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Merck

857133C

Avanti

18:1 BMP (S,R)

bis(monooleoylglycero)phosphate (S,R Isomer) (ammonium salt), chloroform

Sinónimos:

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

Fórmula empírica (notación de Hill):
C42H82NO10P
Número de CAS:
Peso molecular:
792.07
UNSPSC Code:
51191904
NACRES:
NA.25

assay

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

form

liquid

packaging

pkg of 1 × 1 mL (857133C-5mg)
pkg of 1 × 2 mL (857133C-50mg)

manufacturer/tradename

Avanti Polar Lipids 857133C

concentration

25 mg/mL (857133C-50mg)
5 mg/mL (857133C-5mg)

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+]

General description

Bis(monoacylglycerol)phosphate (BMP), an acidic phospholipid is mostly found in the lysosomal and endosomal compartments within cells.

Application

18:1 BMP (S,R) is suitable for the analysis of Niemann-Pick C2 (NPC2)-lipid interaction.

Biochem/physiol Actions

Bis(monoacylglycerol)phosphate (BMP) plays a vital role in late endosomes/lysosomes (LE/Lys) degradation pathway. It is involved in digestion and recycling of membranous materials and synthesis of intra luminal vesicles. BMP also regulates cholesterol homeostasis and trafficking of lysosomal enzymes.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Intracellular cholesterol trafficking is dependent upon NPC2 interaction with lysobisphosphatidic acid
McCauliff LA, et al.
eLife, 8 (2019)
Ion mobility and tandem mass spectrometry of phosphatidylglycerol and bis (monoacylglycerol) phosphate (BMP)
Hankin JA, et al.
International Journal of Mass Spectrometry, 378, 255-263 (2015)
Nanjun Liu et al.
Toxicology and applied pharmacology, 279(3), 467-476 (2014-06-27)
The inability to routinely monitor drug-induced phospholipidosis (DIPL) presents a challenge in pharmaceutical drug development and in the clinic. Several nonclinical studies have shown di-docosahexaenoyl (22:6) bis(monoacylglycerol) phosphate (di-22:6-BMP) to be a reliable biomarker of tissue DIPL that can be
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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