(R)-C12-200

(R)-C12-200 is an ionizable cationic lipid (pKa = 7.25) and isomer of C12-200 (Cay-36699) that has been used in the formation of lipid nanoparticles (LNPs) for the delivery of mRNA in vivo. Intravenous administration of LNPs containing (R)-C12-200 and encapsulating mRNA encoding Cre recombinase increases the percentage of tdTomato+ hepatocytes, endothelial cells, and Kupffer cells in the liver of Ai14 mice to a lesser extent than LNPs containing (S)-C12-200 (Cay-38885) and encapsulating Cre recombinase. LNPs containing (R)-C12-200 and encapsulating mRNA encoding purine nucleoside phosphorylase (PNP), an E. coli enzyme that converts fludarabine phosphate (Cay-14251) into the cytotoxic agent 2-fluoroadenine, induce intratumoral expression of PNP and reduce tumor volume in a FaDu head and neck squamous cell carcinoma (HNSCC) mouse xenograft model when co-administered with fludarabine phosphate. InChI: InChI=1S/C70H145N5O5/c1-6-11-16-21-26-31-36-41-46-66(76)61-73(58-60-75(64-69(79)49-44-39-34-29-24-19-14-9-4)65-70(80)50-45-40-35-30-25-20-15-10-5)57-55-71-51-53-72(54-52-71)56-59-74(62-67(77)47-42-37-32-27-22-17-12-7-2)63-68(78)48-43-38-33-28-23-18-13-8-3/h66-70,76-80H,6-65H2,1-5H3/t66-,67-,68-,69-,70-/m1/s1 InChIKey: RVHYPUORVDKRTM-ZSTXVYJSSA-N SMILES: O[C@H](CCCCCCCCCC)CN(CCN(C[C@@H](CCCCCCCCCC)O)C[C@@H](CCCCCCCCCC)O)CCN1CCN(CCN(C[C@@H](CCCCCCCCCC)O)C[C@@H](CCCCCCCCCC)O)CC1