857135P
Avanti
18:1 BMP (S,S)
sn-(3-oleoyl-2-hydroxy)-glycerol-1-phospho-sn-1′-(3′-oleoyl-2′-hydroxy)-glycerol (ammonium salt), powder
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All Photos(2)
Synonym(s):
lysobisphosphatidic acid; LBPA
Empirical Formula (Hill Notation):
C42H82NO10P
Recommended Products
Assay
>99% (BMP (contains 30% positional isomers), TLC)
form
powder
packaging
pkg of 1 × 10 mg (857135P-10mg)
pkg of 1 × 5 mg (857135P-5mg)
manufacturer/tradename
Avanti Polar Lipids 857135P
lipid type
cardiolipins
phospholipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
[H][C@](COP(OC[C@@]([H])(O)COC(CCCCCCC/C=C\CCCCCCCC)=O)([O-])=O)(O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[NH4+]
General description
Bis(monoacylglycerol) phosphate (BMP) is a phospholipid containing two-phosphate linked fatty acid esterified glycerol molecule. It is present in late endosome, majorly in intraluminal vesicles (ILVs) and is hydrolyzed by BMP hydrolase. BMP accounts to 15% of total organelle lipids.
Application
18:1 BMP (S,S) may be used as an external standard for calibration in ultra performance liquid chromatography-mass spectrometry (UPLC-MS) and as an internal standard in liquid chromatography - tandem mass spectrometer (LC-MS) for quantification of lipids from tissues.It may also be used in liposome preparation for dengue virus fusion studies.
Biochem/physiol Actions
Bis(monoacylglycerol)phosphate (BMP) plays a key role in cargo sorting and protein and lipid trafficking. The levels of BMP is elevated in lysosomal storage disorders (LSD) including Wolman disease, Niemann Pick disease and neuronal ceroid lipofuscinoses. It is resistant to degradation by the enzyme, acid phospholipase.
Packaging
5 mL Clear Glass Sealed Ampule (857135P-10mg)
5 mL Clear Glass Sealed Ampule (857135P-5mg)
WGK
WGK 3
Certificates of Analysis (COA)
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Dengue virus ensures its fusion in late endosomes using compartment-specific lipids
Zaitseva E, et al.
PLoS Pathogens, 6(10), e1001131-e1001131 (2010)
Metabolic disease and ABHD6 alter the circulating bis (monoacylglycerol) phosphate profile in mice and humans
Grabner GF, et al.
Journal of Lipid Research, jlr-M093351 (2019)
Group XV phospholipase A2, a lysosomal phospholipase A2.
Shayman J A, et al.
Progress in Lipid Research, 50(1), 1-13 (2011)
Elena Zaitseva et al.
PLoS pathogens, 6(10), e1001131-e1001131 (2010-10-16)
Many enveloped viruses invade cells via endocytosis and use different environmental factors as triggers for virus-endosome fusion that delivers viral genome into cytosol. Intriguingly, dengue virus (DEN), the most prevalent mosquito-borne virus that infects up to 100 million people each
Hirotami Matsuo et al.
Science (New York, N.Y.), 303(5657), 531-534 (2004-01-24)
What are the components that control the assembly of subcellular organelles in eukaryotic cells? Although membranes can clearly be distorted by cytosolic factors, very little is known about the intrinsic mechanisms that control the biogenesis, shape, and organization of organellar
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