The template-directed synthesis of shape-persistent macrocyclic amphiphiles is described. Two macrocycles with convergently arranged functional groups (hydroxyl and carboxylic acids) are prepared by intramolecular Glaser coupling of the appropriate templated tetraacetylenes. These structures are for
Chemoenzymatic and Template-Directed Synthesis of Bioactive Macrocyclic Peptides
β Scribed by Jan Gruenewald; Mohamed A. Marahiel
- Publisher
- John Wiley and Sons
- Year
- 2007
- Weight
- 11 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0931-7597
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A [2]catenane, able to bind Ο-electron-rich guests inside the macrocyclic components of a [2]catenane. The structure of this [2]catenane, as well as that of a model [2]catenane, have cavity of one of its two macrocyclic components has been designed and synthesized using supramolecular assistance. b
multi-membered O,N,S-heterocycles multi-membered O,N,S-heterocycles (with at least 2 different heteroatoms
125 MHz, CDCl 3 , 258C, TMS): d ΒΌ 150.0 (d), 148.1 (s), 141.6 (s), 137.8 (s), 134.8 (d), 130.5 (d), 128.9 (s), 127.3 (d), 126.6 (s), 120.5 (s), 115.4 (d), 113.7 (d), 81.9 (s), 75.4 (s), 50.6 (t), 29.6 (t), 20.2 (t), 13.9 ppm (q); MS (ES) 1328.5 (6) [M ΓΎ ΓPF 6 ], 342.1 (10), 186.2 (24).