Conformationally constrained aliphatic-aromatic amino-acid-conjugated hybrid foldamers with periodic beta-turn motifs |
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Authors: | Srinivas Deekonda Gonnade Rajesh Ravindranathan Sapna Sanjayan Gangadhar J |
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Affiliation: | Division of Organic Synthesis, Center for Materials Characterization, and Central NMR Facility, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411 008, India. |
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Abstract: | In this note, we describe the design, synthesis, and structural studies of novel hybrid foldamers derived from Aib-Pro-Adb building blocks that display repeat beta-turn structure motif. The foldamer having a conformationally constrained aliphatic-aromatic amino acid conjugate adopts a well-defined, compact, three-dimensional structure, governed by a combined conformational restriction imposed by the individual amino acids with which it is made of. Conformational investigations by single-crystal X-ray and solution-state NMR studies were undertaken to investigate the conformational preference of these foldamers with a hetero-backbone. Our findings suggest that constrained aliphatic-aromatic amino acid conjugates would offer new avenues for the de novo design of hybrid foldamers with distinctive structural architectures. |
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