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HCQ Lipid 4(HCQ-4)

Version 1.1cec4b3c · 2026-09-13

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CAS No.Not available
Chemical NameHCQ Lipid 4(HCQ-4)
SynonymsHCQ-Lipid-4,Lipid 4
SMILESCCCCCCCCCCCCCCN(CCCCCCCCCCCCCC)C(=O)CCC(=O)OCCN(CC)CCCC(C)NC1=C2C=CC(Cl)=CC2=NC=C1
FormulaC50H87O3ClN4
M.Wt827.72
Purity>98%
StorageOriginal product: up to 1 year under the storage conditions stated on the vial, kept tightly sealed. Stock solutions: aliquots at -20°C, generally up to one month.
Shipping conditionShips from Shanghai. Pure lipid is stable during ice-pack transport.
PublicationNot available

HCQ-4​​ is a rationally engineered ionizable lipid derived from hydroxychloroquine (HCQ), featuring a ​​ditetradecylamine-derived twin-C14 saturated hydrocarbon tail​​ linked to the HCQ headgroup via a ​​succinic acid spacer​​. Synthesized through a three-step route involving HCQ deprotonation, ditetradecylamine carboxylation, and EDC/DMAP-mediated amidation, this lipid forms the core of optimized lipid nanoparticles (LNPs) at a molar ratio of ​​60:10:40:0.5 (HCQ-4:DOPE:cholesterol:DMG PEG<sub>2000</sub>)​​. The structure enables dual functionality: (1) ​​Spleen-selective mRNA delivery​​ (2.3-fold higher splenic vs. hepatic transfection) via 80-100 nm particle size, near-neutral charge (-3 mV), and low PEG density, facilitating immune cell uptake; (2) ​​Tumor microenvironment modulation​​ through HCQ-mediated repolarization of M2 macrophages to antitumor M1 phenotype (iNOS<sup>+</sup> cells ↑2.5-fold, CD206<sup>+</sup> cells ↓60%). This bifunctional design synergistically enhances mRNA cancer vaccine efficacy, demonstrating superior prophylactic/therapeutic antitumor activity and antimetastatic effects compared to clinical benchmarks like MC-3 LNP.

Specifications shown are product-page values, not batch test results.

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