Synthesis of small cyclic peptides constrained with 3-(3-aminomethylphenyl)propionic acid linkers using free radical-mediated macrocyclization
Title | Synthesis of small cyclic peptides constrained with 3-(3-aminomethylphenyl)propionic acid linkers using free radical-mediated macrocyclization |
Publication Type | Journal Article |
Year of Publication | 2005 |
Authors | Balraju, V, D. Reddy, S, Periasamy, M, Iqbal, J |
Journal | Tetrahedron Letters |
Volume | 46 |
Issue | 31 |
Pagination | 5207-5210 |
Date Published | AUG |
Abstract | In this letter, we report that small peptides (di- and tri-) having a 3-bromobenzyl group at the C-termini and an acryloyl group at the N-termini undergo an efficient Bu3SnH-AlBN mediated intramolecular free radical cyclization to afford cyclic peptides in good yields. We also propose that these cyclizations are occurring via a pre-organized acyclic structure dictated by a reverse turn (gamma/beta-turn). (c) 2005 Published by Elsevier Ltd. |
DOI | 10.1016/j.tetlet.2005.05.115 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.347 |
Divison category:
Organic Chemistry