Carbohydrate surface attachment characterized by sum frequency generation spectroscopy

Langmuir : the ACS Journal of Surfaces and Colloids
Achani K YatawaraAlexander V Benderskii

Abstract

Covalent surface attachment of carbohydrate moieties using maleimide-sulfhydril reaction was characterized by surface-selective vibrational sum-frequency generation (VSFG) spectroscopy. The comparative VSFG spectra of the precursor maleimide-terminated SAM and the product glucose adlayer reveal the high efficiency of the surface coupling reaction (>90%) and the details of the molecular organization of the formed carbohydrate adlayer. The glucose groups are orientationally well ordered, as judged by their sharp C-H stretch bands. The chemical structure of the linker can significantly affect the orientation of the carbohydrate moiety at the surface. Two alkanethiol linkers of different chain lengths (11 and 16 carbons) yield similar orientations of the glucose in the adlayer whereas the cysteine-containing linker produces markedly different relative peak intensities of the glucose C-H stretch bands in the VSFG spectra, suggesting a significantly different orientation with respect to the surface plane.

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Citations

Feb 2, 2012·The Journal of Physical Chemistry. B·Bei Ding, Zhan Chen
Sep 5, 2009·The Journal of Physical Chemistry. B·Khoi Tan NguyenZhan Chen
Mar 23, 2011·Langmuir : the ACS Journal of Surfaces and Colloids·Paul M DietrichWolfgang E S Unger
May 11, 2011·Langmuir : the ACS Journal of Surfaces and Colloids·Xiaofeng HanZhan Chen
Dec 17, 2011·Langmuir : the ACS Journal of Surfaces and Colloids·Yuwei LiuZhan Chen
Jun 25, 2010·The Journal of Chemical Physics·Igor V StiopkinAlexander V Benderskii
Aug 9, 2013·Langmuir : the ACS Journal of Surfaces and Colloids·David T ValleyAlexander V Benderskii
Nov 28, 2018·Biointerphases·J Elliott FowlerJoe E Baio
May 29, 2018·Langmuir : the ACS Journal of Surfaces and Colloids·Baixiong ZhangShuji Ye

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