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710335P

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18:1 Cardiolipin

Avanti Research - A Croda Brand

Sinonimo/i:

tetraoleoyl cardiolipin; 1,1′,2,2′-tetra-(9Z-octadecenoyl) cardiolipin (sodium salt); CL(1′-[18:1(9Z)/18:1(9Z)],3′-[18:1(9Z)/18:1(9Z)])

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About This Item

Formula empirica (notazione di Hill):
C81H148O17P2Na2
Numero CAS:
Peso molecolare:
1501.96
Codice UNSPSC:
51191904
NACRES:
NA.25

Descrizione

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

Saggio

>99% (TLC)

Forma fisica

powder

Confezionamento

pkg of 2 × 100 mg (710335P-200mg)
pkg of 5 × 100 mg (710335P-500mg)
pkg of 1 × 25 mg (710335P-25mg)

Produttore/marchio commerciale

Avanti Research - A Croda Brand

Tipo di lipide

phospholipids
cardiolipins

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Descrizione generale

Cardiolipin has two phosphatidyl residues linked by glycerol. It is present in the bacterial membranes. 18:1 cardiolipin or tetraoleoyl cardiolipin (TOCL) is a monounsaturated mitochondrial phospholipid. The bilayer thickness of TOCL is higher than the heart cardiolipin. TOCL bilayers have a larger hydrocarbon chain thickness compared to dioleoyl phosphatidylcholine (DOPC) bilayer.
Cardiolipin is a unique phospholipid located in the inner mitochondrial membrane, which makes up to 20% of total lipids. Cardiolipin is a non-bilayer anionic phospholipid, which has four acyl chains and a small headgroup.
Cardiolipin is an anionic phospholipid.

Applicazioni

18:1 Cardiolipin has been used as a lipid substrate for luminol-enhanced chemiluminescence.
18:1 Cardiolipin has been used:
  • to prepare pure (100%) cardiolipin vesicles
  • to measure the intensity of cytochrome c peroxidase activity by luminescence assay
  • to measure the fluorescence of cytochrome c Trp59 immobilized in biosensor chip
  • to study the association of cytochrome c with anionic phospholipids

18:1 Cardiolipin has been used:
  • in the preparation of liposomes for reconstitution of mechanosensitive channels from bacteria
  • in the immobilization on lipophilic biosensor L1 chip surface
  • as lipid substrate in peroxidase oxidation assay

Azioni biochim/fisiol

18:1 Cardiolipin or tetraoleoyl cardiolipin (TOCL) regulates oxidative phosphorylation and respiration in mitochondria. Metabolic pathway defects in cardiolipin is associated with Barth syndrome patients. TOCL undergoes oxidation in the presence of cytochrome C.
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.
Cardiolipin is involved in the dynamic organization of membranes and in cell division. It regulates the proton uptake pathway. Cardiolipin plays a critical role in mitochondrial biogenesis, fusion and fission, respiration and protein import. It controls cell wall biogenesis, vacuole homeostasis, aging, cell cycle and apoptosis.

Confezionamento

5 mL Clear Glass Sealed Ampule (710335P-200mg)
5 mL Clear Glass Sealed Ampule (710335P-25mg)
5 mL Clear Glass Sealed Ampule (710335P-500mg)

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Comunemente ordinati con questo prodotto

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

755.6 - 820.4 °F

Punto d’infiammabilità (°C)

402 - 438 °C


Certificati d'analisi (COA)

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Sigma-Aldrich

SRE0029

Cardiolipina

Patch clamp characterization of the effect of cardiolipin on MscS of E. coli
Ridone P, et al.
European Biophysics Journal, 44(7), 567-576 (2015)
Lipidomics: Technologies and applications (2012)
Margaret M Elmer-Dixon et al.
Biochemistry, 57(39), 5683-5695 (2018-09-06)
Cytochrome c binds to cardiolipin (CL) on the inner mitochondrial membrane during the initial stages of apoptosis where it oxidizes CL, promoting its release into the cytoplasm where it initiates apoptosis. Previous work has identified interaction sites on cytochrome c
Lipoperoxide radical production during oxidation of cardiolipin in the complex with cytochrome c
Vladimirov YA, et al.
Biochemistry (Moscow) Supplement Series A: Membrane and Cell Biology, 3(4), 467-477 (2009)
Evaluation of cytochrome c affinity to anionic phospholipids by means of surface plasmon resonance
Stepanov G, et al.
Febs Letters, 583(1), 97-100 (2009)

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