Synthesis and stability study of the new pentammonio lipid pcTG90, a gene transfer agent

Tetrahedron Letters

Volumn 40, Issue 46, 1999, Pages 8089-8091

  Nazih, Abdesslame ^a   Cordier, Yves ^b   Bischoff, Rainer ^b,c   Kolbe, Hanno V J ^b   Heissler, Denis ^a  

^a UNIVERSITÉ DE STRASBOURG   (France)

^b TRANSGENE S A   (France)

^c Dept of Cell and Molecular Biology ^*  (Sweden)

Author keywords

Amphiphilic compounds; Polyamines

Indexed keywords

1,3 PROPANEDIAMINE; 4 (2 HYDROXYETHYL) 1 PIPERAZINEETHANESULFONIC ACID; ALCOHOL DERIVATIVE; CATION; LIPID; OLEIC ACID; POLYAMINE; STEARIC ACID DERIVATIVE;

ACYLATION; ARTICLE; GENE TRANSFER; MOLECULAR STABILITY; SYNTHESIS;

EID: 0033550183     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01673-1     Document Type: Article

References (12)

1. For a recent review on gene transfer with cationic lipids, see: Miller, A. D. Angew. Chem., Int. Ed. Engl. 1998, 37, 1768-1785.
2. Unpublished results from these laboratories.
3. This compound has been reported so far only in the patent literature: Saccomano, N. A.; Volkmann, R. A. PCT Int. Appl. WO 93 04,036; Chem. Abstr. 1993, 119, 117123j.
4. McCormick, K. D.; Kobayashi, K.; Goldin, S. M.; Reddy, N. L.; Meinwald, J. Tetrahedron 1993, 49, 11155-11168.
5. 4.
6. 2-O-C(O)-), 5.80 (m, 1H, >CH-O-C(O)-), 5.34 (m, 4H, -CH=).
7. Jasys, V. J.; Kelbaugh, P. R.; Nason, D. M.; Philips, D.; Rosnack, K. J.; Saccomano, N. A.; Stroh, J. G.; Volkmann, R. A. J. Am. Chem. Soc. 1990, 112, 6696-6704. Geall, A. J.; Blagbrough, I. S. Tetrahedron Lett. 1998, 39, 443-446.
8. Jasys, V. J.; Kelbaugh, P. R.; Nason, D. M.; Philips, D.; Rosnack, K. J.; Saccomano, N. A.; Stroh, J. G.; Volkmann, R. A.J. Am. Chem. Soc. 1990, 112, 6696-6704. Geall, A. J.; Blagbrough, I. S. Tetrahedron Lett. 1998, 39, 443-446.
9. Sowden, J. C.; Fischer, H. O. L. J. Am. Chem. Soc. 1942, 64, 1291-1293.
10. 5=904.8.
11. 2H in isopropanol (B): 50% A/50% B for 8 min, then 50% to 100% B gradient for 12 min, then 100% B for 10 min; detection at 205 nm).
12. Schughart, K.; Bischoff, R.; Ali Hadji, D.; Boussif, O.; Perraud, F.; Accart, N.; Rasmussen, U. B.; Pavirani, A.; Van Rooijen, N.; Kolbe, H. V. J. Gene Ther. 1999, 6, 448-453.