Archaeal tetraether bipolar lipids: Structures, functions and applications

Jacquemet, Alicia; Barbeau, Julie; Lemiègre, Loı̈c; Benvegnu, Thierry

doi:10.1016/j.biochi.2009.01.006

Cited by 107 publications

(87 citation statements)

References 72 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Unlike Q8, archaeal membrane lipids are generally saturated, contain ether bonds and are, in some cases, bipolar 35 . Nevertheless, the overall structural and chemical similarity between Q8 and archaeal isopranoid lipids and our finding that isoprenoids with different headgroups can substitute for Q8 in restoring osmotolerance both in vitro and in vivo support our conclusion that increased concentrations of Q8 indeed stabilize membranes.…”

Section: Discussionmentioning

confidence: 99%

“…This finding is consistent with previous in vitro data showing that the polyprenyl chain length of ubiquinones influences melting profile and surface pressure of artificial phospholipid membranes 31,32 . Further circumstantial evidence for our conclusion that Q8 mechanically stabilizes the cytoplasmic membrane of E. coli comes from the fact that membranes of halotolerant and halophilic archaea are almost exclusively composed of lipids with saturated isopranyl side chains 33 , which are known to be crucial for their survival in extreme saline environments 34,35 .…”

Section: Q8 Is Necessary For Osmotic Stress Tolerance In Vivomentioning

confidence: 99%

See 1 more Smart Citation

Ubiquinone accumulation improves osmotic-stress tolerance in Escherichia coli

2014

View full text Add to dashboard Cite

Bacteria are thought to cope with fluctuating environmental solute concentrations primarily by adjusting the osmolality of their cytoplasm. To obtain insights into underlying metabolic adaptions, we analyzed the global metabolic response of Escherichia coli to sustained hyperosmotic stress using non-targeted mass spectrometry. We observed that 52% of 1,071 detected metabolites, including known osmoprotectants, changed abundance with increasing salt challenge. Unexpectedly, unsupervised data analysis revealed a substantial increase of most intermediates in the ubiquinone-8 (Q8) biosynthesis pathway and a 110-fold accumulation of Q8 itself, as confirmed by quantitative lipidomics. We then demonstrate that Q8 is necessary for acute and sustained osmotic stress tolerance using Q8 mutants and tolerance rescue through feeding non-respiratory Q8 analogues. Finally, in vitro experiments with artificial liposomes reveal mechanical membrane stabilization as a principal mechanism of Q8-mediated osmoprotection. Thus, we find that besides regulating intracellular osmolality, E. coli enhances its cytoplasmic membrane stability to withstand osmotic stress. AbstractBacteria are thought to cope with fluctuating environmental solute concentrations primarily by adjusting the osmolality of their cytoplasm. To obtain insights into underlying metabolic adaptions, we analyzed the global metabolic response of Escherichia coli to sustained hyperosmotic stress using non-targeted mass spectrometry. We observed that 52% of 1,071 detected metabolites, including known osmoprotectants, changed abundance with increasing salt challenge. Unexpectedly, unsupervised data analysis revealed a substantial increase of most intermediates in the ubiquinone-8 (Q8) biosynthesis pathway and a 110-fold accumulation of Q8 itself, as confirmed by quantitative lipidomics. We then demonstrate that Q8 is necessary for acute and sustained osmotic stress tolerance using Q8 mutants and tolerance rescue through feeding non-respiratory Q8 analogues.Finally, in vitro experiments with artificial liposomes reveal mechanical membrane stabilization as a principal mechanism of Q8-mediated osmoprotection. Thus, we find that besides regulating intracellular osmolality, E. coli enhances its cytoplasmic membrane stability to withstand osmotic stress.

