Lysobisphosphatidic acids (LBPAs), known also as bis-(monoacylglycerol)phosphates (BMPs) are specialized lipids reported to play a role in intracellular protein and lipid transport in healthy cells. Their accumulation was observed in pathologic liver tissue, and they also serve as antigens for auto-antibody generation in a human autoimmune condition termed antiphospholipid syndrome. Accumulation of LBPAs in intracellular, often multilamellar membranes is related to biomembrane polymorphism which may impact intracellular cholesterol transport.
(S,S) Bisoleoyl-lysobisphosphatidic acid is the naturally occurring, biologically activie isomer of LPBA.
Solubility
MeOH:CHCl3 (1:1 v/v) > 1mg/mL
Storage
-20°C
Featured in Publications
1) Abe, A, Shayman, J.A. (2009) “The role of negatively charged lipids in lysosomal phospholipase A2 function.” Journal of Lipid Research. 50(10): 2027-35.2) Chevallier, J. et al. (2008) “Lysobisphosphatidic Acid Controls Endosomal Cholesterol Levels” Journal of Biological Chemistry. 283: 27871-278803)Yang, S-T. et al (2010) “Cell-Penetrating Peptide Induces Leaky Fusion of Liposomes Containing Late Endosome-Specific Anionic Lipid” Biophysical Journal. 8(20): 2525–25334) Alvira, D. et al. (2011) “Inhibition of Protein-tyrosine Phosphatase 1B (PTP1B) Mediates Ubiquitination and Degradation of Bcr-Abl Protein” Journal of Biological Chemistry. 286: 32313-32323.5) Bissig, C. et al. (2013) “Viral Infection Controlled by a Calcium-Dependent Lipid-Binding Module in ALIX” Cell. 25(4): 364-373.6) Baptist, M., et al. (2015). “2,2-Bis(monoacylglycero) PO4 (BMP), but Not 3,1-BMP, Increases Membrane Curvature Stress to Enhance α-Tocopherol Transfer Protein Binding to Membranes.” Lipids January: 1-6.
Documents
Technical Data Sheet
Categories | Lipids |
---|---|
Filter | LBPA, Lysophospholipid |
CAS Number | 288089-44-1 |
Molecular Formula | C58H114NO10P |
Molecular Weight (g/mol) | 1016.5 |
Purity | >95% |
Storage | -20 °C or below |