TY - JOUR
T1 - Direct Experimental Characterization of Glycosyl Cations by Infrared Ion Spectroscopy
AU - Elferink, Hidde
AU - Severijnen, Marion E.
AU - Martens, Jonathan
AU - Mensink, Rens A.
AU - Berden, Giel
AU - Oomens, Jos
AU - Rutjes, Floris P.J.T.
AU - Rijs, Anouk M.
AU - Boltje, Thomas J.
PY - 2018/5/16
Y1 - 2018/5/16
N2 - Glycosyl cations are crucial intermediates formed during enzymatic and chemical glycosylation. The intrinsic high reactivity and short lifetime of these reaction intermediates make them very challenging to characterize using spectroscopic techniques. Herein, we report the use of collision induced dissociation tandem mass spectrometry to generate glycosyl cations in the gas phase followed by infrared ion spectroscopy using the FELIX infrared free electron laser. The experimentally observed IR spectra were compared to DFT calculated spectra enabling the detailed structural elucidation of elusive glycosyl oxocarbenium and dioxolenium ions.
AB - Glycosyl cations are crucial intermediates formed during enzymatic and chemical glycosylation. The intrinsic high reactivity and short lifetime of these reaction intermediates make them very challenging to characterize using spectroscopic techniques. Herein, we report the use of collision induced dissociation tandem mass spectrometry to generate glycosyl cations in the gas phase followed by infrared ion spectroscopy using the FELIX infrared free electron laser. The experimentally observed IR spectra were compared to DFT calculated spectra enabling the detailed structural elucidation of elusive glycosyl oxocarbenium and dioxolenium ions.
UR - http://www.scopus.com/inward/record.url?scp=85046418982&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85046418982&partnerID=8YFLogxK
U2 - 10.1021/jacs.8b01236
DO - 10.1021/jacs.8b01236
M3 - Article
C2 - 29656643
AN - SCOPUS:85046418982
SN - 0002-7863
VL - 140
SP - 6034
EP - 6038
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 19
ER -