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710341C

Avanti

16:0-18:1 Cardiolipin

Avanti Research - A Croda Brand

Synonym(e):

1′,3′-bis[1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho]-glycerol, sodium salt

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25 MG
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25 MG
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About This Item

Empirische Formel (Hill-System):
C77H144Na2O17P2
CAS-Nummer:
Molekulargewicht:
1449.88
UNSPSC-Code:
51191904
NACRES:
NA.25

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Assay

>99% (TLC)

Form

chloroform solution

Verpackung

pkg of 1 × 2.5 mL (710341C-25MG)

Hersteller/Markenname

Avanti Research - A Croda Brand

Konzentration

10 mg/mL in chloroform (710341C-25MG)

Lipid-Typ

cardiolipins
phospholipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

InChI

1S/C77H146O17P2.2Na/c1-5-9-13-17-21-25-29-33-35-39-43-47-51-55-59-63-76(81)93-72(67-87-74(79)61-57-53-49-45-41-37-31-27-23-19-15-11-7-3)69-91-95(83,84)89-65-71(78)66-90-96(85,86)92-70-73(68-88-75(80)62-58-54-50-46-42-38-32-28-24-20-16-12-8-4)94-77(82)64-6

InChIKey

QTGHEOQPDHDHHT-IPKHONCISA-L

Allgemeine Beschreibung

Cardiolipin is a 1,3-diphosphatidyl-sn-glycerol, a homodimeric phospholipid with four fatty acids. Cardiolipin is unique because of its atypical fatty acid composition. It is present in the mitochondrial membrane.[1] CL species are complex in structure and several permutations exists due to variations in the chain length, degree of unsaturation, as well as combinations of four fatty acid substituents.[2]

Biochem./physiol. Wirkung

Cardiolipin is a specific marker of mitochondria and is essential for multiple roles like energy transformation, apoptosis, and membrane integrity.[1] 16:0-18:1 is a nascent cardiolipin acts as a precursor for the synthesis of tetralinoleoyl cardiolipin (TLCL).[3]

Verpackung

5 mL Amber Glass Screw Cap Vial (710341C-25MG)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Beschreibung
Preisangaben

Piktogramme

Skull and crossbonesHealth hazard

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3

Zielorgane

Central nervous system, Liver,Kidney

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3


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Die Dokumentenbibliothek aufrufen

Molecular symmetry in mitochondrial cardiolipins
Schlame M, et al.
Chemistry and Physics of Lipids, 138(1-2), 38-49 (2005)
Clare L Laut et al.
mBio, 11(2) (2020-04-03)
Bacillus anthracis is a spore-forming bacterium that causes devastating infections and has been used as a bioterror agent. This pathogen can survive hostile environments through the signaling activity of two-component systems, which couple environmental sensing with transcriptional activation to initiate
Characterization of cardiolipin as the sodiated ions by positive-ion electrospray ionization with multiple stage quadrupole ion-trap mass spectrometry
Hsu FF and Turk J
Journal of the American Society For Mass Spectrometry, 17(8), 1146-1157 (2006)
The phospholipase iPLA2gamma is a major mediator releasing oxidized aliphatic chains from cardiolipin, integrating mitochondrial bioenergetics and signaling
Liu GY, et al.
The Journal of Biological Chemistry, 292(25), 10672-10684 (2017)
Lavanya Visvabharathy et al.
PLoS pathogens, 16(4), e1008443-e1008443 (2020-04-29)
Staphylococcus aureus (SA) is the causative agent of both skin/soft tissue infections as well as invasive bloodstream infections. Though vaccines have been developed to target both humoral and T cell-mediated immune responses against SA, they have largely failed due to

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