Synthesis and cellular uptake of cell delivering PNA-peptide conjugates

被引:19
作者
Díaz-Mochón, JJ [1 ]
Bialy, L [1 ]
Watson, J [1 ]
Sánchez-Martín, RM [1 ]
Bradley, M [1 ]
机构
[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
基金
英国生物技术与生命科学研究理事会;
关键词
D O I
10.1039/b503777h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis and cellular uptake of fluorescently labelled PNA-peptide conjugates is described; Dde/Mmt protected PNA monomers, fully orthogonal to Fmoc chemistry, were used to develop a flexible strategy to give Peptide Nucleic Acids conjugated to tri- and hepta-arginine and the short basic Tat(48-57) peptide as examples of cellular penetrating peptides, thereby allowing efficient cellular delivery of PNA into cells.
引用
收藏
页码:3316 / 3318
页数:3
相关论文
共 17 条
[1]  
BROOKS G, 2002, GENE THER, P1
[2]   An appraisal of new variants of Dde amine protecting group for solid phase peptide synthesis [J].
Chhabra, SR ;
Hothi, B ;
Evans, DJ ;
White, PD ;
Bycroft, BW ;
Chan, WC .
TETRAHEDRON LETTERS, 1998, 39 (12) :1603-1606
[3]   Applications of genetic engineering in veterinary medicine [J].
Ciftci, K ;
Trovitch, P .
ADVANCED DRUG DELIVERY REVIEWS, 2000, 43 (01) :57-64
[4]   Effects in live cells of a c-myc anti-gene PNA linked to a nuclear localization signal [J].
Cutrona, G ;
Carpaneto, EM ;
Ulivi, M ;
Roncella, S ;
Landt, O ;
Ferrarini, M ;
Boffa, LC .
NATURE BIOTECHNOLOGY, 2000, 18 (03) :300-303
[5]   An approach to the synthesis of peptide-PNA-peptide conjugates via native ligation [J].
de Koning, MC ;
Filippov, DV ;
Meeuwenoord, N ;
Overhand, M ;
van der Marel, GA ;
van Boom, JH .
TETRAHEDRON LETTERS, 2002, 43 (45) :8173-8176
[6]   Full orthogonality between Dde and Fmoc:: The direct synthesis of PNA-peptide conjugates [J].
Díaz-Mochón, JJ ;
Bialy, L ;
Bradley, M .
ORGANIC LETTERS, 2004, 6 (07) :1127-1129
[7]  
DRAGULESCANDRAS.A, 2005, J AM CHEM SOC, P244
[8]   Arginine-rich peptides - An abundant source of membrane-permeable peptides having potential as carriers for intracellular protein delivery [J].
Futaki, S ;
Suzuki, T ;
Ohashi, W ;
Yagami, T ;
Tanaka, S ;
Ueda, K ;
Sugiura, Y .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2001, 276 (08) :5836-5840
[9]   Translocation of branched-chain arginine peptides through cell membranes: Flexibility in the spatial disposition of positive charges in membrane-permeable peptides [J].
Futaki, S ;
Nakase, I ;
Suzuki, T ;
Zhang, YJ ;
Sugiura, Y .
BIOCHEMISTRY, 2002, 41 (25) :7925-7930
[10]   Bactericidal antisense effects of peptide-PNA conjugates [J].
Good, L ;
Awasthi, SK ;
Dryselius, R ;
Larsson, O ;
Nielsen, PE .
NATURE BIOTECHNOLOGY, 2001, 19 (04) :360-364