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710333P

Avanti

16:0 Cardiolipin

Avanti Polar Lipids

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Synonym(s):
1′,3′-bis[1,2-dipalmitoyl-sn-glycero-3-phospho]-glycerol (sodium salt)
Empirical Formula (Hill Notation):
C73H140Na2O17P2
CAS Number:
64043-42-1
Molecular Weight:
1397.81
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (710333P-25mg)

manufacturer/tradename

Avanti Polar Lipids

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

General description

Cardiolipin is a unique phospholipid located in the inner mitochondrial membrane, which makes up to 20% of total lipids. It is a non-bilayer anionic phospholipid, which has four acyl chains and small headgroup.
Cardiolipins are anionic teraacylphospholipid, present in inner mitochondrial membrane eukaryotic cells and bacterial cytoplasmic membranes. 16:0 cardiolipin is synthesized by de novo pathway. 16:0 Cardiolipin binds to myeloid differentiation protein 2 (MD2).
The 16:0 number indicates the fatty acyl substituents attached to the carbons of glycerol.

Application

16:0 Cardiolipin might be suitable to assay mitochondrial fractions for CL-specific phospholipase activity.

Biochem/physiol Actions

Cardiolipin (CL) plays a key role in coordinating energy metabolism in eukaryotes. Metabolic defect in the CL pathway is implicated in dilated cardiomyopathy. CL is essential for mitochondrial functions and apoptosis. Alternations in CL content and their acyl chain composition, contributes to mitochondrial dysfunction in various pathological conditions.
Cardiolipin maintains the mitochondrial function, membrane potential and structural support for the inner mitochondrial membrane and proteins in it. Concentration and composition changes of cardiolipin have been implicated in pathological conditions including ischemia, hypothyroidism, aging, heart failure and cardioskeletal myopathy. The association of cardiolipin and cytochrome c determines the action of proteins involved in oxidative phosphorylation and apoptosis.
Cardiolipin regulates the dynamic organization of membranes and cell division. It is involved in proton uptake pathway. Cardiolipin plays an important role in mitochondrial biogenesis, fusion and fission, respiration and protein import. It modulates cell wall biogenesis, vacuole homeostasis, aging, cell cycle and apoptosis.

Packaging

5 mL Amber Glass Screw Cap Vial (710333P-25mg)

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

755.6 - 820.4 °F

Flash Point(C)

402 - 438 °C

Certificates of Analysis (COA)

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Irina M Le-Deygen et al.
Chemistry and physics of lipids, 228, 104891-104891 (2020-02-15)
Most drugs besides their intended activity, express undesired side effects, including those with the engagement of cell membrane. Previously, such undesired nonspecific effects on the membrane have been shown for a number of widely used nonsteroidal anti-inflammatory drugs. In this
Cardiolipin, alpha-d-glucopyranosyl, and l-lysylcardiolipin from Gram-positive bacteria: FAB MS, monofilm and X-ray powder diffraction studies
Gutberlet T, et al.
Biochimica et Biophysica Acta - Biomembranes, 1463(2) null
Identification of a cardiolipin-specific phospholipase encoded by the gene CLD1 (YGR110W) in yeast
Beranek A, et al.
The Journal of biological chemistry, 284(17), 11572-11578 (2009)
The role of cardiolipin in cardiovascular health
Shen Z, et al.
BioMed Research International, 2015 (2015)
Dichotomous roles for externalized cardiolipin in extracellular signaling: Promotion of phagocytosis and attenuation of innate immunity
Balasubramanian K, et al.
Science Signaling, 8(395), 307-322 (2000)
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