A2 Ion derived from triglycine: An N1-protonated 4-imidazolidinone

Udo H. Verkerk; Chi-Kit Siu; Jeffrey D. Steill; Houssain El Aribi; Junfang Zhao; Christopher F. Rodriquez; Jos Oomens; Alan C. Hopkinson; K.W. Michael Siu

doi:10.1021/jz900464a

A2 Ion derived from triglycine: An N1-protonated 4-imidazolidinone

Udo H. Verkerk, Chi-Kit Siu, Jeffrey D. Steill, Houssain El Aribi, Junfang Zhao, Christopher F. Rodriquez, Jos Oomens, Alan C. Hopkinson, K.W. Michael Siu

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

44 Citations (Scopus)

Abstract

Fragmentation of protonated peptides in the gas phase constitutes the basis for gas-phase sequencing of peptides using tandem mass spectrometry. Several mechanistic studies have indicated possible loss of bn ion sequence information as a consequence of macrocycle formation from internal nucleophilic attacks. Here, we show by infrared multiple-photon dissociation spectroscopy and density functional theory that the prototypical a2 ion generated from protonated triglycine is predominantly a cyclic N1-protonated 4-imidazolidinone. Cyclization resulting from internal nucleophilic attacks therefore may be a more general phenomenon than anticipated. ©2010 American Chemical Society.

Original language	English
Pages (from-to)	868-872
Journal	Journal of Physical Chemistry Letters
Volume	1
Issue number	5
DOIs	https://doi.org/10.1021/jz900464a
Publication status	Published - 4 Mar 2010

Research Keywords

Biophysical Chemistry

Access Output

10.1021/jz900464a

Other Access Options

Check CityUHK Library

Permanent Link

Right click to copy link

Cite this

@article{2aa2f57a8c5d44db8e1063db818b6109,

title = "A2 Ion derived from triglycine: An N1-protonated 4-imidazolidinone",

abstract = "Fragmentation of protonated peptides in the gas phase constitutes the basis for gas-phase sequencing of peptides using tandem mass spectrometry. Several mechanistic studies have indicated possible loss of bn ion sequence information as a consequence of macrocycle formation from internal nucleophilic attacks. Here, we show by infrared multiple-photon dissociation spectroscopy and density functional theory that the prototypical a2 ion generated from protonated triglycine is predominantly a cyclic N1-protonated 4-imidazolidinone. Cyclization resulting from internal nucleophilic attacks therefore may be a more general phenomenon than anticipated. {\textcopyright}2010 American Chemical Society.",

keywords = "Biophysical Chemistry",

author = "Verkerk, {Udo H.} and Chi-Kit Siu and Steill, {Jeffrey D.} and Aribi, {Houssain El} and Junfang Zhao and Rodriquez, {Christopher F.} and Jos Oomens and Hopkinson, {Alan C.} and Siu, {K.W. Michael}",

year = "2010",

month = mar,

day = "4",

doi = "10.1021/jz900464a",

language = "English",

volume = "1",

pages = "868--872",

journal = "Journal of Physical Chemistry Letters",

issn = "1948-7185",

publisher = "American Chemical Society",

number = "5",

}

TY - JOUR

T1 - A2 Ion derived from triglycine

T2 - An N1-protonated 4-imidazolidinone

AU - Verkerk, Udo H.

AU - Siu, Chi-Kit

AU - Steill, Jeffrey D.

AU - Aribi, Houssain El

AU - Zhao, Junfang

AU - Rodriquez, Christopher F.

AU - Oomens, Jos

AU - Hopkinson, Alan C.

AU - Siu, K.W. Michael

PY - 2010/3/4

Y1 - 2010/3/4

N2 - Fragmentation of protonated peptides in the gas phase constitutes the basis for gas-phase sequencing of peptides using tandem mass spectrometry. Several mechanistic studies have indicated possible loss of bn ion sequence information as a consequence of macrocycle formation from internal nucleophilic attacks. Here, we show by infrared multiple-photon dissociation spectroscopy and density functional theory that the prototypical a2 ion generated from protonated triglycine is predominantly a cyclic N1-protonated 4-imidazolidinone. Cyclization resulting from internal nucleophilic attacks therefore may be a more general phenomenon than anticipated. ©2010 American Chemical Society.

AB - Fragmentation of protonated peptides in the gas phase constitutes the basis for gas-phase sequencing of peptides using tandem mass spectrometry. Several mechanistic studies have indicated possible loss of bn ion sequence information as a consequence of macrocycle formation from internal nucleophilic attacks. Here, we show by infrared multiple-photon dissociation spectroscopy and density functional theory that the prototypical a2 ion generated from protonated triglycine is predominantly a cyclic N1-protonated 4-imidazolidinone. Cyclization resulting from internal nucleophilic attacks therefore may be a more general phenomenon than anticipated. ©2010 American Chemical Society.

KW - Biophysical Chemistry

UR - http://www.scopus.com/inward/record.url?scp=77949403344&partnerID=8YFLogxK

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-77949403344&origin=recordpage

U2 - 10.1021/jz900464a

DO - 10.1021/jz900464a

M3 - RGC 21 - Publication in refereed journal

SN - 1948-7185

VL - 1

SP - 868

EP - 872

JO - Journal of Physical Chemistry Letters

JF - Journal of Physical Chemistry Letters

IS - 5

ER -

A2 Ion derived from triglycine: An N1-protonated 4-imidazolidinone

Abstract

Research Keywords

Access Output

Other Access Options

Permanent Link

Other Files and Links

Fingerprint

Cite this