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Biochemistry, Biophysics, and Structural Biology Commons

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Retrospective Theses and Dissertations

1994

Organic

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Full-Text Articles in Biochemistry, Biophysics, and Structural Biology

Cooperative Binding By A Self-Assembled Receptor: Metal In A Structural And Functional Role , Jin-Ho Lee Jan 1994

Cooperative Binding By A Self-Assembled Receptor: Metal In A Structural And Functional Role , Jin-Ho Lee

Retrospective Theses and Dissertations

Metal complexes of the amino acid, 4,4[superscript]'-phosphinylidine bis phenylalanine (PBP*, 1), self-assemble to produce a macrocyclic receptor (Co[subscript]2PBP[subscript]2, 2) with a hydrophobic cavity capable of binding aromatic compounds from water. Here we demonstrate that the metal can play a structural and a functional role: the receptor binds substrates bearing both aromatic and polar functional groups ditopically, using the hydrophobic pocket as well as the metal itself. The doubly anionic Co[superscript]2+ macrocyclic complex binds neutral aromatic guests more tightly than it does most anionic guests, as would be expected. However, carboxylates tethered ...