A steroid-based cationic lipid
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Dios-Arg (trifluoroacetate salt)

Item No. 25945

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,25R)-3-[6-[[(2S)-2-amino-5-[(aminoiminomethyl)amino]-1-oxopentyl]amino]hexanoate] spirost-5-en-3-ol, bis(2,2,2-trifluoroacetate)
CAS Number
1807353-31-6
Molecular Formula
C39H67N5O5 • 2CF3COO
Formula Weight
912.0
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
262 nm
SMILES
[H][C@]12[C@]3([H])CC=C4C[C@@H](OC(CCCCCNC([C@@H]([NH3+])CCCNC(N)=[NH2+])=O)=O)CC[C@]4(C)[C@@]3([H])CC[C@]1(C)[C@]5([H])[C@](O[C@@]6(OC[C@H](C)CC6)[C@H]5C)([H])C2.[O-]C(C(F)(F)F)=O.[O-]C(C(F)(F)F)=O
InChi Code
InChI=1S/C39H65N5O5.2C2HF3O2/c1-24-13-18-39(47-23-24)25(2)34-32(49-39)22-30-28-12-11-26-21-27(14-16-37(26,3)29(28)15-17-38(30,34)4)48-33(45)10-6-5-7-19-43-35(46)31(40)9-8-20-44-36(41)42;2*3-2(4,5)1(6)7/h11,24-25,27-32,34H,5-10,12-23,40H2,1-4H3,(H,43,46)(H4,41,42,44);2*(H,6,7)/t24-,25+,27+,28-,29+,30+,31+,32+,34+,37+,38+,39-;;/m1../s1
InChi Key
BUBYULRFSQOIII-XWXJGKJWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dios-Arg is a steroid-based cationic lipid that contains a diosgenin skeleton coupled to an L-arginine head group.1 It forms a complex with plasmid DNA and decreases plasmid DNA migration in an agarose-gel retardant assay at charge ratio greater than or equal to 4.2 Dios-Arg facilitates transfection of plasmid DNA into H1299 and HeLa cells in the presence and absence of fetal bovine serum, an effect that is reversed by the lipid raft-mediated endocytosis inhibitor methyl-β-cyclodextrin (Item No. 21633) and the caveolae-mediated endocytosis inhibitor genistein (Item No. 10005167). It has been used, coupled to 1,2-dioleoyl-sn-glycero-3-PE (DOPE; Item No. 15091), to bind siRNA and plasmid DNA to for cationic lipid nanoparticles (LNPs) for intracellular transport. Dios-Arg is cytotoxic to H1299 and HeLa cells (IC50s = 83.5 and 74.1 µg/ml, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sheng, R., Zhuang, X., Wang, Z., et al. Cationic nanoparticles assembled from natural-based steroid lipid for improved intracellular transport of siRNA and pDNA. Nanomaterials (Basel) 6(4), (2016).

    2. Sheng, R., Wang, Z., Luo, T., et al. Skeleton-controlled pDNA delivery of renewable steroid-based cationic lipids, the endocytosis pathway analysis and intracellular localization. Int. J. Mol. Sci. 19(2), (2018).