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857131P

Avanti

14:0 BMP (S,R)

Avanti Research™ - A Croda Brand

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
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Product Name

14:0 BMP (S,R), bis(monomyristoylglycero)phosphate (S,R Isomer) (ammonium salt), powder

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 Research™ - A Croda Brand 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+]

InChI

1S/C34H67O10P.H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(37)41-27-31(35)29-43-45(39,40)44-30-32(36)28-42-34(38)26-24-22-20-18-16-14-12-10-8-6-4-2;/h31-32,35-36H,3-30H2,1-2H3,(H,39,40);1H3/t31-,32+;

InChI key

NNTPILCZAQYMLP-CWZMXPKOSA-N

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

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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
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Global Trade Item Number

SKUGTIN
857131P-5MG04061835231997