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710335C

Avanti

18:1 Cardiolipin

Avanti Polar Lipids

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

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 Polar Lipids

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

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)

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Reconstitution of Mitochondrial Membrane Proteins into Nanodiscs by Cell-Free Expression
Malhotra K and Alder NN
Methods in Molecular Biology, 155-178 (2017)
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
Mitochondria: Practical Protocols (2018)
The role of cardiolipin in cardiovascular health
Shen Z, et al.
BioMed Research International, 2015 (2015)
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)
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