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Merck

857133C

Avanti

18:1 BMP (S,R)

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

别名:

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

经验公式(希尔记法):
C42H82NO10P
分子量:
792.07
UNSPSC代码:
51191904
NACRES:
NA.25

方案

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

表单

liquid

包装

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

制造商/商品名称

Avanti Research - A Croda Brand 857133C

浓度

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

脂质类型

cardiolipins
phospholipids

运输

dry ice

储存温度

−20°C

SMILES字符串

[H][C@@](COP(OC[C@@]([H])(O)COC(CCCCCCC/C=C\CCCCCCCC)=O)([O-])=O)(O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[NH4+]

InChI

1S/C42H79O10P.H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-41(45)49-35-39(43)37-51-53(47,48)52-38-40(44)36-50-42(46)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h17-20,39-40,43-44H,3-16,21-38H2,1-2H3,(H,47,48);1H3/b19-17-,20-18-;/t39-,40+;

InChI key

YRFISMFFADMBIY-RVSVVSAUSA-N

一般描述

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

应用

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

生化/生理作用

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.

包装

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

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险分类

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

靶器官

Liver,Kidney, Respiratory system

WGK

WGK 3


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

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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