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  • Chemical Synthesis and Self-Assembly of a Ladderane Phospholipid JOURNAL OF THE AMERICAN CHEMICAL SOCIETY Mercer, J. A., Cohen, C. M., Shuken, S. R., Wagner, A. M., Smith, M. W., Moss, F. R., Smith, M. D., Vahala, R., Gonzalez-Martinez, A., Boxer, S. G., Burns, N. Z. 2016; 138 (49): 15845-15848


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

    View details for DOI 10.1021/jacs.6b10706

    View details for Web of Science ID 000389962800013

    View details for PubMedID 27960308

    View details for PubMedCentralID PMC5279923