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Selective complexation of divalent cations by a cyclic α,β-peptoid hexamer: a spectroscopic and computational study.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Santis, Emiliana De Edwards, Alison A. Alexander, Bruce D. Holder, Simon J. Biesse-Martin, A. S. Nielsen, Birthe V. Mistry, Dharmit Waters, Laura J. Siligardi, Giuliano Hussain, Rohanah Faure, Sophie Taillefumier, Claude |
| Copyright Year | 2016 |
| Abstract | We describe the qualitative and quantitative analysis of the complexation properties towards cations of a cyclic peptoid hexamer composed of alternating α- and β-peptoid monomers, which bear exclusively chiral (S)-phenylethyl side chains (spe) that have no noticeable chelating properties. The binding of a series of monovalent and divalent cations was assessed by 1H NMR, circular dichroism, fluorescence and molecular modelling. In contrast to previous studies on cations binding by 18-membered α-cyclopeptoid hexamers, the 21-membered cyclopeptoid cP1 did not complex monovalent cations (Na+, K+, Ag+) but showed selectivity for divalent cations (Ca2+, Ba2+, Sr2+ and Mg2+). Hexacoordinated C-3 symmetrical complexes were demonstrated for divalent cations with ionic radii around 1 Å (Ca2+ and Ba2+), while 5-coordination is preferred for divalent cations with larger (Ba2+) or smaller ionic radii (Mg2+). |
| Starting Page | 11371 |
| Ending Page | 11380 |
| Page Count | 10 |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/C6OB01954D |
| Alternate Webpage(s) | http://eprints.hud.ac.uk/30763/1/c6ob01954d.pdf |
| PubMed reference number | 27805236 |
| Alternate Webpage(s) | https://doi.org/10.1039/C6OB01954D |
| Journal | Medline |
| Volume Number | 14 |
| Issue Number | 48 |
| Journal | Organic & biomolecular chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |