Issue 43, 2012
From the journal:

Chemical Communications

Efficient γ-amino-proline-derived cell penetrating peptide–superparamagnetic iron oxide nanoparticle conjugates viaaniline-catalyzed oxime chemistry as bimodal imaging nanoagents†

Silvia Cavalli,‡*ab   Daniel Carbajo,‡c   Milena Acosta,ad   Silvia Lope-Piedrafita,ea   Ana Paula Candiota,adf   Carles Arús,daf   Miriam Royoac  and  Fernando Albericio*abg  

* Corresponding authors

a CIBER-BBN, Networking Centre on Bioengineering, Biomaterials, and Nanomedicine, 08028 Barcelona, Spain
E-mail: silviacavalliIRB@gmail.com, albericio@irbbarcelona.org
Fax: +34 93403 7126
Tel: +34 93403 7088

b Institute for Research in Biomedicine, 08028 Barcelona, Spain

c Combinatorial Chemistry Unit, Barcelona Science Park, 08028 Barcelona, Spain

d Department of Biochemistry and Molecular Biology, Universitat Autònoma de Barcelona (UAB), 08193 Cerdanyola del Vallès, Spain

e Nuclear Magnetic Resonance Service, Universitat Autònoma de Barcelona (UAB), 08193 Cerdanyola del Vallès, Spain

f Institute of Biotechnology and Biomedicine, Universitat Autònoma de Barcelona, 08193 Cerdanyola del Vallès, Spain

g Department of Organic Chemistry, University of Barcelona, 08028 Barcelona, Spain

Abstract

Aniline-catalyzed oxime chemistry was employed to conjugate a γ-amino-proline-derived cell penetrating peptide to superparamagnetic iron oxide nanoparticles (SPIONs). Internalization of the novel nanoconjugate into HeLa cells was found to be remarkably higher compared to the analogous TAT–SPION conjugate.

Graphical abstract: Efficient γ-amino-proline-derived cell penetrating peptide–superparamagnetic iron oxide nanoparticle conjugates via aniline-catalyzed oxime chemistry as bimodal imaging nanoagents

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Article information

DOI
https://doi.org/10.1039/C2CC17937G
Article type
Communication
Submitted
19 Dec 2011
Accepted
03 Apr 2012
First published
04 Apr 2012

Chem. Commun., 2012,48, 5322-5324

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Efficient γ-amino-proline-derived cell penetrating peptide–superparamagnetic iron oxide nanoparticle conjugates via aniline-catalyzed oxime chemistry as bimodal imaging nanoagents

S. Cavalli, D. Carbajo, M. Acosta, S. Lope-Piedrafita, A. P. Candiota, C. Arús, M. Royo and F. Albericio, Chem. Commun., 2012, 48, 5322 DOI: 10.1039/C2CC17937G

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