Molecular and crystal structure of an amphiphile: 4'-propoxybiphenyl-4-methyl-N,N-dimethylamineoxide dihydrate.
A novel amphiphile, 4'-propoxybiphenyl-4-methyl-N,N-dimethylamineoxide, has been synthesized, crystallized (P2(1)/a, a = 9.084 A, b = 8.911 A, c = 22.460 A, beta = 96.224 degrees) and its crystal structure was determined. The amphiphile forms a bilayer in which the amineoxide oxygen of each molecule binds two water molecules. In the hydrophobic part of the bilayer the biphenyls form edge-to-face contacts, in the polar layer there is a hydrogen bonding network. The potential use of the compound as a detergent for membrane proteins has been demonstrated and the relevance of the amineoxide hydrate for other detergents discussed.
Diederichs
K
K
Institut für Biophysik und Strahlenbiologie, Universität Freiburg, Germany.
Welte
W
W
Hauk
J
J
Kreutz
W
W
Wacker
T
T
D001713:Biphenyl Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D003902:Detergents; D006860:Hydrogen Bonding; D008051:Lipid Bilayers; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D045322:Photosynthetic Reaction Center Complex Proteins / Q000302:isolation & purification; D012241:Rhodopseudomonas / Q000378:metabolism
D001713:Biphenyl Compounds; D003902:Detergents; D008051:Lipid Bilayers; D045322:Photosynthetic Reaction Center Complex Proteins; C092808:4'-propoxybiphenyl-4-methyl-N,N-dimethylamineoxide