NT1-O12B

• CAT Number: I044664
• CAS Number: 2739805-63-9
• Molecular Formula: C36H60N2O4S4
• Molecular Weight: 713.13
• Purity: ≥95%
• Synonyms: 2-(octyldisulfanyl)ethyl 3-[2-(1H-indol-3-yl)ethyl-[3-[2-(octyldisulfanyl)ethoxy]-3-oxopropyl]amino]propanoate
• InChI: InChI=1S/C36H60N2O4S4/c1-3-5-7-9-11-15-27-43-45-29-25-41-35(39)20-23-38(22-19-32-31-37-34-18-14-13-17-33(32)34)24-21-36(40)42-26-30-46-44-28-16-12-10-8-6-4-2/h13-14,17-18,31,37H,3-12,15-16,19-30H2,1-2H3
• InChIKey: CUQWZMJHMHGHEV-UHFFFAOYSA-N
• SMILES: CCCCCCCCSSCCOC(=O)CCN(CCC1=CNC2=CC=CC=C21)CCC(=O)OCCSSCCCCCCCC

NT1-O12B, an endogenous chemical and a neurotransmitter-derived lipidoid (NT-lipidoid), is an effective carrier for enhanced brain delivery of several blood-brain barrier (BBB)-impermeable cargos. Doping NT1-O12B into BBB-impermeable lipid nanoparticles (LNPs) gives the LNPs the ability to cross the BBB. NT-lipidoids formulation not only facilitate cargo crossing of the BBB, but also delivery of the cargo into neuronal cells for functional gene silencing or gene recombination[1].
NT1-O12B indicates a lipidoid containing a tryptamine head group and a hydrophobic tail group containing 12 carbon atoms[1].
It encapsulates AmB in pure NT1-lipidoids (namely NT1-O12B, NT1-O14B, NT1-O16B, and NT1-O18B) using a procedure similar to the DiR encapsulation. NT1-O12B is the dopant for enhanced brain delivery because it shows the highest DiR fluorescence intensity among all NT-lipidoids. Doping NT1-O12B to the BBB-impermeable lipidoid PBA-Q76-O16B resulted in an AmB formulation that could cross BBB. Using this approach, the AmB concentration in the brain tissue reached as high as 300 ng/g (AmB/tissue) with a delivery efficiency of about 0.135% of injected dose after 24 hours of intravenous injection with AmB (5 mg/kg)[1].

Reference

[1]. Ma F, et al. Neurotransmitter-derived lipidoids (NT-lipidoids) for enhanced brain delivery through intravenous injection. Sci Adv. 2020;6(30):eabb4429. Published 2020 Jul 24.
 [Content Brief]