title: Modification of fluorous substrates with oligo(ethylene glycol) via "click" chemistry for long-term resistance of cell adhesion.
abstract: In this work perfluorinated substrates fabricated from SiO2 glass slides are modified with oligo(ethylene glycol) (OEG) units for long-term resistance of cell adhesion purposes, based on fluorous interactions and click chemistry. Specifically, fluorous substrates, prepared by treatment of glass slides with 1H, 1H, 2H, 2H-perfluorodecyltrimethoxysilane (FAS17), were coated with ethynyl-OEG-C8F17, followed by covalent attachment of an azido-OEG via copper-catalyzed azide-alkyne cycloaddition (CuAAC) "click" reaction. We demonstrate that the resultant surface avoid fibrinogen adsorption and resisted cell adhesion for over 14days. X-ray photoemission spectroscopy (XPS) analysis and contact angle goniometry measurements confirm the presence of the OEG molecules on the fluorous substrates. Bright field optical images show total absence of 3T3 fibroblast cells on the OEG modified fluorinated substrate for 1 and 5days, and a remarkably decrease of cell adhesion at 14days.
authors.affiliation: Department of Chemistry, University of Houston, Houston, TX 77204, USA; Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Málaga, 29071, Spain. Electronic address: rcontreras@uma.es.
authors.forename: Rafael
authors.initials: R
authors.lastname: Contreras-Caceres
authors.affiliation: Department of Chemistry, University of Houston, Houston, TX 77204, USA. Electronic address: cmsantos@central.uh.edu.
authors.forename: Catherine M
authors.initials: CM
authors.lastname: Santos
authors.affiliation: Department of Chemistry, University of Houston, Houston, TX 77204, USA. Electronic address: sihengli9@gmail.com.
authors.forename: Siheng
authors.initials: S
authors.lastname: Li
authors.affiliation: Department of Chemistry, University of Houston, Houston, TX 77204, USA. Electronic address: aks208@yahoo.com.
authors.forename: Amit
authors.initials: A
authors.lastname: Kumar
authors.affiliation: Department of Chemistry, University of Houston, Houston, TX 77204, USA. Electronic address: jeremial@gmail.com.
authors.forename: Zhiling
authors.initials: Z
authors.lastname: Zhu
authors.affiliation: College of Optometry, University of Houston, Houston, TX 77204, USA. Electronic address: snkolar@uh.edu.
authors.forename: Satya S
authors.initials: SS
authors.lastname: Kolar
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Málaga, 29071, Spain. Electronic address: miguelcasado204@gmail.com.
authors.forename: Miguel A
authors.initials: MA
authors.lastname: Casado-Rodriguez
authors.affiliation: Department of Chemistry, University of Houston, Houston, TX 77204, USA. Electronic address: hykaiuh@gmail.com.
authors.forename: Yongkai
authors.initials: Y
authors.lastname: Huang
authors.affiliation: College of Optometry, University of Houston, Houston, TX 77204, USA. Electronic address: amcdermott@optometry.uh.edu.
authors.forename: Alison
authors.initials: A
authors.lastname: McDermott
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Málaga, 29071, Spain. Electronic address: jmromero@uma.es.
authors.forename: Juan Manuel
authors.initials: JM
authors.lastname: Lopez-Romero
authors.affiliation: Department of Chemistry, University of Houston, Houston, TX 77204, USA. Electronic address: cai@uh.edu.
authors.forename: Chengzhi
authors.initials: C
authors.lastname: Cai
mesh_terms: D002448:Cell Adhesion; D057930:Click Chemistry; D019855:Ethylene Glycol / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D005898:Glass / Q000737:chemistry; D015394:Molecular Structure; D012822:Silicon Dioxide / Q000737:chemistry
chemical_list: D005461:Fluorine; D012822:Silicon Dioxide; D019855:Ethylene Glycol
keywords: Cell adhesion resistance; Click reaction; Fluorinated substrate; Fluorine–fluorine interaction; OEG; Protein resistance