Direct subphthalocyanine conjugation to bombesin vs. indirect conjugation to its lipidic nanocarrier.
Bombesin (BBN) was covalently bound to graftable subphthalocyanine (SubPc) or to a cholesterol derivative, a component of a liposome that encapsulates non-graftable SubPc. The latter bioconjugation approach was suitable to address the stability of SubPc and was achieved by copper-free click-chemistry on the outer-face of the liposome. Liposomes were purified (FPLC) and then analyzed in size (outer diameter about 60 nm measured by DLS). In vitro binding studies allowed to determine the IC50 13.9 nM for one component of the liposome, cholesterol, conjugated to BBN. Hence, azido- (or alkynyl-) liposomes give fluorophores with no reactive functional group available on their backbone a second chance to be (indirectly) bioconjugated (with bombesin).
ICMUB Institute-Dept of Chemistry, Sciences Mirande, UMR-CNRS 6302, 9 Avenue Alain Savary, University of Burgundy Franche-Comté, France. Richar.Decreau@u-bourgogne.fr.
Yann
Y
Bernhard
ICMUB Institute-Dept of Chemistry, Sciences Mirande, UMR-CNRS 6302, 9 Avenue Alain Savary, University of Burgundy Franche-Comté, France. Richar.Decreau@u-bourgogne.fr.
Elodie
E
Gigot
ICMUB Institute-Dept of Chemistry, Sciences Mirande, UMR-CNRS 6302, 9 Avenue Alain Savary, University of Burgundy Franche-Comté, France. Richar.Decreau@u-bourgogne.fr.
Victor
V
Goncalves
ICMUB Institute-Dept of Chemistry, Sciences Mirande, UMR-CNRS 6302, 9 Avenue Alain Savary, University of Burgundy Franche-Comté, France. Richar.Decreau@u-bourgogne.fr.
Mathieu
M
Moreau
AgroSup Dijon, UMR PAM, 1 Esplanade Erasme, University Bourgogne Franche-Comté, 21078 Dijon, France.
Nicolas
N
Sok
ICMUB Institute-Dept of Chemistry, Sciences Mirande, UMR-CNRS 6302, 9 Avenue Alain Savary, University of Burgundy Franche-Comté, France. Richar.Decreau@u-bourgogne.fr.
Philippe
P
Richard
ICMUB Institute-Dept of Chemistry, Sciences Mirande, UMR-CNRS 6302, 9 Avenue Alain Savary, University of Burgundy Franche-Comté, France. Richar.Decreau@u-bourgogne.fr.
Richard A
RA
Decréau
D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D001839:Bombesin / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D054833:Isoindoles; D008081:Liposomes / Q000737:chemistry*; D049329:Nanostructures / Q000737:chemistry*
D000480:Alkynes; D001386:Azides; D007211:Indoles; D054833:Isoindoles; D008081:Liposomes; D001839:Bombesin; C013647:phthalocyanine