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Chiral Recognition of L- and D- Amino Acid by Porphyrin Supramolecular Aggregates.

ABSTRACT: We report of the interactions between four amino acids lysine (Lys), arginine (Arg), histidine (His), and phenylalanine (Phe) with the J-aggregates of the protonated 5,10,15,20-tetrakis(4-sulfonatophenyl)-porphyrin H?TPPS. Several aspects of these self-assembled systems have been analyzed: (i) the chiral transfer process; (ii) the hierarchical effects leading to the aggregates formation; and, (iii) the influence of the amino acid concentrations on both transferring and storing chiral information. We have demonstrated that the efficient control on the J-aggregates chirality is obtained when all amino acids are tested and that the chirality transfer process is under hierarchical control. Finally, the chiral porphyrin aggregates obtained exhibit strong chiral inertia.

SUBMITTER: Randazzo R

PROVIDER: S-EPMC6337589 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature

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Chiral Recognition of L- and D- Amino Acid by Porphyrin Supramolecular Aggregates.

Randazzo Rosalba R Gaeta Massimiliano M Gangemi Chiara Maria Antonietta CMA Fragalà Maria Elena ME Purrello Roberto R D'Urso Alessandro A

Molecules (Basel, Switzerland) 20181227 1

We report of the interactions between four amino acids lysine (Lys), arginine (Arg), histidine (His), and phenylalanine (Phe) with the J-aggregates of the protonated 5,10,15,20-tetrakis(4-sulfonatophenyl)-porphyrin H₄TPPS. Several aspects of these self-assembled systems have been analyzed: (i) the chiral transfer process; (ii) the hierarchical effects leading to the aggregates formation; and, (iii) the influence of the amino acid concentrations on both transferring and storing chiral information ...[more]

PMID: 30591641

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