Stereoselective approach to uncommon tripeptides incorporating a 2,6-diaminopimelic acid framework: X-ray analysis and conformational studies. Part 4 |
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| Institution: | 1. Dipartimento di Chimica ‘G.Ciamician’, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy;2. Dipartimento di Scienze dei Materiali e della Terra, Università di Ancona, Via Brecce Bianche, 60131 Ancona, Italy;1. Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland;2. Forensic Laboratory, Internal Security Agency, 1 Sierpnia 30A, 02-134 Warsaw, Poland;3. National Medicines Institute, Chełmska 30/34, 00-725 Warsaw, Poland;4. National Centre for Nuclear Research, 05-400 Otwock-Świerk, Poland;1. Department of Physics, Haldia Government College, Haldia, Purba Medinipur, 721657, India;2. Université Libre de Bruxelles (ULB), Faculté des Sciences, Laboratoire Chimie des Polymères, CP 206/1, Boulevard du Triomphe, 1050, Bruxelles, Belgium;3. Department of Physics, Uluberia College, Howrah, 711315, India;4. Department of Studies in Chemistry, Central College Campus, Bangalore University, Bangalore, 560 001, India;5. Department of Physics, Jadavpur University, Kolkata, 700032, India;1. Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China;2. College of Life Science, Sichuan University, Chengdu 610064, PR China;3. Wenzhou University, Wenzhou 325035, PR China;1. Department of Chemistry, University of Ottawa, D’Iorio Hall, 10 Marie Curie St., Ottawa K1N 6N5, Canada;2. Department of Chemistry, University of Illinois, Urbana, IL 61801, USA;3. Department of Chemistry, Carleton University, 1125 Colonel By Dr., Ottawa K1S 5B6, Canada |
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| Abstract: | Stereoselective synthesis of pseudopeptides 4, 5, 8, 9, 13 and 14, incorporating 2,6-diamino-4-methylen-1,7-heptanedioic acid residue, has been accomplished starting from the l-valine derived chiral synthon 1. The absolute configuration of new stereocentres was assigned on the basis of 1H NMR spectra. The geometry of these unnatural tripeptides was deduced on the basis of 1H NMR parameters and IR spectra. X-ray analysis of the unusual peptide 18 and conformational studies of 5, 9 and 14 are also reported. |
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