851219-16-4

Upstream product

• 5455-59-4 2-Nitrobenzenesulfonamide 
• 136099-11-1 N¹-cholesteryloxycarbonyl-1-amino-2-hydroxyethane 
• 83019-91-4 N-(2-aminoethyl)-2-nitrobenzene-sulfonamide 
• 7144-08-3 Cholesteryl chloroformate 

Downstream Products

• 851219-20-0 N¹-cholesteryloxycarbonyl-3-aza-N³-t-butoxycarbonyl-6,9,12-trioxa-1-amino-15-O¹⁵-4''-nitrophenyloxycarbonyltetradecane 
• 496801-51-5 cholesteryl (2-((2-hydroxyethyl)amino)ethyl)carbamate 
• 851219-17-5 N¹-cholesteryloxycarbonyl-3-aza-N³-2''-nitrobenzenesulfonyl-6,9,12-trioxa-15-benzyloxy-1-amino-tetradecane 

Relevant academic research and scientific papers

SiRNA delivery into tumor cells by cationic cholesterol derivative-based nanoparticles and liposomes

Previously, we reported that cationic nanoparticles (NP) composed of diamine-type cholesteryl-3-carboxamide (OH-Chol, N-(2-(2-hydroxyethylamino)ethyl)cholesteryl-3-carboxamide) and Tween 80 could deliver small interfering RNA (siRNA) with high transfection efficiency into tumor cells. In this study, we synthesized new diamine-type cationic cholesteryl carbamate (OH-C-Chol, cholesteryl (2-((2-hydroxyethyl)-amino)ethyl)carbamate) and triamine-type carbamate (OH-NC-Chol, cholesteryl (2-((2-((2-hydroxyethyl)-amino)ethyl)amino)ethyl)carbamate), and prepared cationic nanoparticles composed of OH-C-Chol or OHNC-Chol with Tween 80 (NP-C and NP-NC, respectively), as well as cationic liposomes composed of OH-CChol or OH-NC-Chol with 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) (LP-C and LP-NC, respectively) for evaluation of their possible use as siRNA delivery vectors. LP-C and LP-NC/siRNA complexes (lipoplexes) exhibited larger gene silencing effects than NP-C and NP-NC/siRNA complexes (nanoplexes), respectively, in human breast tumor MCF-7 cells, although the NP-C nanoplex showed high association with the cells. In particular, LP-NC lipoplex could induce strong gene suppression, even at a concentration of 5 nM siRNA. From these results, cationic liposomes composed of OH-NC-Chol and DOPE may have potential as gene vectors for siRNA transfection to tumor cells.

The facile preparation of primary and secondary amines via an improved Fukuyama-Mitsunobu procedure. Application to the synthesis of a lung-targeted gene delivery agent

An efficient modification of the Fukuyama-Mitsunobu procedure has been developed whereby primary or secondary amines can be synthesized from alkyl alcohols and the corresponding nosyl-protected/activated amine. Most importantly, the use of the DTBAD and diphenylpyridinylphosphine, as Mitsunobu reagents, generates reaction by-products that can be easily removed, providing a remarkably clean product mixture. This improved technique was implemented in the synthesis of a complex lipopeptide designed to target α 9β1-integrin proteins predominant on upper airway epithelial cells. The Royal Society of Chemistry 2005.