710337C

14:1 Cardiolipin

Avanti Research^™ - A Croda Brand 710337C

• Synonym(s): 1′,3′-bis[1,2-dimyristoleoyl-sn-glycero-3-phospho]-glycerol (sodium salt)
• Empirical Formula (Hill Notation): C₆₅H₁₁₆Na₂O₁₇P₂
• CAS Number: 2260669-33-6
• Molecular Weight: 1277.53
• UNSPSC Code: 12352211
• NACRES: NA.25

Properties

• Assay: >99% (TLC)
• form: liquid
• packaging: pkg of 1 × 1 mL (710337C-5mg); pkg of 1 × 2.5 mL (710337C-25mg)
• manufacturer/tradename: Avanti Research^™ - A Croda Brand 710337C
• concentration: 10 mg/mL (710337C-25mg); 5 mg/mL (710337C-5mg)
• lipid type: phospholipids; cardiolipins
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: O=P([O-])(OC[C@]([H])(OC(CCCCCCC/C=C\CCCC)=O)COC(CCCCCCC/C=C\CCCC)=O)OCC([H])(O)COP([O-])(OC[C@]([H])(OC(CCCCCCC/C=C\CCCC)=O)COC(CCCCCCC/C=C\CCCC)=O)=O.[Na+].[Na+]
• InChI key: KMIXSFXJUMNKKR-IVOFNDPZSA-L

Description

General description

3β,7α-dihydroxy-5-cholestenoic acid is a sterol derived from cholestenoic acid.

Cardiolipin is an anionic phospholipid containing four acyl chains and small headgroup.[1]

Cardiolipin is localized in the inner membrane of mitochondria. It contains 18 carbon atoms, 3-phosphatidyl groups connected via a glycerol bridge. It is an important component of ATP synthase enzyme.[2]

Application

14:1 Cardiolipin may be used as reference standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS).[3] It may also be used in the quantification of mitochondrial phospholipids[4] and yeast respiratory chain complex[5] using mass spectrometry.

Biochem/physiol Actions

Cardiolipin and cytochrome c interaction determines the function of proteins involved in oxidative phosphorylation and apoptosis.[6] Cardiolipin involved in proton uptake pathway maintains the structure of enzymes participating.[1] Cardiolipin controls the mitochondrial function and membrane potential. It offers structural support for the inner mitochondrial membrane and proteins in it. Altered cardiolipin concentration and composition have been implicated in pathological conditions including ischemia, hypothyroidism, aging, heart failure and cardioskeletal myopathy.

TMCL (1,1′,2,2′-tetramyristoyl cardiolipin) bilayers are useful in generating multilamellar vesicles. Defects in the metabolic pathway of cardiolipin is associated with Barth syndrome patients.[2] Liposomes of TMCL with 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) and cholesterol are potential drug-delivery systems.[7] TMCL displays temperature dependant thermotropic phase transitions.[8]

Packaging

5 mL Clear Glass Sealed Ampule (710337C-25mg)

5 mL Clear Glass Sealed Ampule (710337C-5mg)

ST503: 3 Vial/Ampule Tray with Outer Cardboard Box (3-1/8" x 29/32" x 2-15/16") (710337C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H302,H315,H319,H331,H336,H351,H361d,H372,H412
• Precautionary Statements: P201 - P273 - P301 + P312 + P330 - P302 + P352 - P304 + P340 + P311 - P308 + P313
• 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