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Merck

710337C

Avanti

14:1 Cardiolipin

Avanti Research - A Croda Brand 710337C

Sinónimos:

1′,3′-bis[1,2-dimyristoleoyl-sn-glycero-3-phospho]-glycerol (sodium salt)

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About This Item

Fórmula empírica (notación de Hill):
C65H116Na2O17P2
Número de CAS:
Peso molecular:
1277.53
Código UNSPSC:
12352211
NACRES:
NA.25

Análisis

>99% (TLC)

formulario

liquid

envase

pkg of 1 × 1 mL (710337C-5mg)
pkg of 1 × 2.5 mL (710337C-25mg)

fabricante / nombre comercial

Avanti Research - A Croda Brand 710337C

concentración

10 mg/mL (710337C-25mg)
5 mg/mL (710337C-5mg)

tipo de lípido

phospholipids
cardiolipins

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

O=P([O-])(OC[C@]([H])(OC(CCCCCCC/C=C\CCCC)=O)COC(CCCCCCC/C=C\CCCC)=O)OCC([H])(O)COP([O-])(OC[C@]([H])(OC(CCCCCCC/C=C\CCCC)=O)COC(CCCCCCC/C=C\CCCC)=O)=O.[Na+].[Na+]

Categorías relacionadas

Descripción general

3β,7α-dihydroxy-5-cholestenoic acid is a sterol derived from cholestenoic acid.
Cardiolipin is an anionic phospholipid containing four acyl chains and small headgroup.
Cardiolipin is localized in the inner membrane of mitochondria. It contains 18 carbon atoms, 3-phosphatidyl groups connected via a glycerol bridge. It is an important component of ATP synthase enzyme.

Aplicación

14:1 Cardiolipin may be used as reference standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS). It may also be used in the quantification of mitochondrial phospholipids and yeast respiratory chain complex using mass spectrometry.

Acciones bioquímicas o fisiológicas

Cardiolipin and cytochrome c interaction determines the function of proteins involved in oxidative phosphorylation and apoptosis. Cardiolipin involved in proton uptake pathway maintains the structure of enzymes participating. Cardiolipin controls the mitochondrial function and membrane potential. It offers structural support for the inner mitochondrial membrane and proteins in it. Altered cardiolipin concentration and composition have been implicated in pathological conditions including ischemia, hypothyroidism, aging, heart failure and cardioskeletal myopathy.
TMCL (1,1′,2,2′-tetramyristoyl cardiolipin) bilayers are useful in generating multilamellar vesicles. Defects in the metabolic pathway of cardiolipin is associated with Barth syndrome patients. Liposomes of TMCL with 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) and cholesterol are potential drug-delivery systems. TMCL displays temperature dependant thermotropic phase transitions.

Envase

5 mL Clear Glass Sealed Ampule (710337C-25mg)
5 mL Clear Glass Sealed Ampule (710337C-5mg)
ST503: 3 Vial/Ampule Tray with Outer Cardboard Box (3-1/8" x 29/32" x 2-15/16") (710337C-5mg)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictogramas

Skull and crossbonesHealth hazard

Palabra de señalización

Danger

Clasificaciones de peligro

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

Órganos de actuación

Central nervous system, Liver,Kidney

Clase de riesgo para el agua (WGK)

WGK 3


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

Arrangement of the respiratory chain complexes in Saccharomyces cerevisiae supercomplex III2IV2 revealed by single particle cryo-electron microscopy
Mileykovskaya E, et al.
The Journal of Biological Chemistry, 287(27), 23095-23103 (2012)
Simultaneous quantification of cardiolipin, bis (monoacylglycero) phosphate and their precursors by hydrophilic interaction LC- MS/MS including correction of isotopic overlap
Scherer M, et al.
Analytical Chemistry, 82(21), 8794-8799 (2010)
Interactions of Monovalent and Divalent Cations with Cardiolipin Monolayers
Kensbock R, et al.
Langmuir, 35(10), 3624-3633 (2019)
Calorimetric, X-ray diffraction, and spectroscopic studies of the thermotropic phase behavior and organization of tetramyristoyl cardiolipin membranes
Lewis RNAH, et al.
Biophysical Journal, 92(9), 3166-3177 (2007)
DNAJC19, a mitochondrial cochaperone associated with cardiomyopathy, forms a complex with prohibitins to regulate cardiolipin remodeling
Richter-Dennerlein R, et al.
Cell Metabolism, 20(1), 158-171 (2014)

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