ORGN 18 |
| Amino acids exist as strongly solvated zwitterions in neutral solutions and their extraction and transport through the lipophilic membranes is very difficult. Thus, synthetic amino acids receptors has attracted great interest in supramolecular chemistry due to the immense biological significance and practical importance of these molecules. In this work, we describe the synthesis of new amino acids receptors comprising a binaphthyl core bearing two 15-aza-crown-5 groups on one side and self-complementary arms bearing amino acid-binding moieties (R1 and R2) on the other side. In the compound (1), (R1=R2) is a α-aminophosphonate chain and in compound 2 R1 is an aliphatic chain bearing an ammo group and R2 comprises a carboxylic moiety. The effect of sodium or potassium salts on the affinity of these compounds toward different amino acids has been discussed and their ability to transport amino acids across liquid membranes evaluated. |
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Molecular Recognition and Self-Assembly
8:00 AM-12:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- 201, Oral
Division of Organic Chemistry |