6533b7cefe1ef96bd12579e0
RESEARCH PRODUCT
Direct subphthalocyanine conjugation to bombesin vs. indirect conjugation to its lipidic nanocarrier
Mathieu MoreauRichard A. DecréauNicolas SokYann BernhardVictor GoncalvesPhilippe RichardElodie Gigotsubject
AzidesIndolesStereochemistryefficacyConjugated systemIsoindoles010402 general chemistry01 natural sciencesBiochemistry[ CHIM ] Chemical Scienceschemistry.chemical_compound[ CHIM.ORGA ] Chemical Sciences/Organic chemistry[CHIM]Chemical SciencesPhysical and Theoretical Chemistrysilicon phthalocyaninesmelanoma-cellsLiposomeBioconjugationfluorescent[CHIM.ORGA]Chemical Sciences/Organic chemistry010405 organic chemistryOrganic ChemistryBombesinFast protein liquid chromatographyCombinatorial chemistryFluorescence0104 chemical sciencesNanostructuresmelanocyteschemistryphotodynamic therapyCovalent bondAlkynesLiposomesBombesinactivationNanocarriersdescription
International audience; 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).
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-04-12 |