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857136C

Avanti

18:1 BMP (R,R)

sn-(1-oleoyl-2-hydroxy)-glycerol-3-phospho-sn-3′-(1′-oleoyl-2′-hydroxy)-glycerol (ammonium salt), chloroform

Synonym(s):

bis(monoacyl-glycerol)phosphate, lysobisphosphatidic acid; LBPA

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About This Item

Empirical Formula (Hill Notation):
C42H82NO10P
CAS Number:
1246303-13-8
Molecular Weight:
792.07
UNSPSC Code:
12352211

assay

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

form

chloroform solution

packaging

pkg of 1 × 1 mL (857136C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857136C

concentration

5 mg/mL (857136C-5mg)

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

18:1 BMP (R,R)/Lysobisphosphatidic acid (LBPA) is an unconventional phospholipid. It is usually present in late endosomes. It is also termed as bis(monoacyl-glycerol)phosphate.

Biochem/physiol Actions

18:1 BMP (R,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 (857136C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Certificates of Analysis (COA)

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The stereochemical configuration of lysobisphosphatidic acid from rat liver, rabbit lung and pig lung
Joutti A, et al.
Biochimica et Biophysica Acta, Lipids and Lipid Metabolism, 450(2), 206-209 (1976)
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

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