A phospholipid
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Tetramyristoylcardiolipin (ammonium salt)

Item No. 37277

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
tetradecanoic acid, 1,1′,1′′,1′′′-[(2R,14R)-5,8,11-trihydroxy-5,11-dioxido-4,6,10,12-tetraoxa-5,11-diphosphapentadecane-1,2,14,15-tetrayl] ester, diammonium salt
CAS Number
63988-20-5
Synonyms
  • TMCL
Molecular Formula
C65H124O17P2 • 2NH4
Formula Weight
1275.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: 10 mg/mlMethanol: soluble with slight heating
SMILES
O=C(CCCCCCCCCCCCC)OC[C@H](COP(OCC(O)COP([O-])(OC[C@@H](COC(CCCCCCCCCCCCC)=O)OC(CCCCCCCCCCCCC)=O)=O)([O-])=O)OC(CCCCCCCCCCCCC)=O.[NH4+].[NH4+]
InChi Code
InChI=1S/C65H126O17P2.2H3N/c1-5-9-13-17-21-25-29-33-37-41-45-49-62(67)75-55-60(81-64(69)51-47-43-39-35-31-27-23-19-15-11-7-3)57-79-83(71,72)77-53-59(66)54-78-84(73,74)80-58-61(82-65(70)52-48-44-40-36-32-28-24-20-16-12-8-4)56-76-63(68)50-46-42-38-34-30-26-22-18-14-10-6-2;;/h59-61,66H,5-58H2,1-4H3,(H,71,72)(H,73,74);2*1H3/t60-,61-;;/m1../s1
InChi Key
WUHLCMIVLGWFSP-MWZRJEOUSA-N
Side Chain Carbon Sum
56:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $149

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    Cayman Chemical
    Learn More About Leveraging Helper Lipids to Achieve Versatile LNPs
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    Product Description

    Tetramyristoylcardiolipin is an anionic phospholipid containing the long-chain saturated fatty acid myristic acid (Item No. 13351).1 Tetramyristoylcardiolipin in combination with apolipoprotein A1 (ApoA1) forms nanodisk bilayers, which undergo calcium chloride-induced transformation to non-bilayers. Tetramyristoylcardiolipin increases the liposome membrane gel-to-liquid transition temperature in a concentration-dependent manner.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fox, C.A., Ellison, P., Ikon, N., et al. Calcium-induced transformation of cardiolipin nanodisks. Biochim. Biophys. Acta Biomembr. 1861(5), 1030-1036 (2019).

    2. Beriashvili, D., Taylor, R., Kralt, B., et al. Mechanistic studies on the effect of membrane lipid acyl chain composition on daptomycin pore formation. Chem. Phys. Lipids 216, 73-79 (2018).