Chemical Synthesis and Self-Assembly of a Ladderane Phospholipid,Journal of the American Chemical Society

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Chemical Synthesis and Self-Assembly of a Ladderane Phospholipid
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2016-11-29 , DOI: 10.1021/jacs.6b10706
Jaron A. M. Mercer ₁ , Carolyn M. Cohen ₁ , Steven R. Shuken ₁ , Anna M. Wagner ₁ , Myles W. Smith ₁ , Frank R. Moss ₁ , Matthew D. Smith ₁ , Riku Vahala ₂ , Alejandro Gonzalez-Martinez ₂ , Steven G. Boxer ₁ , Noah Z. Burns ₁

Affiliation

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.

中文翻译：

Ladderane 磷脂的化学合成和自组装

厌氧氨氧化菌产生的梯烷脂质构成了生物膜脂质中一些结构最迷人但研究不足的分子。生产生物体的缓慢生长和纯化复杂脂质混合物的固有困难禁止分离有用量的天然 ladderane 脂质。我们设计了一种高选择性的梯烷脂质尾部和全磷脂酰胆碱全合成，以便对这些分子的化学均相样品进行生物物理研究。此外，我们还报告了天然梯烷绝对构型的第一个证明。

更新日期：2016-11-29

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