A cationic cholesterol
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DMHAPC-Chol

Item No. 26582

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β)-cholest-5-en-3-ol 3-[N-[3-[(2-hydroxyethyl)dimethylammonio]propyl]carbamate]
CAS Number
794494-38-5
Synonyms
  • Dimethyl Hydroxyethyl Aminopropane Carbamoyl Cholesterol Iodide
Molecular Formula
C35H63N2O3
Formula Weight
559.9
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mLEthanol: 10 mg/mLEthanol:PBS (pH 7.2) (1:6): 0.14 mg/mL
λmax
219 nm
SMILES
C[C@H](CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](OC(NCCC[N+](C)(C)CCO)=O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C35H62N2O3/c1-25(2)10-8-11-26(3)30-14-15-31-29-13-12-27-24-28(16-18-34(27,4)32(29)17-19-35(30,31)5)40-33(39)36-20-9-21-37(6,7)22-23-38/h12,25-26,28-32,38H,8-11,13-24H2,1-7H3/p+1/t26-,28+,29+,30-,31+,32+,34+,35-/m1/s1
InChi Key
ZTGXTDBNSSOEDB-SJTWHRLHSA-O
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

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    10 mg

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    25 mg

    $462

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    Cayman Chemical
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    Product Description

    DMHAPC-Chol is a cationic cholesterol.1 Liposomes containing DMHAPC-chol have been used for DNA plasmid delivery in vitro and in vivo in a B16-F10 mouse xenograft model. Liposomes containing DMHAPC-chol are cytotoxic to B16-F10 cells when used at lipid concentrations greater than 20 µM. DMHAPC-Chol, as part of a lipoplex with DOPE (Item No. 15091), has also been used to deliver DNA into mouse lung via intratracheal injection, resulting in a heterogeneous distribution in the bronchi and bronchioles, and to deliver VEGF siRNA into A431 and MDA-MB-231 cells, which secrete VEGF.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Percot, A., Briane, D., Coudert, R., et al. A hydroxyethylated cholesterol-based cationic lipid for DNA delivery: Effect of conditioning. Int. J. Pharm. 278(1), 143-163 (2004).

    2. Ding, W., Hattori, Y., Higashiyama, K., et al. Hydroxyethylated cationic cholesterol derivatives in liposome vectors promote gene expression in the lung. Int. J. Pharm. 354(1-2), 196-203 (2008).

    3. Briane, D., Slimani, H., Tagounits, A., et al. Inhibition of VEGF expression in A431 and MDA-MB-231 tumour cells by cationic lipid-mediated siRNA delivery. J. Drug Target. 20(4), 347-354 (2012).