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857135P

Avanti

18:1 BMP (S,S)

Avanti Research™ - A Croda Brand

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
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Product Name

18:1 BMP (S,S), sn-(3-oleoyl-2-hydroxy)-glycerol-1-phospho-sn-1′-(3′-oleoyl-2′-hydroxy)-glycerol (ammonium salt), powder

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 Research™ - A Croda Brand 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+]

InChI

1S/C42H79O10P.H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-35-39(43)37-51-53(47,48)52-38-40(44)36-50-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48);1H3/b19-17-,20-18-;/t39-,40-;/m0./s1

InChI key

YRFISMFFADMBIY-BXURRMQSSA-N

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

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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)
View All Related Papers

Global Trade Item Number

SKUGTIN
857135P-5MG04061835232055
857135P-10MG04061835232048