Cholest-5-en-3-ol (3β)-, 3-[4-[[2-(4-morpholinyl)ethyl]amino]-4-oxobutanoate]

Cholest-5-en-3-ol (3β)-, 3-[4-[[2-(4-morpholinyl)ethyl]amino]-4-oxobutanoate] (CAS 452323-21-6), also known as Mochol, is a synthetically derived cationic cholesterol analogue designed as a functional lipid component for Lipid Nanoparticles (LNPs). The chemical structure of Cholest-5-en-3-ol (3β)-, 3-[4-[[2-(4-morpholinyl)ethyl]amino]-4-oxobutanoate] features a morpholino‑containing succinate side chain that imparts pH‑sensitive charge behavior, facilitating endosomal escape of nucleic acid therapeutics following cellular uptake. Cholest-5-en-3-ol (3β)-, 3-[4-[[2-(4-morpholinyl)ethyl]amino]-4-oxobutanoate] serves as a structural and functional enhancer in lipid assemblies for nucleic acid delivery applications, with a molecular formula of C₃₇H₆₂N₂O₄ and a molecular weight of 598.9 g/mol. The rigid steroidal backbone of Cholest-5-en-3-ol (3β)-, 3-[4-[[2-(4-morpholinyl)ethyl]amino]-4-oxobutanoate] reduces entropic penalties upon membrane interaction, while the cationic morpholino headgroup promotes stable complexation with mRNA, siRNA, and pDNA — a property that has been successfully exploited in LNP‑based RNA vaccine platforms and gene therapy formulations.

Product Parameters

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Product Advantages

1.Cationic Cholesterol Analogue for LNP Formulations

Cholest-5-en-3-ol (3β)-, 3-[4-[[2-(4-morpholinyl)ethyl]amino]-4-oxobutanoate] is specifically designed as a functional lipid component for LNPs. The morpholinoethylamide side chain imparts pH‑sensitive cationic behavior, enabling stable electrostatic complexation with negatively charged nucleic acids.

2. pH‑Sensitive Charge Behavior for Endosomal Escape

The morpholino group confers pH‑dependent charge behavior, facilitating endosomal escape of nucleic acid payloads following cellular uptake — a mechanism analogous to that of ionizable lipids in leading LNP platforms.

3. Rigid Steroidal Backbone with Enhanced Membrane Interaction

The cholesterol-derived steroidal backbone reduces entropic penalties upon membrane interaction, promoting stable integration into lipid bilayers and enhancing LNP structural integrity.

4. Stable Complexation with Nucleic Acid Payloads

The cationic character promotes stable complexation with mRNA, siRNA, and pDNA, improving encapsulation efficiency and protecting nucleic acids from enzymatic degradation during systemic circulation.

5. Synthesis from Cholesterol with Morpholinoethylamide Modification

Derived from cholesterol via esterification with succinic acid followed by amidation with 2‑morpholinoethylamine, allowing precise control over the cationic headgroup structure and enabling scalable production.

Storage Conditions

Store Cholest-5-en-3-ol (3β)-, 3-[4-[[2-(4-morpholinyl)ethyl]amino]-4-oxobutanoate] in a tightly sealed container under inert atmosphere (nitrogen or argon) at −20 °C for long‑term storage. Keep the container dry, protected from light, and stored in a clean, well‑ventilated area away from strong oxidizing agents, strong bases, and sources of ignition.

Shelf life: 2 years when stored as powder at −20 °C in a sealed container under inert atmosphere. For DMSO solutions, store at 4 °C for up to 2 weeks or at −80 °C for up to 6 months. Before use, allow the sealed vial to reach room temperature for at least 1 hour before opening to minimize moisture condensation.

Handling precautions: Use only in a fume hood. Wear chemical‑resistant gloves, safety goggles, and a lab coat. Avoid generating dust or aerosols. Prepare and use solutions on the same day wherever possible.

Contact Us

Advancing your LNP formulation for RNA therapeutics? Cosperpharm supplies Cholest-5-en-3-ol (3β)-, 3-[4-[[2-(4-morpholinyl)ethyl]amino]-4-oxobutanoate] (Mochol) with the purity, documentation, and supply flexibility you need — from screening quantities to custom bulk batches. Reach out to our team for pricing, technical data, or a custom synthesis inquiry.