710335 | 18:1 Cardiolipin

1',3'-bis[1,2-dioleoyl-sn-glycero-3-phospho]-glycerol (sodium salt)

18:1 Cardiolipin

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Size SKU Packaging Price
25mg 710335P-25mg 710335P-25mg 1 x 25mg $135.50
200mg 710335P-200mg 710335P-200mg 2 x 100mg $466.00
500mg 710335P-500mg 710335P-500mg 5 x 100mg $830.00
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Chloroform

Size SKU Packaging Price
25mg 710335C-25mg 710335C-25mg 1 x 25mg 10mg/mL 2.5mL $135.50 135.5
200mg 710335C-200mg 710335C-200mg 2 x 100mg 25mg/mL 4mL $466.00 466
500mg 710335C-500mg 710335C-500mg 5 x 100mg 25mg/mL 4mL $830.00 830
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Info

18:1 Cardiolipin

1',3'-bis[1,2-dioleoyl-sn-glycero-3-phospho]-glycerol (sodium salt)

Data
Hygroscopic
Yes
Light Sensitive
No
Molecular Formula
C81H148O17P2Na2
Percent Composition
C 64.77%, H 9.93%, Na 3.06%, O 18.11%, P 4.12%
Purity
>99%
Stability
1 Year
Storage Temperature
-20°C
CAS Number
115404-77-8
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
1501.959
Exact Mass
1500.999
Synonyms
tetraoleoyl cardiolipin
1,1',2,2'-tetra-(9Z-octadecenoyl) cardiolipin (sodium salt)
CL(1'-[18:1(9Z)/18:1(9Z)],3'-[18:1(9Z)/18:1(9Z)])
Solubility in Different Solvents
Soluble in ethanol, water, and Chloroform:Methanol:Water (73:23:3) at 5mg/mL
References

Steele HBB, Elmer-Dixon MM, Rogan JT, Ross JBA, Bowler BE. The Human Cytochrome c Domain-Swapped Dimer Facilitates Tight Regulation of Intrinsic Apoptosis. Biochemistry. 2020 Jun 9;59(22):2055-2068. doi: 10.1021/acs.biochem.0c00326. Epub 2020 Jun 1. PMID: 32428404; PMCID: PMC7291863.

PubMed ID: 32428404

Kreiter J, Beitz E, Pohl EE. A Fluorescence-Based Method to Measure ADP/ATP Exchange of Recombinant Adenine Nucleotide Translocase in Liposomes. Biomolecules. 2020 Apr 29;10(5):E685. doi: 10.3390/biom10050685. PMID: 32365477.

PubMed ID: 32365477

van 't Klooster JS, Cheng TY, Sikkema HR, Jeucken A, Moody B, Poolman B. Periprotein lipidomes of Saccharomyces cerevisiae provide a flexible environment for conformational changes of membrane proteins. Elife. 2020 Apr 17;9:e57003. doi: 10.7554/eLife.57003. PMID: 32301705; PMCID: PMC7182430.

PubMed ID: 32301705

Cetuk H, Maramba J, Britt M, Scott AJ, Ernst RK, Mihailescu M, Cotten ML, Sukharev S. Differential interactions of Piscidins with phospholipids and lipopolysaccharides at membrane interfaces. Langmuir. 2020 Apr 19. doi: 10.1021/acs.langmuir.0c00017. Epub ahead of print. PMID: 32306736.

PubMed ID: 32306736

Goes A, Lapuhs P, Kuhn T, Schulz E, Richter R, Panter F, Dahlem C, Koch M, Garcia R, Kiemer AK, Müller R, Fuhrmann G. Myxobacteria-Derived Outer Membrane Vesicles: Potential Applicability Against Intracellular Infections. Cells. 2020 Jan 12;9(1):E194. doi: 10.3390/cells9010194. PMID: 31940898.

PubMed ID: 31940898

Chi X, Nguyen D, Pemberton JM, Osterlund EJ, Liu Q, Brahmbhatt H, Zhang Z, Lin J, Leber B, Andrews DW. The carboxyl-terminal sequence of bim enables bax activation and killing of unprimed cells. Elife. 2020 Jan 24;9:e44525. doi: 10.7554/eLife.44525. PMID: 31976859; PMCID: PMC6980855.

PubMed ID: 31976859

Orczyk M, Wojciechowski K, Brezesinski G. The influence of steroidal and triterpenoid saponins on monolayer models of the outer leaflets of human erythrocytes, E. coli and S. cerevisiae cell membranes. J Colloid Interface Sci. 2019 Dec 14;563:207-217. doi: 10.1016/j.jcis.2019.12.014. [Epub ahead of print]. PMID: 31874308.

PubMed ID: 31874308

Godino E, López JN, Foschepoth D, Cleij C, Doerr A, Castellà CF, Danelon C. De novo synthesized Min proteins drive oscillatory liposome deformation and regulate FtsA-FtsZ cytoskeletal patterns. Nat Commun. 2019 Oct 31;10(1):4969. doi: 10.1038/s41467-019-12932-w.

