title: Synthesis of versatile chemical tools toward a structure/properties relationships study onto targeting colloids.
abstract: As part of a drug delivery project, four aldehydes of the type Pam-Lys(Pam)-spacer-CO-CHO were synthesized to be included in targeting colloids. Though amphiphilic, they were obtained within reasonable yields (18-55%) and with high RP-HPLC purity ( approximately 90%). Parallely, six complementary targeting peptides of the type H(2)N-NH-CH(2)-CO-spacer-YGRGDSP-NH(2) were prepared to be anchored onto colloids. Isolated yields are related to the spacer length and nature. To easily and rapidly modulate the distance between the peptide and the vesicle, every partners were elaborated on solid phase and the expected constructions were obtained by hydrazone ligation. One possible application is presented here with multilamellar vesicles targeting HUVEC cells. Preliminary results prove that the fine-tuning of the spacer length permits to optimize the recognition toward the target cells.
authors.affiliation: UMR 8525 CNRS/Université de Lille 2, Institut de Biologie de Lille, 1, rue Calmette, 59021 Lille Cedex, France.
authors.forename: Pascale
authors.initials: P
authors.lastname: Jolimaitre
authors.forename: Cécile
authors.initials: C
authors.lastname: Poirier
authors.forename: Antoine
authors.initials: A
authors.lastname: Richard
authors.forename: Annick
authors.initials: A
authors.lastname: Blanpain
authors.forename: Brigitte
authors.initials: B
authors.lastname: Delord
authors.forename: Didier
authors.initials: D
authors.lastname: Roux
authors.forename: Line
authors.initials: L
authors.lastname: Bourel-Bonnet
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D002478:Cells, Cultured; D003102:Colloids; D004337:Drug Carriers; D016503:Drug Delivery Systems; D042783:Endothelial Cells / Q000378:metabolism; D004730:Endothelium, Vascular / Q000166:cytology; D006801:Humans; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry*; D016023:Integrins / Q000378:metabolism; D008024:Ligands; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D013329:Structure-Activity Relationship; D014471:Umbilical Veins / Q000166:cytology
chemical_list: D000447:Aldehydes; D003102:Colloids; D004337:Drug Carriers; D006835:Hydrazones; D016023:Integrins; D008024:Ligands; D009842:Oligopeptides; C047981:arginyl-glycyl-aspartic acid