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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

Synonym(s):

lysobisphosphatidic acid; LBPA

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About This Item

Empirical Formula (Hill Notation):
C42H82NO10P
CAS Number:
1246303-12-7
Molecular Weight:
792.07
UNSPSC Code:
51191904
NACRES:
NA.25

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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

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