A cationic cholesterol derivative
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Cho-es-Lys

Item No. 37337

Technical Information
Formal Name
L-lysine, 6-[[[(3β)-cholest-5-en-3-yloxy]carbonyl]oxy]hexyl ester, 2,2,2-trifluoroacetate
CAS Number
1356250-80-0
Synonyms
  • CEL
Molecular Formula
C40H72N2O5 • 2CF3COO
Formula Weight
Purity
≥95%
A solid
Ethanol: 2 mg/ml
SMILES
O=C(O[C@@H]1CC2=CC[C@]([C@@](CC[C@]3([H])[C@@H](CCCC(C)C)C)([H])[C@]3(C)CC4)([H])[C@@]4([H])[C@@]2(C)CC1)OCCCCCCOC([C@@H]([NH3+])CCCC[NH3+])=O.[O-]C(C(F)(F)F)=O.[O-]C(C(F)(F)F)=O
InChi Code
InChI=1S/C40H70N2O5.2C2HF3O2/c1-28(2)13-12-14-29(3)33-18-19-34-32-17-16-30-27-31(20-22-39(30,4)35(32)21-23-40(33,34)5)47-38(44)46-26-11-7-6-10-25-45-37(43)36(42)15-8-9-24-41;2*3-2(4,5)1(6)7/h16,28-29,31-36H,6-15,17-27,41-42H2,1-5H3;2*(H,6,7)/t29-,31+,32+,33-,34+,35+,36+,39+,40-;;/m1../s1
InChi Key
HYSXWQJEBWEMOE-BNSNMOQGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cho-es-Lys is a cationic cholesterol derivative composed of cholesterol (Item No. 9003100) conjugated to an L-lysine head group containing two primary amines (pKas = 10.48 and 9.46) via a hexanediol linker.1,2 It has been used for transfection of Cy3-pDNA in COS-7 cells. Cho-es-Lys nanocomplexes containing luciferase siRNA reduce luciferase levels in vitro.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sheng, R., Luo, T., Li, H., et alCholesterol-based cationic lipids for gene delivery: Contribution of molecular structure factors to physico-chemical and biological properties. Colloids Surf. B Biointerfaces 116, 32-40 (2014).

    2. Zhu, Z., Zhang, L., Sheng, R., et alMicrofluidic-based cationic cholesterol lipid siRNA delivery nanosystem: Highly efficient in vitro gene silencing and the intracellular behavior. Int. J. Mol. Sci. 23(7), 3999 (2022).