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Synthesis, Conformational Analysis, and Complexation Study of an Iminosugar-Aza-Crown, a Sweet Chiral Cyclam Analog
| Content Provider | Semantic Scholar |
|---|---|
| Author | Bordes, Alexandra Poveda, Ana Troadec, Thibault Franconetti, Antonio Ardá, Ana Perrin, Flavie Ménand, Mickaël Sollogoub, Matthieu Guillard, Jérôme Désiré, Jérôme Tripier, Raphäel Jiménez-Barbero, Jesús Blériot, Yves |
| Copyright Year | 2020 |
| Abstract | A new family of chiral C2 symmetric tetraazamacrocycles, coined ISAC for IminoSugar Aza-Crown, incorporating two iminosugars adopting a 4C1 conformation is disclosed. Multinuclear NMR experiments on the corresponding Cd2+ complex show that the ISAC is a strong chelator in water and its tetramine cavity adopts a conformation similar to that of the parent Cd-cyclam complex. Similar behavior is observed with Cu2+ in solution, with enhanced stability compared to the Cu-cyclam complex. |
| Starting Page | 2344 |
| Ending Page | 2349 |
| Page Count | 6 |
| File Format | PDF HTM / HTML |
| DOI | 10.1021/acs.orglett.0c00503 |
| PubMed reference number | 32153195 |
| Journal | Medline |
| Volume Number | 22 |
| Alternate Webpage(s) | http://glyco.labo.univ-poitiers.fr/wp-content/uploads/sites/160/2020/04/OrgLett-ISAC-2020.pdf |
| Alternate Webpage(s) | https://s3-eu-west-1.amazonaws.com/pstorage-acs-6854636/21956625/ol0c00503_si_001.pdf |
| Alternate Webpage(s) | https://doi.org/10.1021/acs.orglett.0c00503 |
| Journal | Organic letters |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |