Merck
CN
All Photos(1)

Documents

Safety Information

710335C

Avanti

18:1 Cardiolipin

Avanti Polar Lipids

Sign Into View Organizational & Contract Pricing
All Photos(1)
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
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

Storage Class Code

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 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’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

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)
Lipidomics: Technologies and applications (2012)
Cardiolipin and apoptosis
McMillin JB and Dowhan W
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1585(2-3), 97-107 (2002)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service