Supramolecular structures from lysine peptides and carbon dioxide.
The design, synthesis, and characterization of novel linear and cross-linked supramolecular polymers that are easily available from biologically friendly lysine peptides and carbon dioxide (CO2) are reported here. Polymeric structures 5, 6, and 19 readily form from peptides 2, 3, and 15, respectively, at ambient temperatures by simply bubbling CO2 through their solutions in apolar organic solvents (CHCl3, benzene) and even in the presence of 10% MeOH. The resulting gels can be easily isolated from solution, dried, and stored refrigerated for several months. At the same time, they may thermally release CO2 and convert back to the corresponding monomers. As a consequence, their structures and physical properties are switchable. They may also trap, store, and release foreign molecules. The typical entrapment procedure was demonstrated for tripeptide 3, CO2, and the commercially available dye coumarin 2.
Stastny
Vaclav
V
Department of Chemistry & Biochemistry, The University of Texas at Arlington, Arlington, Texas 76019-0065, USA.
Anderson
Anjenique
A
Rudkevich
Dmitry M
DM
D002245:Carbon Dioxide / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry; D006860:Hydrogen Bonding; D008239:Lysine / Q000737:chemistry*; D046911:Macromolecular Substances / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D008968:Molecular Conformation; D010455:Peptides / Q000737:chemistry*; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D012680:Sensitivity and Specificity
D003374:Coumarins; D046911:Macromolecular Substances; D010455:Peptides; D011108:Polymers; D002245:Carbon Dioxide; D008239:Lysine