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710332P

Avanti

14:0 Cardiolipin (ammonium salt)

Avanti Research - A Croda Brand

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:
Molecular Weight:
1275.69
UNSPSC Code:
51191904
NACRES:
NA.25

description

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

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 200 mg (710332P-200mg)
pkg of 1 × 25 mg (710332P-25mg)

manufacturer/tradename

Avanti Research - A Croda Brand

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

General description

14:0 Cardiolipin or TMCL (1,1′,2,2′-tetramyristoyl cardiolipin) is a saturated CL and exists as gel at low temperatures.
Cardiolipin is an anionic phospholipid. The 14:0 indicates the fatty acyl substituents attached to the carbons of glycerol. It is localized to the inner mitochondrial membrane.

Application

14:0 Cardiolipin (ammonium salt) has been used as stable isotope-labeled standard prior to yeast strains high performance liquid chromatography electrospray ionization-tandem mass spectrometry (HPLC-ESI-MS/MS). It may be used as an internal standard in mass spectroscopy and in liposome preparation for electrophysiological studies.
14:0 Cardiolipin (ammonium salt) may be used in lipopeptide synthesis.

Biochem/physiol Actions

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.) Cardiolipin can form micelles/vesicles naturally.
TMCL (1,1′,2,2′-tetramyristoyl cardiolipin) bilayers are useful in generating multilamellar vesicles. Defects in the cardiolipin metabolic associated with Barth syndrome patients. Liposomes of TMCL with 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) and cholesterol are potential drug-delivery systems. TMCL displays temperature dependent thermotropic phase transitions.

Packaging

5 mL Amber Glass Screw Cap Vial (710332P-200mg)
5 mL Amber Glass Screw Cap Vial (710332P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids


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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Role of lipid structure in the humoral immune response in mice to covalent lipid-peptides from the membrane proximal region of HIV-1 gp41
Watson DS and Szoka FC
Vaccine, 27(34), 4672-4683 (2009)
LC/MS analysis of cardiolipins in substantia nigra and plasma of rotenone-treated rats: implication for mitochondrial dysfunction in Parkinson's disease
Tyurina YY, et al.
Free Radical Research, 49(5), 681-691 (2015)
CLD1 Reverses the Ubiquinone Insufficiency of Mutant cat5/coq7 in a Saccharomyces cerevisiae Model System
Kar A, et al.
Testing, 11(9), e0162165-e0162165 (2016)
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
Interactions of Monovalent and Divalent Cations with Cardiolipin Monolayers
Kensbock R, et al.
Langmuir, 35(10), 3624-3633 (2019)

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