De Santis, E., Edwards, A.A., Alexander, B.D., Holder, S.J., Biesse-Martin, A.-S., Nielsen, B.V., Mistry, D., Waters, L., Siligardi, G., Hussain, R., and others. (2016) Selective complexation of divalent cations by a cyclic α,β-peptoid hexamer: a spectroscopic and computational study. Organic and Biomolecular Chemistry, 14 (48). pp. 11371-11380. ISSN 1477-0520. (doi:10.1039/C6OB01954D)
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| Official URL http://doi.org/10.1039/C6OB01954D |
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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+).
| Item Type: | Article |
|---|---|
| DOI/Identification number: | 10.1039/C6OB01954D |
| Uncontrolled keywords: | foldamers, peptoids, metal binding, Functional Materials Group, Medway School of Pharmacy |
| Subjects: | Q Science > QD Chemistry > QD431 Organic Chemistry- Biochemistry- Proteins, peptides, amino acids |
| Divisions: |
Faculties > Sciences > School of Physical Sciences > Functional Materials Group Faculties > Sciences > Medway School of Pharmacy |
| Depositing User: | Alison Edwards |
| Date Deposited: | 03 Nov 2016 09:57 UTC |
| Last Modified: | 12 Feb 2020 04:08 UTC |
| Resource URI: | https://kar.kent.ac.uk/id/eprint/58354 (The current URI for this page, for reference purposes) |
| Edwards, A.A.: |  https://orcid.org/0000-0002-4637-9373 |
| Holder, S.J.: | https://orcid.org/0000-0001-8977-9257 |
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