Abstract
Gene therapy is a powerful technology for treating incurable and hereditary disease in humans. In the recent years, a lot of studies have been done on the development of DNA carriers. Non-viral vectors, like liposomes, polymers, and micelles, has become common vehicles due to their safety. The key compound of DOGS, DOSPA and DOSPER is the 5-carboxyspermine which formed the poly amine head-group and carries four positive charges. In general, multivalent head-group shows more transfection efficiency than monovalent analogues. In this paper, the efficient and simple synthesis of Boc-protected 5-carboxyspermine is described. Boc-protected polyamines were synthesized from (S)-2,5-diaminopentanoic acid monohydrochloride (L-ornithine) monohydrochloride through both cyanoethylation and direct catalytic reduction of nitriles with the combination of nickel (II) chloride, sodium borohydride and di-tert-butyl decarbonate (BOC2O) in a one-pot two-reaction.
Original language | English |
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Pages (from-to) | 615-618 |
Number of pages | 4 |
Journal | Letters in Organic Chemistry |
Volume | 16 |
Issue number | 8 |
DOIs | |
State | Published - 2019 |
Keywords
- 5-carboxyspermine
- Boc protection
- Cationic lipids
- Cyanoethylation
- Nitrile reduction
- Polyamines