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Merck
CN

857133P

Avanti

18:1 BMP (S,R)

Avanti Research™ - A Croda Brand

Synonym(s):

sn-(3--(9Z-octadecenoyl)-2-hydroxy)-glycerol-1-phospho-sn-3′-(1′--(9Z-octadecenoyl)-2′-hydroxy)-glycerol (ammonium salt); lysobisphosphatidic acid; LBPA; 110729

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About This Item

Empirical Formula (Hill Notation):
C42H82NO10P
CAS Number:
326495-20-9
Molecular Weight:
792.07
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

18:1 BMP (S,R), bis(monooleoylglycero)phosphate (S,R Isomer) (ammonium salt), powder

Assay

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

form

powder

packaging

pkg of 1 × 5 mg (857133P-5mg)
pkg of 1 × 50 mg (857133P-50mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857133P

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 key

YRFISMFFADMBIY-RVSVVSAUSA-N

General description

18:1 BMP (S,R)/bis(monoacylglycero)phosphate (BMP) is also referred as lysobisphosphatidic acid. It is located to the membranes of endosomal origin.

Application

18:1 BMP (S,R) is suitable for use in the preparation of lipid vesicles.

Biochem/physiol Actions

18:1 BMP (S,R)/Lysobisphosphatidic acid (LBPA) can modulate endosomal cholesterol levels. It participates in cholesterol transport. LBPA helps to regulate the cholesterol storage capacity of endosomes.

Packaging

5 mL Clear Glass Sealed Ampule (857133P-50mg)
5 mL Clear Glass Sealed Ampule (857133P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Lysobisphosphatidic acid controls endosomal cholesterol levels
Chevallier J, et al.
The Journal of Biological Chemistry, 283(41), 27871-27880 (2008)
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
Sophia C Goodchild et al.
PloS one, 9(8), e104492-e104492 (2014-08-08)
Although the molecular mechanisms underlying the pathology of amyloidoses are not well understood, the interaction between amyloid proteins and cell membranes is thought to play a role in several amyloid diseases. Amyloid fibrils of β2-microglobulin (β2m), associated with dialysis-related amyloidosis

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