show abstract

Section: Discussionmentioning

confidence: 99%

Section: Q8 Is Necessary For Osmotic Stress Tolerance In Vivomentioning

confidence: 99%

Ubiquinone accumulation improves osmotic-stress tolerance in Escherichia coli

2014

View full text Add to dashboard Cite

show abstract

“…This stabilizing approach was adopted from naturally occurring archaebacterial membrane lipids 4,25,26 and its applicability to drug delivery systems for pharmaceutical purposes was confirmed for a variety of natural and artificial bolalipids. [27][28][29][30][31][32][33][34] In our study we combine both, alkyl chain modifications and the introduction of headgroup asymmetry. At first, we synthesized two novel single-chain bolalipids, namely PC-C17pPhC17-PC and PC-C17pPhC17-OH.…”

Section: Introductionmentioning

confidence: 99%

The Headgroup (A)Symmetry Strongly Determines the Aggregation Behavior of Single-Chain Phenylene-Modified Bolalipids and Their Miscibility with Classical Phospholipids

et al. 2014

View full text Add to dashboard Cite

In the present work, we describe the synthesis of two single-chain phenylene-modified bolalipids, namely PC-C17pPhC17-PC and PC-C17pPhC17-OH, with either symmetrical (phosphocholine) or asymmetrical (phosphocholine and hydroxyl) headgroups using a Sonogashira cross coupling reaction as key-step. The temperature-dependent aggregation behavior of both bolalipids in aqueous suspension was studied using transmission electron microscopy (TEM), differential scanning calorimetry (DSC), Fourier-transform infrared (FTIR) spectroscopy, small angle neutron scattering (SANS), and X-ray scattering. We show that different headgroup symmetries lead to a change in the aggregation behavior: Whereas PC-C17pPhC17-PC forms nanofibers with a diameter of 5.7 nm that transform into small ellipsoidal micelles at 23 °C, the PC-C17pPhC17-OH self-assembles into lamellae with bolalipid molecules in an antiparallel orientation up to high temperatures. Furthermore, the mixing behavior of both bolalipids with bilayer forming phospholipids (DPPC and DSPC) was studied by means of DSC and TEM. The aim was to stabilize bilayer membranes formed of phospholipids in order to improve these mixed lipid vesicles for drug delivery purposes. We show that the symmetrical PC-C17pPhC17-PC is miscible with DPPC and DSPC, however, closed lipid vesicles are not observed and elongated micelles and bilayer fragments are found instead. In contrast, the asymmetrical PC-C17pPhC17-OH shows no miscibility with phospholipids at all.

show abstract

“…The isoprenoid glycerolipid membrane of archaeosomes can develop into a bilayer, a monolayer, or a combination of mono-and bilayers made from bipolar and monopolar archaeal lipids (Jacquemet et al, 2009). The archaeal lipids formulations have shown to exhibited relatively higher physico-chemical stabilities to oxidative stress, high temperature, alkaline pH, action of phospholipases, bile salts and serum media (Brard et al, 2007).…”

Section: Biotechnological Importance Of Archaeamentioning

confidence: 99%

“…Additionally, archaesomes were found to be safe and not toxic in mice both in-vitro andvivo studies (Omri et al, 2003). Thus, it has been claimed that the biocompatibility and the superior stability properties of archaeosomes in several conditions give advantages over conventional liposomes in the manufacture and the use in biotechnology including vaccine and drug delivery (Jacquemet et al, 2009). …”

Section: Biotechnological Importance Of Archaeamentioning

confidence: 99%

Archaeal Diversity and Their Biotechnological Potential

Özcan¹

2012

Genetic Diversity in Microorganisms

View full text Add to dashboard Cite

Archaeal tetraether bipolar lipids: Structures, functions and applications

Cited by 107 publications

References 72 publications

Ubiquinone accumulation improves osmotic-stress tolerance in Escherichia coli

Ubiquinone accumulation improves osmotic-stress tolerance in Escherichia coli

The Headgroup (A)Symmetry Strongly Determines the Aggregation Behavior of Single-Chain Phenylene-Modified Bolalipids and Their Miscibility with Classical Phospholipids

Archaeal Diversity and Their Biotechnological Potential

Contact Info

Product

Resources

About