Ladderane phospholipids form a densely packed membrane with normal hydrazine and anomalously low proton/hydroxide permeability

Proceedings of the National Academy of Sciences of the United States of America
Frank R MossNoah Z Burns

Abstract

Ladderane lipids are unique to anaerobic ammonium-oxidizing (anammox) bacteria and are enriched in the membrane of the anammoxosome, an organelle thought to compartmentalize the anammox process, which involves the toxic intermediate hydrazine (N2H4). Due to the slow growth rate of anammox bacteria and difficulty of isolating pure ladderane lipids, experimental evidence of the biological function of ladderanes is lacking. We have synthesized two natural and one unnatural ladderane phosphatidylcholine lipids and compared their thermotropic properties in self-assembled bilayers to distinguish between [3]- and [5]-ladderane function. We developed a hydrazine transmembrane diffusion assay using a water-soluble derivative of a hydrazine sensor and determined that ladderane membranes are as permeable to hydrazine as straight-chain lipid bilayers. However, pH equilibration across ladderane membranes occurs 5-10 times more slowly than across straight-chain lipid membranes. Langmuir monolayer analysis and the rates of fluorescence recovery after photobleaching suggest that dense ladderane packing may preclude formation of proton/hydroxide-conducting water wires. These data support the hypothesis that ladderanes prevent the breakdown of t...Continue Reading

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Citations

Jan 9, 2020·Organic & Biomolecular Chemistry·Lianyan L XuSteven D Townsend
Jul 28, 2020·Nature Reviews. Microbiology·Chris Greening, Trevor Lithgow
May 10, 2020·Journal of Synchrotron Radiation·Meng Wen PengFang Fang
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Apr 7, 2020·Nature Structural & Molecular Biology·Henry C NguyenAdam Frost
Jan 20, 2021·Chemistry : a European Journal·Erin N Hancock, M Kevin Brown
Mar 4, 2021·Water Environment Research : a Research Publication of the Water Environment Federation·Jin WangYou-Peng Chen
Oct 10, 2020·ACS Chemical Biology·Frank R Moss IiiSteven G Boxer
May 9, 2021·Bioresource Technology·Chanusha WeralupitiyaMeththika Vithanage
Jun 28, 2019·Journal of the American Chemical Society·Philipp Sondermann, Erick M Carreira
Oct 16, 2021·Journal of the American Chemical Society·Megan Mohadjer BeromiPaul J Chirik

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