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Merck

710335C

Avanti

18:1 Cardiolipin

Avanti Research™ - A Croda Brand

Synonym(s):

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

Empirical Formula (Hill Notation):
C81H148O17P2Na2
CAS Number:
115404-77-8
Molecular Weight:
1501.96
MDL number:
MFCD00057815
NACRES:
NA.25
UNSPSC Code:
51191904

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description

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

assay

>99% (TLC)

form

solution

packaging

pkg of 1 × 2.5 mL (710335C-25mg), pkg of 2 × 4 mL (710335C-200mg), pkg of 5 × 4 mL (710335C-500mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

concentration

10 mg/mL (710335C-25mg), 25 mg/mL (710335C-200mg), 25 mg/mL (710335C-500mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

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General description

Cardiolipin has two phosphatidyl residues linked by glycerol. 18:1 Cardiolipin or tetraoleoyl cardiolipin (TOCL) is a monounsaturated phospholipid present in mitochondria. 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 possesses four acyl chains and a small headgroup.
Cardiolipin is an anionic phospholipid.

Application

18:1 Cardiolipin has been used as a lipid standard in radiolabeling assay.
18:1 Cardiolipin has been used for preparing solubilized lipids to assemble nanodiscs.
18:1 Cardiolipin has been used:
  • in liposome preparation for reconstituting yeast AAA ATPase protein, Msp1
  • in in vitro translation system for RNA transfection
  • as a synthetic lipid component to mimic mitochondrial inner membrane

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 is involved in the dynamic organization of membranes and in cell division. It modulates 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.
Cardiolipin participates in proton uptake pathway and also maintains the structure of enzymes involved. 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.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

67-66-3

CAS No.

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Phosphatidylglycerophosphate phosphatase is required for root growth in Arabidopsis
Lin YC, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1863(6), 563-575 (2018)
The role of cardiolipin in cardiovascular health
Shen Z, et al.
BioMed Research International, 2015 (2015)
Reconstitution of Mitochondrial Membrane Proteins into Nanodiscs by Cell-Free Expression
Malhotra K and Alder NN
Methods in Molecular Biology, 155-178 (2017)
Lipidomics: Technologies and applications (2012)
The
Mitochondria: Practical Protocols (2018)
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