A steroid-based cationic lipid
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2H-Cho-Arg (trifluoroacetate salt)

Item No. 25944

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β)-[6-[[(2S)-2-amino-(5α)-[(aminoiminomethyl)amino]-1-oxopentyl]amino]hexanoate], cholestan-3-ol, bis(2,2,2-trifluoroacetate)
CAS Number
1609010-59-4
Molecular Formula
C39H73N5O3 • 2CF3COO
Formula Weight
886.1
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
SMILES
C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@@H](OC(CCCCCNC([C@@H]([NH3+])CCCNC(N)=[NH2+])=O)=O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C.[O-]C(C(F)(F)F)=O.[O-]C(C(F)(F)F)=O
InChi Code
InChI=1S/C39H71N5O3.2C2HF3O2/c1-26(2)11-9-12-27(3)31-17-18-32-30-16-15-28-25-29(19-21-38(28,4)33(30)20-22-39(31,32)5)47-35(45)14-7-6-8-23-43-36(46)34(40)13-10-24-44-37(41)42;2*3-2(4,5)1(6)7/h26-34H,6-25,40H2,1-5H3,(H,43,46)(H4,41,42,44);2*(H,6,7)/t27-,28+,29+,30+,31-,32+,33+,34+,38+,39-;;/m1../s1
InChi Key
VOJMFRVKQJJEJI-SKZSWDEZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    2H-Cho-Arg is a steroid-based cationic lipid that contains a 2H-cholesterol skeleton coupled to an L-arginine head group and can be used to facilitate gene transfection.1 It forms a complex with plasmid DNA (pDNA) and decreases pDNA migration in an electrophoretic mobility shift assay at +/- charge ratios of 4 or higher. 2H-Cho-Arg facilitates transfection of a luciferase gene into H1299 cells, 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), but not by inhibitors of clathrin- or micropinocytosis-mediated endocytosis. It induces cytotoxicity in H1299 cells (IC50 = 92.7 μg/ml).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).