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857131P

Avanti

14:0 BMP (S,R)

bis(monomyristoylglycero)phosphate (S,R Isomer) (ammonium salt), powder

Synonym(s):

Bis(monoacylglycerol)phosphate, sn-(3-tetradecanoyl-2-hydroxy)-glycerol-1-phospho-sn-3′-(1′-tetradecanoyl-2′-hydroxy)-glycerol (ammonium salt); lysobisphosphatidic acid; LBPA; 110857

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About This Item

Empirical Formula (Hill Notation):
C34H70NO10P
CAS Number:
325466-03-3
Molecular Weight:
683.89
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (BMP (contains 30% positional isomers), TLC)

form

powder

packaging

pkg of 1 × 10 mg (857131P-10mg)
pkg of 1 × 5 mg (857131P-5mg)

manufacturer/tradename

Avanti Polar Lipids 857131P

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@](COP(OC[C@@]([H])(O)COC(CCCCCCCCCCCCC)=O)([O-])=O)(O)COC(CCCCCCCCCCCCC)=O.[NH4+]

General description

Bis(monoacylglycerol)phosphate (BMP)/lysobisphosphatidic acid is a phospholipid, that has two phosphate-linked glycerol molecules. This phosphate-linked glycerol molecules are present in an unusual sn-1 glycerophospho-sn-1′ glycerol stereo conformation, and each glycerol molecule esterified with fattyacid. It is usually seen in the intraluminal vesicles (ILVs) of late endosomes and lysosomes.

Biochem/physiol Actions

Bis(monoacylglycerol)phosphate (BMP)/lysobisphosphatidic acid actively participates in cargo sorting by inducing the degradation and sorting of lipids. It also plays a major role in polyunsaturated fatty acid (PUFA) sorting in acidic organelles.

Packaging

5 mL Amber Glass Screw Cap Vial (857131P-10mg)
5 mL Amber Glass Screw Cap Vial (857131P-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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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)
Roger Lawrence et al.
Molecular genetics and metabolism reports, 21, 100524-100524 (2019-11-14)
GM1 gangliosidosis is a rare autosomal recessive genetic disorder caused by the disruption of the GLB1 gene that encodes β-galactosidase, a lysosomal hydrolase that removes β-linked galactose from the non-reducing end of glycans. Deficiency of this catabolic enzyme leads to
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
Jordon M Inloes et al.
Biochemistry, 57(39), 5759-5767 (2018-09-18)
Deleterious mutations in the serine hydrolase DDHD domain containing 1 (DDHD1) cause the SPG28 subtype of the neurological disease hereditary spastic paraplegia (HSP), which is characterized by axonal neuropathy and gait impairments. DDHD1 has been shown to display PLA1-type phospholipase

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