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710332C

Avanti

14:0 Cardiolipin (ammonium salt)

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

Synonym(s):

1,1′,2,2′-tetramyristoyl cardiolipin (ammonium salt); 1,1′,2,2′-tetratetradecanoyl cardiolipin (ammonium salt); CL(1′-[14:0/14:0],3′-[14:0/14:0])

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About This Item

Empirical Formula (Hill Notation):
C65H132N2O17P2
CAS Number:
63988-20-5
Molecular Weight:
1275.69
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

solution

packaging

pkg of 1 × 2.5 mL (710332C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 710332C

concentration

10 mg/mL (710332C-25mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

General description

14:0 Cardiolipin is an acidic phospholipid. Structurally, cardiolipin comprises three glycerol moieties and four acyl chains and is localized in the inner membrane of mitochondria. 14:0 Cardiolipin contains four myristic acid as acyl chain.

Application

14:0 Cardiolipin (1′,3′-bis[1,2-dimyristoyl-sn-glycero-3-phospho]-glycerol (ammonium salt)) has been used:
  • as a standard in tandem mass spectrometry
  • in the preparation of membrane proximal region (MPR) of human immunodeficiency virus (HIV-1) glycoprotein 41 (gp41)-lipopeptide conjugate and liposomes
  • as a component of micelle for suspending C8 ceramide substrate in ceramide kinase assay

Biochem/physiol Actions

Cardiolipin (CL) plays a key role in oxidative phosphorylation. CL is essential for energy production and in the activation of apoptosis. Deficiency of CL is associated with the development of diabetes and age-related heart failure. Anomalies associated with CL composition is observed in Barth Syndrome (BTHS).

Packaging

5 mL Clear Glass Sealed Ampule (710332C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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

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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Ninus Simonzadeh
Journal of chromatographic science, 47(4), 304-308 (2009-05-02)
Phospholipids, such as 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC), and 1,1',2,2'-tetramyristoyl cardiolipin, along with cholesterol, form liposomes in aqueous media and have been investigated at NeoPharm (Lake Bluff, IL) as drug-delivery systems. To accurately assess the effectiveness of various formulations involving the use of
Alicja Bukowska et al.
European journal of pharmacology, 869, 172875-172875 (2019-12-27)
There is growing evidence for the contribution of the activated coagulation factor X (FXa) in the development of chronic inflammatory lung diseases. Therefore, we aimed to investigate effects of exogenous FXa on mitochondrial and metabolic function as well as the
Anja Stulz et al.
Langmuir : the ACS journal of surfaces and colloids, 35(49), 16366-16376 (2019-11-12)
Most antimicrobial peptides (AMPs) and their synthetic mimics (SMAMPs) are thought to act by permeabilizing cell membranes. For antimicrobial therapy, selectivity for pathogens over mammalian cells is a key requirement. Understanding membrane selectivity is thus essential for designing AMPs and
Julia Muenzner et al.
The journal of physical chemistry. B, 117(42), 12878-12886 (2013-05-30)
Interactions of cytochrome c (cyt c) with a unique mitochondrial glycerophospholipid cardiolipin (CL) are relevant for the protein's function in oxidative phosphorylation and apoptosis. Binding to CL-containing membranes promotes cyt c unfolding and dramatically enhances the protein's peroxidase activity, which
Adwitiya Kar et al.
PloS one, 11(9), e0162165-e0162165 (2016-09-08)
Ubiquinone (Qn) functions as a mobile electron carrier in mitochondria. In humans, Q biosynthetic pathway mutations lead to Q10 deficiency, a life threatening disorder. We have used a Saccharomyces cerevisiae model of Q6 deficiency to screen for new modulators of
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