The design, synthesis, and structural analysis of two macrocyclic D,L-alternating hexapyrrolinones have been achieved. These cyclic peptide mimics adopt a flat, hexagonal conformation, stabilized by intramolecular hydrogen bonding between adjacent pyrrolinone rings. Extensive NMR studies and X-ray analysis reveal, respectively, that the macrocyclic hexapyrrolinones aggregate in solution and in the solid state form staggered stacked nanotube-like assemblies.

Design, synthesis, and structural analysis of D, L -mixed polypyrrolinones. 2. Macrocyclic hexapyrrolinones / Smith III, A. B.; Xiong, H.; Charnley, A. K.; Brenner, M.; Mesaros, E. F.; Kenesky, C. S.; DI COSTANZO, Luigi; Christianson, D. W.; Hirschmann, R.. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 12:13(2010), pp. 2994-2997. [10.1021/ol101008y]

Design, synthesis, and structural analysis of D, L -mixed polypyrrolinones. 2. Macrocyclic hexapyrrolinones

Di Costanzo Luigi;
2010

Abstract

The design, synthesis, and structural analysis of two macrocyclic D,L-alternating hexapyrrolinones have been achieved. These cyclic peptide mimics adopt a flat, hexagonal conformation, stabilized by intramolecular hydrogen bonding between adjacent pyrrolinone rings. Extensive NMR studies and X-ray analysis reveal, respectively, that the macrocyclic hexapyrrolinones aggregate in solution and in the solid state form staggered stacked nanotube-like assemblies.
2010
Design, synthesis, and structural analysis of D, L -mixed polypyrrolinones. 2. Macrocyclic hexapyrrolinones / Smith III, A. B.; Xiong, H.; Charnley, A. K.; Brenner, M.; Mesaros, E. F.; Kenesky, C. S.; DI COSTANZO, Luigi; Christianson, D. W.; Hirschmann, R.. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 12:13(2010), pp. 2994-2997. [10.1021/ol101008y]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/769732
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