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Selective recognition of choline phosphate by tripodal hexa-urea receptors with dual binding sites: crystal and solution evidence† †Electronic supplementary information (ESI) available: Synthetic procedures, characterization data and corresponding CIF files. CCDC 1859609–1859611. For ESI and crystal
| Content Provider | Semantic Scholar |
|---|---|
| Author | Jia, Chuandong Zhang, Huizheng Zhao, Yanxia Yang, Xiao-Juan Wu, Biao |
| Copyright Year | 2019 |
| Abstract | Two tripodal hexa-urea receptors functionalized with aromatic terminal groups are capable of binding choline phosphate (CP). Crystal structures of the host-guest complexes reveal that the zwitterion CP is efficiently encapsulated in the tripodal hosts in a dual-site binding mode. The phosphate tail of CP is coordinated by the urea groups and the quaternary ammonium head is bound in a 'composite aromatic box' through cation-π and hydrogen-bonding interactions. Such a partial aromatic binding environment for the Me3N-+ cation mimics that of most enzymes catalyzing the conversion of quaternary ammonium substrates. Moreover, NMR, ESI-MS, and fluorescence studies demonstrate the selective binding and sensing of CP over other competing species such as ADP, ATP, choline and derivatives. |
| Starting Page | 2483 |
| Ending Page | 2488 |
| Page Count | 6 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c8sc04338h |
| PubMed reference number | 30881678 |
| Journal | Medline |
| Volume Number | 10 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/c8/sc/c8sc04338h/c8sc04338h1.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/c8sc04338h |
| Journal | Chemical science |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |