857131 | 14:0 BMP (S,R)

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

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14:0 BMP (S,R)

14:0 BMP (S,R)

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

Hygroscopic
No
Light Sensitive
No
Molecular Formula
C34H70NO10P
Percent Composition
C 59.71%, H 10.32%, N 2.05%, O 23.39%, P 4.53%
Purity
>99% BMP (contains 30% positional isomers)
Stability
1 Years
Storage Temperature
-20°C
CAS Number
325466-03-3
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
683.894
Exact Mass
683.474
Synonyms
sn-(3-tetradecanoyl-2-hydroxy)-glycerol-1-phospho-sn-3'-(1'-tetradecanoyl-2'-hydroxy)-glycerol (ammonium salt)
lysobisphosphatidic acid
LBPA
110857

Song JW, Lam SM, Fan X, Cao WJ, Wang SY, Tian H, Chua GH, Zhang C, Meng FP, Xu Z, Fu JL, Huang L, Xia P, Yang T, Zhang S, Li B, Jiang TJ, Wang R, Wang Z, Shi M, Zhang JY, Wang FS, Shui G. Omics-Driven Systems Interrogation of Metabolic Dysregulation in COVID-19 Pathogenesis. Cell Metab. 2020 Jun 24:S1550-4131(20)30317-X. doi: 10.1016/j.cmet.2020.06.016. Epub ahead of print. PMID: 32610096; PMCID: PMC7311890.

 PubMed ID: 32610096

Grabner GF, Fawzy N, Schreiber R, Pusch LM, Bulfon D, Koefeler H, Eichmann TO, Lass A, Schweiger M, Marsche G, Schoiswohl G, Taschler U, Zimmermann R. Metabolic regulation of the lysosomal cofactor bis(monoacylglycero)phosphate in mice. J Lipid Res. 2020 Apr 29:jlr.RA119000516. doi: 10.1194/jlr.RA119000516. Epub ahead of print. PMID: 32350080.

 PubMed ID: 32350080

Lawrence R, Van Vleet JL, Mangini L, Harris A, Martin N, Clark W, Chandriani S, LeBowitz JH, Giugliani R, d'Azzo A, Yogalingam G, Crawford BE. Characterization of glycan substrates accumulating in GM1 Gangliosidosis. Mol Genet Metab Rep. 2019 Nov 3;21:100524. doi: 10.1016/j.ymgmr.2019.100524. eCollection 2019 Dec.

 PubMed ID: 31720227

Pajed L, Wagner C, Taschler U, Schreiber R, Kolleritsch S, Fawzy N, Pototschnig I, Schoiswohl G, Pusch LM, Wieser BI, Vesely P, Hoefler G, Eichmann TO, Zimmermann R, Lass A. Hepatocyte-specific deletion of lysosomal acid lipase leads to cholesteryl ester but not triglyceride or retinyl ester accumulation. J Biol Chem. 2019 Jun 7;294(23):9118-9133. doi: 10.1074/jbc.RA118.007201. Epub 2019 Apr 25.

 PubMed ID: 31023823

Lee JC, Yang JS, Moon MH. Simultaneous Relative Quantification of Various Polyglycerophospholipids with Isotope-Labeled Methylation by Nanoflow Ultrahigh Performance Liquid Chromatography-Tandem Mass Spectrometry. Anal Chem. 2019 May 21;91(10):6716-6723. doi: 10.1021/acs.analchem.9b00800. Epub 2019 Apr 30.

 PubMed ID: 31008580

Ichimizu S, Watanabe H, Maeda H, Hamasaki K, Ikegami K, Chuang VTG, Kinoshita R, Nishida K, Shimizu T, Ishima Y, Ishida T, Seki T, Katsuki H, Futaki S, Otagiri M, Maruyama T. Cell-penetrating mechanism of intracellular targeting albumin: Contribution of macropinocytosis induction and endosomal escape. J Control Release. 2019 May 10;304:156-163. doi: 10.1016/j.jconrel.2019.05.015. [Epub ahead of print]

 PubMed ID: 31082432

Grabner GF, Fawzy N, Pribasnig M, Trieb M, Taschler U, Holzer M, Schweiger M, Wolinski H, Kolb D, Horvath A, Breinbauer R, Ruelicke T, Rabl R, Lass A, Stadlbauer V, Hutter-Paier B, Stauber RE, Fickert P, Zechner R, Marsche G, Eichmann TO, Zimmermann R. Metabolic disease and ABHD6 alter the circulating bis(monoacylglycerol)phosphate profile in mice and humans. J Lipid Res. 2019 Mar 20. pii: jlr.M093351. doi: 10.1194/jlr.M093351. [Epub ahead of print]

 PubMed ID: 30894461

Kyle JE, Burnum-Johnson KE, Wendler JP, Eisfeld AJ, Halfmann PJ, Watanabe T, Sahr F, Smith RD, Kawaoka Y, Waters KM, Metz TO. Plasma lipidome reveals critical illness and recovery from human Ebola virus disease. Proc Natl Acad Sci U S A. 2019 Feb 26;116(9):3919-3928. doi: 10.1073/pnas.1815356116. Epub 2019 Feb 11.

 PubMed ID: 30808769

Kyle JE, Burnum-Johnson KE, Wendler JP, Eisfeld AJ, Halfmann PJ, Watanabe T, Sahr F, Smith RD, Kawaoka Y, Waters KM, Metz TO. Plasma lipidome reveals critical illness and recovery from human Ebola virus disease. Proc Natl Acad Sci U S A. 2019 Feb 26;116(9):3919-3928. doi: 10.1073/pnas.1815356116. Epub 2019 Feb 11.

 PubMed ID: 30808769

Inloes JM, Jing H, Cravatt BF. The Spastic Paraplegia-Associated Phospholipase DDHD1 Is a Primary Brain Phosphatidylinositol Lipase. Biochemistry. 2018 Sep 17. doi: 10.1021/acs.biochem.8b00810. [Epub ahead of print]

 PubMed ID: 30221923

Zaitseva, E., Yang, S.T., Melikov, K., Pourmal, S., Chernomordik, L.V. (2010) Dengue virus ensures its fusion in late endosomes using compartment-specific lipids. PLoS Pathog. 6(10). pii: e1001131. [PubMed]

 PubMed ID: 20949067