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Part 2. N ‐[ m ‐(3‐(trifluoromethyl)diazirine‐3‐yl)phenyl]‐4‐ (‐3‐thio(‐1‐ D ‐galactopyrannosyl)‐maleimidyl)butyramide (MAD‐Gal) on diamond
Author(s) -
Léonard D.,
Chevolot Y.,
Bucher O.,
Haenni W.,
Sigrist H.,
Mathieu H. J.
Publication year - 1998
Publication title -
surface and interface analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.52
H-Index - 90
eISSN - 1096-9918
pISSN - 0142-2421
DOI - 10.1002/(sici)1096-9918(199810)26:11<793::aid-sia421>3.0.co;2-k
Subject(s) - chemistry , trifluoromethyl , diazirine , x ray photoelectron spectroscopy , reagent , thio , mass spectrometry , molecule , secondary ion mass spectrometry , medicinal chemistry , stereochemistry , organic chemistry , chromatography , chemical engineering , alkyl , engineering
Time‐of‐flight secondary ion mass spectrometry (ToF‐SIMS) and x‐ray photoelectron spectroscopy (XPS) are used to characterize a newly synthesized glycosylated photoactivatable reagent designed for surface glycoengineering. The glycoaryldiazirine reagent MAD‐Gal ( N ‐[ m ‐(3‐(trifluoromethyl)diazirine‐3‐yl)phenyl]‐4‐(‐3‐thio(‐1‐ D ‐ galactopyrannosyl)‐maleimidyl)butyramide) is immobilized with 350 nm light on diamond surfaces. The XPS atomic constituents and chemical shifts, as well as ToF‐SIMS‐specific characteristic fragments of the photoimmobilized molecule, are identified. The grafting on oxygen‐containing sites previously observed for N ‐( m ‐(3‐(trifluoromethyl)diazirine‐3‐yl)phenyl)‐4‐maleimido‐butyramide (MAD) is confirmed. The difference in grafting efficiency for fresh and aged substrates indicates that other still unidentified reaction sites could be involved. The ToF‐SIMS imaging is used to exhibit the ability to pattern the surface with the glycosylated aryldiazirine. © 1998 John Wiley & Sons, Ltd.