Evidence of nanotubular self-organization in solution and solid states of heterochiral cyclo 1:1 [α/α-N(α)-Bn-hydrazino]mers series.
The cyclization of heterochiral 1:1 [α/α-N(α)-Bn-hydrazino]mers leads to the corresponding cyclotetramer and cyclohexamer 3 and 4. X-ray crystallographic analysis of 3 unveils its ability to self-assemble into nanotubular structures. Further experiments conducted in the solid state through SEM analyses demonstrate the capability of 3 and 4 to form aerogels consisting of a network of nontwisted fibers, thus confirming the presence of self-organization within this series of mixed-hydrazinopeptides. Subsequent FTIR and NMR studies demonstrate the presence of an equilibrium between monomeric (intramolecular H-bonds) and nanotubular (intermolecular H-bonds) forms in solution. This equilibrium can be modified by varying the solvent.
†Laboratoire de Chimie Physique Macromoléculaire (LCPM), Université de Lorraine-CNRS, UMR 7375, 1 rue Grandville, BP 20451, 54001 Nancy cedex, France.
Ralph-Olivier
RO
Moussodia
†Laboratoire de Chimie Physique Macromoléculaire (LCPM), Université de Lorraine-CNRS, UMR 7375, 1 rue Grandville, BP 20451, 54001 Nancy cedex, France.
Samir
S
Acherar
†Laboratoire de Chimie Physique Macromoléculaire (LCPM), Université de Lorraine-CNRS, UMR 7375, 1 rue Grandville, BP 20451, 54001 Nancy cedex, France.
Eugénie
E
Romero
‡Laboratoire de Crystallographie, Résonance Magnétique et Modélisations (CRM2), Université de Lorraine-CNRS, UMR 7036, Faculté des Sciences et Technologies, BP 20239, 54506 Vandœuvre-lès-Nancy cedex, France.
Claude
C
Didierjean
†Laboratoire de Chimie Physique Macromoléculaire (LCPM), Université de Lorraine-CNRS, UMR 7375, 1 rue Grandville, BP 20451, 54001 Nancy cedex, France.
Brigitte
B
Jamart-Grégoire
D000409:Alanine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D008958:Models, Molecular; D043942:Nanotubes / Q000737:chemistry*; D012996:Solutions
D012996:Solutions; D000409:Alanine