Strategies for the Preparation of Synthetic Transfection Vectors

  • Asier Unciti-Broceta
  • Matthew N. Bacon
  • Mark Bradley
Chapter
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 296)

Abstract

Abstract

In the late 1980s independent work by Felgner and Behr pioneered the use of cationic materials to complex and deliver nucleic acids into eukaryotic cells. Since this time, a vast number of synthetic transfection vectors, which are typically divided into two main “transfectors”, have been developed namely: (1) cationic lipids and (2) polycationic polymers. In this chapter the main synthetic approaches used for the synthesis of these compounds will be reviewed with particular attention paid to: cationic lipids and dendrimers. This review is aimed primarily at the younger audience of doctoral students and non-specialist readers.

Graphical Abstract

Keywords

Cationic lipids Cell delivery Dendrimers Gene therapy Transfection 

Abbreviations

AIDS

Acquired immune deficiency syndrome

BAC

10,10′-bis[3-carboxypropyl]-9,9′-biacridinium dinitrate

BGTC

Bisguanidinium tren-cholesterol

Boc

tert-Butoxycarbonyl

CDAN

N1-Cholesteryloxycarbonyl-3,7-diazanonane-1,9-diamine

DCC

N,N′-Dicyclohexylcarbodiimide

DC-Chol

3β-([2-(Dimethylamino)ethyl]carbamate)cholest-5-en-3-ol

DIC

N,N′-Diisopropylcarbodiimide

DIPEA

Diisopropylethylamine

DMAP

N,N-Dimethylaminopyridine

DMF

Dimethylformamide

DMSO

Dimethylsulphoxide

DOGS

Dioctadylamidoglycylspermine, trifluoroacetic salt

DOPE

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

DORI

N-[1-(2,3-Dioleoyloxy)propyl-N-[1-(2-hydroxy)ethyl]-N,N-dimethylammonium iodide

DORIE

1,2-Dioleyloxypropyl-3-dimethylhydroxyethylammonium bromide

DOSPA

N,N-Dimethyl-N-[2-sperminecarboxamido)-ethyl]-2,3-bis(dioleyl oxy)-1-propanimium pentachloride

DOTMA

N-[1-(2,3-Dioleyloxy)propyl]-N,N,N-trimethylammonium chloride

Fmoc

Fluorenylmethoxycarbonyl

GS-1

Gemini Surfactant 1

HBTU

O-Benzotriazole-N,N,N′,N′-tetramethyl-uronium-hexafluoro-phosphate

HOBt

1-Hydroxybenzotriazole

NMP

N-Methylpyrrolidone

PAMAM

Polyamidoamine

Pbf

2,2,4,6,7-Pentamethyldihydrobenzofuran-5-sulphonyl

PEG

Poly(ethylene)glycol

PPI

Polypropyleneimine

PS

Polystyrene

Pyr

Pyridine

SAINT

Synthetic Amphiphiles INTerdisciplinary

siRNA

Small interfering RNA

TAMTAT

N-[Tris(3-(amino)propyl)methyl]tetraeicosanamide trihydrochloride

TFA

Trifluoroacetic acid

THF

Tetrahydrofuran

TIS

Triisopropyl silane

TMR

N,N,N′,N′-Tetramethylrhodamine

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Copyright information

© Springer-Verlag Berlin Heidelberg 2010

Authors and Affiliations

  • Asier Unciti-Broceta
    • 1
  • Matthew N. Bacon
    • 1
  • Mark Bradley
    • 1
  1. 1.School of ChemistryUniversity of EdinburghEdinburghUK

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