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Merck

857131C

Avanti

14:0 BMP (S,R)

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

Sinónimos:

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

Fórmula empírica (notación de Hill):
C34H70NO10P
Número de CAS:
Peso molecular:
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

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

Liver,Kidney, 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


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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)
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)
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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