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840012P

Avanti

Heart CA

Avanti Polar Lipids 840012P, powder

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Synonym(s):
Cardiolipin (Heart, Bovine) (sodium salt)
CAS Number:
383907-10-6
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 100 mg (840012P-100mg)
pkg of 1 × 25 mg (840012P-25mg)
pkg of 1 × 50 mg (840012P-50mg)

manufacturer/tradename

Avanti Polar Lipids 840012P

lipid type

phosphoglycerides

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=P([O-])(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)OCC([H])(O)COP([O-])(OC[C@]([H])(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCC/C=C\C/C=C\CCCCC)=O)=O.[Na+].[Na+]

InChI

1S/C81H142O17P2.2Na/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2;;/h21-28,33-40,75-77,82H,5-20,29-32,41-74H2,1-4H3,(H,87,88)(H,89,90);;/q;2*+1/p-2/b25-21-,26-22-,27-23-,28-24-,37-33-,38-34-,39-35-,40-36-;;/t76-,77-;;/m1../s1

InChI key

ZGSPNIOCEDOHGS-LBOJVHLDSA-L

General description

Cardiolipin is a unique phospholipid present in the inner mitochondrial membrane, which makes up to 20% of total lipids. It is a non-bilayer anionic phospholipid, which has four acyl chains and small headgroup.

Application

Heart CA has been used as a standard stock solution for its quantitative analysis using liquid chromatography−mass spectrometry (LC-MS)/MS. It has also been used for liposome preparation.

Biochem/physiol Actions

Cardiolipin is involved in the dynamic organization of membranes and in cell division. It is implicated in proton uptake pathway. Cardiolipin plays a vital role in mitochondrial biogenesis, fusion and fission, respiration and protein import. It regulates cell wall biogenesis, vacuole homeostasis, aging, cell cycle and apoptosis.

Packaging

5 mL Clear Glass Sealed Ampule (840012P-100mg)
5 mL Clear Glass Sealed Ampule (840012P-25mg)
5 mL Clear Glass Sealed Ampule (840012P-50mg)

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

Certificates of Analysis (COA)

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Role of cardiolipin in mitochondrial signaling pathways
Dudek J
Frontiers in Cell and Developmental Biology, 5(1), 90-90 (2017)
A rapid and sensitive LC-MS/MS method for quantitative analysis of cardiolipin (18: 2) 4 in human leukocytes and mouse skeletal muscles
Xu G, et al.
Journal of Pharmaceutical and Biomedical Analysis, 158(1), 386-394 (2018)
The role of cardiolipin in cardiovascular health
Shen Z, et al.
BioMed Research International, 2015(1) (2015)
Cryopreservation of lipid bilayers by LEA proteins from Artemia franciscana and trehalose
Moore DS and Hand SC
Cryobiology, 73(2), 240-247 (2016)
Vilius Kurauskas et al.
The journal of physical chemistry letters, 9(5), 933-938 (2018-02-06)
Characterizing the structure of membrane proteins (MPs) generally requires extraction from their native environment, most commonly with detergents. Yet, the physicochemical properties of detergent micelles and lipid bilayers differ markedly and could alter the structural organization of MPs, albeit without
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