. https://hdl.handle.net/10356/92324 http://hdl.handle.net/10220/7010 10.1007/BF03183955 159649 Chinese science bulletin © 2003 Springer. This is the author created version of a work that has been peer reviewed and accepted for publication by Chinese Science Bulletin, 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: http://dx.doi.org/10.1007/BF03183955 . 4 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
topic DRNTU::Science::Biological sciences::Biochemistry
spellingShingle DRNTU::Science::Biological sciences::Biochemistry
Fan, Zhi
Zhao, Yanli
Liu, Yu
Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state
description A novel modified cyclodextrin, mono[6-O-6-(4- carboxyl-phenyl)]-b -CD (1), has been synthesized by the reaction of mono[6-(p-toluenesulfonyl)]- b -CD with 4-hydroxybenzoate, and its molecular self-assembly behavior in both solution and solid state was studied by means of crystallography, NMR spectroscopy and microcalorimetry. The results indicate that the bezoic acid groups are successively penetrated intermolecularly into the adjacent b -CD cavities to form helical columnar supramolecules in the solid state. As compared with crystal, the similar self-assembly behavior of 1 in aqueous solution has also been confirmed by the 1H ROESY spectroscopy. Thermodynamically, the formation of polymeric supramolecules by modified CD in aqueous solution is mainly driven by entropy changes.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Fan, Zhi
Zhao, Yanli
Liu, Yu
format Article
author Fan, Zhi
Zhao, Yanli
Liu, Yu
author_sort Fan, Zhi
title Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state
title_short Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state
title_full Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state
title_fullStr Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state
title_full_unstemmed Molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-CD in solution and solid state
title_sort molecular self-assembly behavior of mono[6-0-6(4-carboxyl-phenyl)]-β-cd in solution and solid state
publishDate 2011
url https://hdl.handle.net/10356/92324
http://hdl.handle.net/10220/7010
_version_ 1759855763958792192

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