title: Propargylamine-isothiocyanate reaction: efficient conjugation chemistry in aqueous media.
abstract: A coupling reaction between secondary propargyl amines and isothiocyanates in aqueous media is described. The reaction is high-yielding and affords cyclized products within 2-24 h. A functionalized ether lipid was synthesized in 8 steps, formulated as liposomes with POPC and conjugated to FITC under mild conditions using this method.
authors.affiliation: Department of Chemistry, Technical University of Denmark, Building 207, DK-2800 Kgs. Lyngby, Denmark. mhc@kemi.dtu.dk.
authors.forename: H M-F
authors.initials: HM
authors.lastname: Viart
authors.forename: T S
authors.initials: TS
authors.lastname: Larsen
authors.forename: C
authors.initials: C
authors.lastname: Tassone
authors.forename: T L
authors.initials: TL
authors.lastname: Andresen
authors.forename: M H
authors.initials: MH
authors.lastname: Clausen
mesh_terms: D002851:Chromatography, High Pressure Liquid; D003500:Cyclization; D017879:Isothiocyanates / Q000737:chemistry*; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry; D011437:Propylamines / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D053778:Thiazolidines / Q000138:chemical synthesis
chemical_list: D017879:Isothiocyanates; D011437:Propylamines; D053778:Thiazolidines; C009054:propargylamine; C037152:isothiocyanic acid; D010293:Pargyline