oa South African Journal of Chemistry - Synthesis and NMR elucidation of novel octa-amino acid resorcinarenes derivatives : research article
|Article Title||Synthesis and NMR elucidation of novel octa-amino acid resorcinarenes derivatives : research article|
|© Publisher:||South African Chemical Institute (SACI)|
|Journal||South African Journal of Chemistry|
|Affiliations||1 University of KwaZulu-Natal, 2 University of KwaZulu-Natal, 3 University of KwaZulu-Natal, 4 University of KwaZulu-Natal and 5 University of KwaZulu-Natal|
|Publication Date||Jan 2015|
|Pages||27 - 38|
|Keyword(s)||1H-NMR, C2v symmetry, C4v symmetry, COSY, HSQC and Octa-amino acid resorcinarenes|
The synthesis of nine novel protected amino acid cavitands is reported. All have four pendant n-undecyl chains and 'headgroups' connected by a two-carbon spacer at eight positions on the aromatic rings. The amino acids employed are glycine, alanine, phenylalanine, leucine, proline, tryptophan, serine, glutamine and lysine. The structures of the compounds were elucidated using one and two-dimensional NMR techniques which verified that all octa-substituted cavitands have symmetrical C2v conformation at room temperature. These compounds have potential synthetic ion channel applications.
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