Size selective recognition of small esters by a negative allosteric hemicarcerand
A bis(resorcinarene) substituted 2,2′-bipyridine was found to bind weakly to small esters like ethyl acetate whereas more bulky esters were not recognized by this hemicarcerand. This size selective molecular recognition could be controlled by a negative cooperative allosteric effect: coordination of...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2010-02-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.6.10 |
| _version_ | 1818578603455021056 |
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| author | Holger Staats Arne Lützen |
| author_facet | Holger Staats Arne Lützen |
| author_sort | Holger Staats |
| collection | DOAJ |
| description | A bis(resorcinarene) substituted 2,2′-bipyridine was found to bind weakly to small esters like ethyl acetate whereas more bulky esters were not recognized by this hemicarcerand. This size selective molecular recognition could be controlled by a negative cooperative allosteric effect: coordination of a triscarbonyl rhenium chloride fragment to the bipyridine causes a conformational rearrangement that orientates the resorcinarene moieties in different directions so that they cannot act cooperatively in the binding of the substrate. |
| first_indexed | 2024-12-16T06:48:26Z |
| format | Article |
| id | doaj.art-468a54308f4345f782c1f4c8f0c5fdce |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-16T06:48:26Z |
| publishDate | 2010-02-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-468a54308f4345f782c1f4c8f0c5fdce2022-12-21T22:40:29ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-02-01611010.3762/bjoc.6.101860-5397-6-10Size selective recognition of small esters by a negative allosteric hemicarcerandHolger Staats0Arne Lützen1University of Bonn, Kekulé-Institute of Organic Chemistry and Biochemistry, Gerhard-Domagk-Str. 1, D-53121 Bonn, GermanyUniversity of Bonn, Kekulé-Institute of Organic Chemistry and Biochemistry, Gerhard-Domagk-Str. 1, D-53121 Bonn, GermanyA bis(resorcinarene) substituted 2,2′-bipyridine was found to bind weakly to small esters like ethyl acetate whereas more bulky esters were not recognized by this hemicarcerand. This size selective molecular recognition could be controlled by a negative cooperative allosteric effect: coordination of a triscarbonyl rhenium chloride fragment to the bipyridine causes a conformational rearrangement that orientates the resorcinarene moieties in different directions so that they cannot act cooperatively in the binding of the substrate.https://doi.org/10.3762/bjoc.6.10allosteric receptors2,2′-bipyridinehemicarcerandmolecular recognitionresorcin[4]arene |
| spellingShingle | Holger Staats Arne Lützen Size selective recognition of small esters by a negative allosteric hemicarcerand Beilstein Journal of Organic Chemistry allosteric receptors 2,2′-bipyridine hemicarcerand molecular recognition resorcin[4]arene |
| title | Size selective recognition of small esters by a negative allosteric hemicarcerand |
| title_full | Size selective recognition of small esters by a negative allosteric hemicarcerand |
| title_fullStr | Size selective recognition of small esters by a negative allosteric hemicarcerand |
| title_full_unstemmed | Size selective recognition of small esters by a negative allosteric hemicarcerand |
| title_short | Size selective recognition of small esters by a negative allosteric hemicarcerand |
| title_sort | size selective recognition of small esters by a negative allosteric hemicarcerand |
| topic | allosteric receptors 2,2′-bipyridine hemicarcerand molecular recognition resorcin[4]arene |
| url | https://doi.org/10.3762/bjoc.6.10 |
| work_keys_str_mv | AT holgerstaats sizeselectiverecognitionofsmallestersbyanegativeallosterichemicarcerand AT arnelutzen sizeselectiverecognitionofsmallestersbyanegativeallosterichemicarcerand |