2'-(3 alpha-Benzyloxy-24-norcholan-23-yl)-2',4',4'-trimethyl-4',5'- dihydrooxazoline-N-oxyl as a potential spin probe for model membranes.
A new steroidal doxyl (4,4-dimethyloxazolidine-N-oxyl) nitroxide (SDN) viz. 2'-(3 alpha-benzyloxy-24-norcholan-2'-yl)-2',4',4'-trimethyl-4',5'- dihydrooxazoline-N-oxyl has been synthesized. This is expected to have higher mobility over other spin labels reported earlier. The localization of this spin probe in lipid bilayers has been determined using 1H NMR and 31P NMR techniques. The alterations induced by drugs in the membrane characteristics such as phase transition and permeability have been investigated using electron paramagnetic resonance (EPR) techniques. The results show the applicability of SDN as a potential spin probe in the study of biomembranes.
Banerjee
S
S
Department of Chemistry, Indian Institute of Technology, Bombay.
Trivedi
G K
GK
Srivastava
S
S
Phadke
R S
RS
D002463:Cell Membrane Permeability / Q000187:drug effects; D003497:Cyclic N-Oxides / Q000138:chemical synthesis*; D003998:Dicarboxylic Acids / Q000494:pharmacology; D004578:Electron Spin Resonance Spectroscopy; D008012:Lidocaine / Q000494:pharmacology; D008081:Liposomes; D008567:Membranes, Artificial; D008619:Mepivacaine / Q000494:pharmacology; D010080:Oxazoles / Q000138:chemical synthesis*; D013113:Spin Labels / Q000138:chemical synthesis*
D003497:Cyclic N-Oxides; D003998:Dicarboxylic Acids; D008081:Liposomes; D008567:Membranes, Artificial; D010080:Oxazoles; D013113:Spin Labels; C089539:2'-(3-benzyloxy-24-norcholan-23-yl)-2'-4',4'-trimethyl-4',5'-dihydrooxazoline-N-oxyl; D008012:Lidocaine; D008619:Mepivacaine; C010038:azelaic acid