PubMed ID: 31672986

Pizzuto M, Lonez C, Baroja-Mazo A, Martínez-Banaclocha H, Tourlomousis P, Gangloff M, Pelegrin P, Ruysschaert JM, Gay NJ, Bryant CE. Saturation of acyl chains converts cardiolipin from an antagonist to an activator of Toll-like receptor-4. Cell Mol Life Sci. 2019 Sep;76(18):3667-3678. doi: 10.1007/s00018-019-03113-5. Epub 2019 May 6.

PubMed ID: 31062071

Nakagawara C, Arioka M. Distinct enzymatic and cellular characteristics of two phospholipases A1 in Aspergillus oryzae. Biochem Biophys Res Commun. 2019 Oct 22;518(4):644-650. doi: 10.1016/j.bbrc.2019.08.087. Epub 2019 Aug 26.

PubMed ID: 31466721

Jiao H, Yin Y, Liu Z. Structures of the Mitochondrial CDP-DAG Synthase Tam41 Suggest a Potential Lipid Substrate Pathway from Membrane to the Active Site. Structure. 2019 Aug 6;27(8):1258-1269.e4. doi: 10.1016/j.str.2019.04.017. Epub 2019 Jun 6.

PubMed ID: 31178220

Malishev R, Nandi S, Śmiłowicz D, Bakavayev S, Engel S, Bujanover N, Gazit R, Metzler-Nolte N, Jelinek R. Interactions between BIM Protein and Beta-Amyloid May Reveal a Crucial Missing Link between Alzheimer's Disease and Neuronal Cell Death. ACS Chem Neurosci. 2019 Jun 12. doi: 10.1021/acschemneuro.9b00177. [Epub ahead of print]

PubMed ID: 31141342

Jiang JH, Bhuiyan MS, Shen HH, Cameron DR, Rupasinghe TWT, Wu CM, Le Brun AP, Kostoulias X, Domene C, Fulcher AJ, McConville MJ, Howden BP, Lieschke GJ, Peleg AY. Antibiotic resistance and host immune evasion in Staphylococcus aureus mediated by a metabolic adaptation. Proc Natl Acad Sci U S A. 2019 Feb 26;116(9):3722-3727. doi: 10.1073/pnas.1812066116. Epub 2019 Feb 11.

PubMed ID: 30808758

Ruprecht JJ, King MS, Zögg T, Aleksandrova AA, Pardon E, Crichton PG, Steyaert J, Kunji ERS. The Molecular Mechanism of Transport by the Mitochondrial ADP/ATP Carrier. Cell. 2019 Jan 24;176(3):435-447.e15. doi: 10.1016/j.cell.2018.11.025. Epub 2019 Jan 2.

PubMed ID: 30611538

Elmer-Dixon MM, Bowler BE. Electrostatic Constituents of the Interaction of Cardiolipin with Site A of Cytochrome c. Biochemistry. 2018 Sep 17. doi: 10.1021/acs.biochem.8b00704. [Epub ahead of print]

PubMed ID: 30182710

Melby ES, Allen C, Foreman-Ortiz IU, Caudill ER, Kuech TR, Vartanian AM, Zhang X, Murphy CJ, Hernandez R, Pedersen JA. Peripheral Membrane Proteins Facilitate Nanoparticle Binding at Lipid Bilayer Interfaces. Langmuir. 2018 Aug 30. doi: 10.1021/acs.langmuir.8b02060. [Epub ahead of print]

PubMed ID: 30102857

Kawai C, Ferreira JC, Baptista MS, Nantes IL. Not only oxidation of cardiolipin affects the affinity of cytochrome C for lipid bilayers. J Phys Chem B. 2014 Oct 16;118(41):11863-72. doi: 10.1021/jp504518g. Epub 2014 Oct 6.

PubMed ID: 25247479

Muenzner, J., J.R. Toffey, Y. Hong, and E.V. Pletneva. (2013). Becoming a Peroxidase: Cardiolipin-Induced Unfolding of Cytochrome c. J Phys Chem B

PubMed ID: 23713573

Margaret M. Elmer-Dixon and Bruce E. Bowler. Site A-Mediated Partial Unfolding of Cytochrome c on Cardiolipin Vesicles Is Species-Dependent and Does Not Require Lys72. Biochemistry, Article ASAP [PubMed]

PubMed ID: 28813137

Kurauskas V, Hessel A, Ma P, Lunetti P, Weinhäupl K, Imbert L, Brutscher B, King MS, Sounier R, Dolce V, Kunji ERS, Capobianco L, Chipot C, Dehez F, Bersch B, Schanda P. How Detergent Impacts Membrane Proteins: Atomic-Level Views of Mitochondrial Carriers in Dodecylphosphocholine. J Phys Chem Lett. 2018 Feb 8:933-938. doi: 10.1021/acs.jpclett.8b00269. [Epub ahead of print]

PubMed ID: 29397729
Certificates of Analysis

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