Engineering lipid structure for recognition of the liquid ordered membrane phase

Bordovsky, Stefan S.; Wong, Christopher S.; Bachand, George D.; Stachowiak, Jeanne C.; Sasaki, Darryl Y.

doi:10.1021/acs.langmuir.6b02636

Title: Engineering lipid structure for recognition of the liquid ordered membrane phase

Journal Article · Fri Aug 26 00:00:00 EDT 2016 · Langmuir

DOI:https://doi.org/10.1021/acs.langmuir.6b02636· OSTI ID:1338315

Bordovsky, Stefan S. ^[1]; Wong, Christopher S. ^[2]; Bachand, George D. ^[3]; Stachowiak, Jeanne C. ^[4]; Sasaki, Darryl Y. ^[2]

Sandia National Lab. (SNL-CA), Livermore, CA (United States); The Univ. of Texas at Austin, Austin, TX (United States)
Sandia National Lab. (SNL-CA), Livermore, CA (United States)
Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)
The Univ. of Texas at Austin, Austin, TX (United States)

The selective partitioning of lipid components in phase-separated membranes is essential for domain formation involved in cellular processes. Identifying and tracking the movement of lipids in cellular systems would be improved if we understood how to achieve selective affinity between fluorophore-labeled lipids and membrane assemblies. Furthermore, we investigated the structure and chemistry of membrane lipids to evaluate lipid designs that partition to the liquid ordered (L_o) phase. A range of fluorophores at the headgroup position and lengths of PEG spacer between the lipid backbone and fluorophore were examined. On a lipid body with saturated palmityl or palmitoyl tails, we found that although the lipid tails can direct selective partitioning to the L_o phase through favorable packing interactions, headgroup hydrophobicity can override the partitioning behavior and direct the lipid to the disordered membrane phase (L_d). The PEG spacer can serve as a buffer to mute headgroup–membrane interactions and thus improve L_o phase partitioning, but its effect is limited with strongly hydrophobic fluorophore headgroups. We present a series of lipid designs leading to the development of novel fluorescently labeled lipids with selective affinity for the L_o phase.

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Research Organization:: Sandia National Lab. (SNL-CA), Livermore, CA (United States); Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: AC04-94AL85000

OSTI ID:: 1338315

Report Number(s):: SAND-2016-7156J; 646063; TRN: US1701691

Journal Information:: Langmuir, Vol. 32, Issue 47; ISSN 0743-7463

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 11 works

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Synthesis of Gb ₃ Glycosphingolipids with Labeled Head Groups: Distribution in Phase‐Separated Giant Unilamellar Vesicles Sibold, Jeremias; Kettelhoit, Katharina; Vuong, Loan Angewandte Chemie International Edition, Vol. 58, Issue 49 https://doi.org/10.1002/anie.201910148	journal	December 2019

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