Archaebacterial Lipids: Surface Pressure-Surface Area Isotherms of 1,1'-(1,32-Dotriacontanediyl)bis-sn-glycero-3-phosphocholine>

Article abstract of DOI:10.1246/bcsj.64.2088

1,1'-(1,32-Dotriacontanediyl)bis<2-<(3RS,7R,11R)-3,7,11,15-tetramethylhexadecyl>-sn-glycero-3-phosphocholine> (the tetramethylhexadecyl group = phytanyl) was synthesized conveniently by reactions involving etherification of 1,1'(1,32-dotriacontanediyl)bis(3-benzyl-sn-glycerol) (1) with (7R,11R)-3,7,11,15-tetramethyl-2-hexadecenyl bromide and hydrogenation of the resulting unsaturated ether with p-tolylsulfonylhydrazine; a total yield from 1, 7 - 10percent.Unlike usual monopolar double-chain-amphiphiles, the bipolar lipid bent into a U-form in a water-air interface to produce the Langmuir membrane, exhibiting peculiar surface pressure-surface area isotherms.