Photochemical micropatterning of carbohydrates on a surface

Langmuir : the ACS Journal of Surfaces and Colloids
Gregory T CarrollJeffrey T Koberstein

Abstract

In this report, we demonstrate a versatile method for the immobilization and patterning of unmodified carbohydrates onto glass substrates. The method employs a novel self-assembled monolayer to present photoactive phthalimide chromophores at the air-monolayer interface. Upon exposure to UV radiation, the phthalimide end-groups graft to surface-adsorbed carbohydrates, presumably by a hydrogen abstraction mechanism followed by radical recombination to form a covalent bond. Immobilized carbohydrate thin films are evidenced by fluorescence, ellipsometry and contact-angle measurements. Surface micropatterns of mono-, oligo-, and polysaccharides are generated by exposure through a contact photomask and are visualized by condensing water onto the surface. The efficiency of covalent coupling is dependent on the thermodynamic state of the surface. The amount of surface-grafted carbohydrate is enhanced when carbohydrate surface interactions are increased by the incorporation of amine-terminated molecules into the monolayer. Glass substrates modified with mixed monolayers of this nature are used to construct carbohydrate microarrays by spotting the carbohydrates with a robot and subsequently illuminating them with UV light to covalently l...Continue Reading

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Citations

Jul 5, 2007·Glycoconjugate Journal·Gregory T CarrollJeffrey T Koberstein
Aug 10, 2010·Accounts of Chemical Research·Li-Hong Liu, Mingdi Yan
Oct 12, 2010·Bioconjugate Chemistry·Avijit Kumar AdakAlexander Wei
Dec 15, 2010·Bioconjugate Chemistry·Fang ChengDaniel M Ratner
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Mar 20, 2010·Advanced Materials·Xin WangMingdi Yan
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Mar 6, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Maryam ParsaRaphaël Deltombe
Nov 30, 2012·Chemical Society Reviews·Sungjin ParkInjae Shin
Jul 4, 2012·Langmuir : the ACS Journal of Surfaces and Colloids·Ellane J ParkNicholas J Turro
Nov 23, 2016·Macromolecular Rapid Communications·Gregory T CarrollAngela Mammana
Mar 16, 2017·Photochemistry and Photobiology·Gregory T CarrollJeffrey T Koberstein
Jul 13, 2019·Faraday Discussions·Marco MendePeter H Seeberger
May 14, 2016·Physical Review. E·Dinghua Hu, Huiying Wu
Dec 7, 2018·Journal of Carbohydrate Chemistry·Crystal L O'NeilAlexei V Demchenko
May 15, 2020·Journal of Colloid and Interface Science·Xukun HeDayrl P Briggs
Apr 2, 2021·Langmuir : the ACS Journal of Surfaces and Colloids·Meng-Chen MaLi-Wu Fan
Apr 30, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·Xiaohua FangMiriam Rafailovich
Mar 27, 2010·Langmuir : the ACS Journal of Surfaces and Colloids·Rajneesh BhardwajDaniel Attinger
Dec 30, 2020·ACS Applied Materials & Interfaces·Sajag PoudelShalabh C Maroo
Oct 31, 2020·The Journal of Organic Chemistry·Sachin S Shivatare, Chi-Huey Wong

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