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857131C

Avanti

14:0 BMP (S,R)

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

Synonym(s):

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:
12352211

Assay

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

form

liquid

packaging

pkg of 1 × 1 mL (857131C-10mg)
pkg of 1 × 1 mL (857131C-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 857131C

concentration

10 mg/mL (857131C-10mg)
5 mg/mL (857131C-5mg)

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+]

General description

Bis(monoacylglycerol) phosphate (BMP) is a phospholipid, containing two-phosphate linked fatty acid esterified glycerol molecule. It is present in late endosome, mainly in intraluminal vesicles (ILVs).[1] BMP accounts to 15% of total organelle lipids.[2]

Application

14:0 BMP (S,R) is suitable to use as the internal standard for lipid extractions and mass spectrometric quantification from Detergent-resistant membrane (DRM) and detergent-soluble membrane (DSM) fractions.[3][4]

Biochem/physiol Actions

Bis(monoacylglycerol)phosphate (BMP) plays a key role in cargo sorting[1] and protein and lipid trafficking.[2] The levels of BMP is elevated in lysosomal storage disorders (LSD) including Wolman disease, Niemann Pick disease and neuronal ceroid lipofuscinoses.[1] It is resistant to degradation by the enzyme, acid phospholipase.[5]

Packaging

5 mL Clear Glass Sealed Ampule (857131C-10mg)
5 mL Clear Glass Sealed Ampule (857131C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

Liver,Kidney, Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

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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)
Selective reduction of bis (monoacylglycero) phosphate ameliorates the storage burden in a THP-1 macrophage model of Gaucher disease
Hein LK, et al.
Journal of Lipid Research, 54(6), 1691- 1697 (2013)
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)
Lipid composition of microdomains is altered in neuronopathic Gaucher disease sheep brain and spleen
Hein LK, et al.
Molecular Genetics and Metabolism, 121(3), 259- 270 (2017)
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
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