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Highly selective metallogel from 4-biphenylcarboxy capped diphenylalanine and FeCl3

Abstract

The gelation property of the iron(III) complex of 4-biphenylcarboxy capped diphenylalanine (L-Phe-L-Phe, the hydrophobic core motif of Alzheimer’s β-amyloid polypeptide) has been reported. Gelation was observed selectively for FeCl3 and 4-biphenylcarboxy capped diphenylalanine, whereas the Cd, Cu, Zn, Cr, Ni, Hg, Mg, Mn, Pb, Pd complexes were not able to form metallogel. However, the Boc and acetyl capped diphenylalanine have failed to form metallogel. The storage modulus of the metallogel was approximately an order of magnitude larger than the loss modulus, which indicates the elastic nature of the gel and physical cross link. The metallogel exhibits entangled fibers network which are stabilized by weak interactions such as coordination, hydrogen bonding and π–π interactions. The solid-state study shows that the acetyl protected diphenylalanine adopts extended conformation and forms supramolecular helix like structure through multiple intermolecular hydrogen bonds. But, the 4-biphenylcarboxy protected diphenylalanine shows supramolecular sheet-like structure through intermolecular hydrogen bonds and π-π stacking interactions between the biphenyl moieties.

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Publication details

The article was received on 06 May 2019, accepted on 30 May 2019 and first published on 12 Jun 2019


Article type: Paper
DOI: 10.1039/C9CE00695H
CrystEngComm, 2019, Accepted Manuscript

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    Highly selective metallogel from 4-biphenylcarboxy capped diphenylalanine and FeCl3

    D. Haldar, S. Sasmal, K. Maji and D. Díaz Díaz, CrystEngComm, 2019, Accepted Manuscript , DOI: 10.1039/C9CE00695H

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