Expedient generation of patterned surface aldehydes by microfluidic oxidation for chemoselective immobilization of ligands and cells.
An expedient and inexpensive method to generate patterned aldehydes on self-assembled monolayers (SAMs) of alkanethiolates on gold with control of density for subsequent chemoselective immobilization from commercially available starting materials has been developed. Utilizing microfluidic cassettes, primary alcohol oxidation of tetra(ethylene glycol) undecane thiol and 11-mercapto-1-undecanol SAMs was performed directly on the surface generating patterned aldehyde groups with pyridinium chlorochromate. The precise density of surface aldehydes generated can be controlled and characterized by electrochemistry. For biological applications, fibroblast cells were seeded on patterned surfaces presenting biospecifc cell adhesive (Arg-Glyc-Asp) RGD peptides.
Westcott
Nathan P
NP
Department of Chemistry and Carolina Center for Genome Science, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
Pulsipher
Abigail
A
Lamb
Brian M
BM
Yousaf
Muhammad N
MN
D016475:3T3 Cells; D000447:Aldehydes / Q000737:chemistry*; D000818:Animals; D002448:Cell Adhesion; D002627:Chemistry, Physical / Q000379:methods; D004563:Electrochemistry / Q000379:methods; D019855:Ethylene Glycol / Q000737:chemistry; D005233:Fatty Alcohols / Q000737:chemistry; D008024:Ligands; D051379:Mice; D044085:Microfluidics; D008856:Microscopy, Fluorescence / Q000379:methods; D008956:Models, Chemical; D013438:Sulfhydryl Compounds / Q000737:chemistry; D013499:Surface Properties
C521238:11-mercaptoundecanol; D000447:Aldehydes; D005233:Fatty Alcohols; D008024:Ligands; D013438:Sulfhydryl Compounds; D019855:Ethylene Glycol