Chemical Synthesis and Self-Assembly of a Ladderane Phospholipid

• DOI: 10.1021/jacs.6b10706
• Publication Date: 2016-11-21T05:10:32Z
• Authors: Jaron A. M. Mercer; Carolyn M. Cohen; Steven R. Shuken; Anna M. Wagner; Myles W. Smith; Frank R. Moss; Matthew D. Smith; Riku Vahala; Alejandro Gonzale...; Steven G. Boxer; Noah Z. Burns
• Keywords: Molecular Conformation; 01 natural sciences; ta218; Phospholipids; 0104 chemical sciences

Ladderane lipids produced by anammox bacteria constitute some of the most structurally fascinating yet poorly studied molecules among biological membrane lipids. Slow growth producing organism and inherent difficulty purifying complex lipid mixtures have prohibited isolation useful amounts natural ladderane We devised a highly selective total synthesis tails full phosphatidylcholine to enable biophysical studies on chemically homogeneous samples these molecules. Additionally, we report first proof absolute configuration ladderane.