General synthesis and aggregation behaviour of new single-chain bolaphospholipids: variations in chain and headgroup structures.
The chemical structures of polymethylene-1,omega-bis(phosphocholines) that self-assemble into nanofibres was modified on the one hand in the hydrophobic chain region, by introduction of sulfur and oxygen atoms, and on the other hand by variation of the polar headgroup structure with functionalised tertiary amines. The temperature-dependent self-assembly of these novel bolaphospholipids into nanofibres and spherical micelles was investigated by differential scanning calorimetry (DSC) and transmission electron microscopy (TEM). The thermal stabilities of the nanofibres strongly depend on the chemical compositions of the headgroups and of the hydrophobic chains. The insertion of new functionalities in the headgroup region by click chemistry makes these substances interesting for potential applications in bioscience and materials science.
Institute of Pharmacy, MLU Halle-Wittenberg, Wolfgang-Langenbeck-Strasse 4, Halle/Saale, Germany.
Simon
S
Drescher
Annette
A
Meister
Gesche
G
Graf
Gerd
G
Hause
Alfred
A
Blume
Bodo
B
Dobner
D002152:Calorimetry, Differential Scanning; D009682:Magnetic Resonance Spectroscopy; D046529:Microscopy, Electron, Transmission; D015394:Molecular Structure; D010743:Phospholipids / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared
D010743:Phospholipids