The role of the mobile proton in fucose migration.


Journal

Analytical and bioanalytical chemistry
ISSN: 1618-2650
Titre abrégé: Anal Bioanal Chem
Pays: Germany
ID NLM: 101134327

Informations de publication

Date de publication:
Jul 2019
Historique:
received: 16 11 2018
accepted: 30 01 2019
revised: 11 01 2019
pubmed: 4 3 2019
medline: 31 7 2019
entrez: 4 3 2019
Statut: ppublish

Résumé

Fucose migration reactions represent a substantial challenge in the analysis of fucosylated glycan structures by mass spectrometry. In addition to the well-established observation of transposed fucose residues in glycan-dissociation product ions, recent experiments show that the rearrangement can also occur in intact glycan ions. These results suggest a low-energy barrier for migration of the fucose residue and broaden the relevance of fucose migration to include other types of mass spectrometry experiments, including ion mobility-mass spectrometry and ion spectroscopy. In this work, we utilize cold-ion infrared spectroscopy to provide further insight into glycan scrambling in intact glycan ions. Our results show that the mobility of the proton is a prerequisite for the migration reaction. For the prototypical fucosylated glycans Lewis x and blood group antigen H-2, the formation of adduct ions or the addition of functional groups with variable proton affinity yields significant differences in the infrared spectra. These changes correlate well with the promotion or inhibition of fucose migration through the presence or absence of a mobile proton.

Identifiants

pubmed: 30826852
doi: 10.1007/s00216-019-01657-w
pii: 10.1007/s00216-019-01657-w
pmc: PMC6611747
doi:

Substances chimiques

Ammonium Compounds 0
Fluorescent Dyes 0
Protons 0
Fucose 28RYY2IV3F
FUT4 protein, human EC 2.4.1.-
Fucosyltransferases EC 2.4.1.-

Types de publication

Journal Article

Langues

eng

Pagination

4637-4645

Références

J Am Soc Mass Spectrom. 2000 Feb;11(2):136-44
pubmed: 10689666
Proteomics. 2001 Feb;1(2):311-28
pubmed: 11680878
Chem Rev. 1996 Mar 28;96(2):683-720
pubmed: 11848770
Anal Chem. 2002 Feb 15;74(4):734-40
pubmed: 11866052
J Am Soc Mass Spectrom. 2002 Apr;13(4):325-37
pubmed: 11951970
J Chromatogr B Analyt Technol Biomed Life Sci. 2005 Oct 25;825(2):124-33
pubmed: 16213446
Rapid Commun Mass Spectrom. 2006;20(11):1747-54
pubmed: 16676317
J Am Chem Soc. 2006 Aug 16;128(32):10364-5
pubmed: 16895391
Cell. 2006 Sep 8;126(5):841-5
pubmed: 16959563
J Am Chem Soc. 2007 May 9;129(18):5887-97
pubmed: 17428052
Biochim Biophys Acta. 2008 Feb;1783(2):287-96
pubmed: 18023290
ACS Chem Biol. 2007 Oct 19;2(10):685-91
pubmed: 18041818
Curr Protoc Protein Sci. 2006 Mar;Chapter 12:Unit 12.6
pubmed: 18429295
J Am Soc Mass Spectrom. 2008 Dec;19(12):1788-98
pubmed: 18799319
J Am Soc Mass Spectrom. 2008 Dec;19(12):1781-7
pubmed: 18930410
Anal Biochem. 2009 Jan 15;384(2):263-73
pubmed: 18940176
Mass Spectrom Rev. 2009 Jul-Aug;28(4):640-54
pubmed: 19338048
Anal Chem. 2009 Jun 1;81(11):4422-32
pubmed: 19419147
J Am Chem Soc. 2009 Aug 19;131(32):11503-8
pubmed: 19637928
J Am Chem Soc. 2009 Dec 30;131(51):18272-82
pubmed: 19947633
Anal Bioanal Chem. 2010 Aug;397(8):3457-81
pubmed: 20225063
J Am Soc Mass Spectrom. 2010 Dec;21(12):2085-94
pubmed: 20947370
J Am Soc Mass Spectrom. 2011 Jul;22(7):1121-4
pubmed: 21953093
Anal Chem. 2012 Apr 3;84(7):3040-8
pubmed: 22360375
Glycobiology. 2012 Sep;22(9):1147-62
pubmed: 22513036
Biochemistry (Mosc). 2013 Jul;78(7):710-20
pubmed: 24010834
Anal Chem. 2014 Mar 18;86(6):2917-24
pubmed: 24313304
Top Curr Chem. 2015;364:153-81
pubmed: 25370523
J Am Chem Soc. 2015 Apr 1;137(12):4236-42
pubmed: 25760934
Anal Chem. 2015 Jun 16;87(12):5905-13
pubmed: 25978524
Nature. 2015 Oct 8;526(7572):241-4
pubmed: 26416727
Glycobiology. 2015 Dec;25(12):1323-4
pubmed: 26543186
Biochim Biophys Acta. 2016 Aug;1860(8):1688-709
pubmed: 26854953
J Am Soc Mass Spectrom. 2017 Apr;28(4):729-732
pubmed: 28127681
Glycobiology. 2017 Jul 1;27(7):601-618
pubmed: 28430973
Angew Chem Int Ed Engl. 2017 Sep 4;56(37):11248-11251
pubmed: 28513924
Expert Rev Proteomics. 2018 Jan;15(1):13-29
pubmed: 29130774
Sci Rep. 2018 Jan 26;8(1):1644
pubmed: 29374210
Chem Rev. 2018 Sep 12;118(17):7886-7930
pubmed: 29553244
Angew Chem Int Ed Engl. 2018 Jun 18;57(25):7440-7443
pubmed: 29688603
J Urol. 1995 May;153(5):1572-4
pubmed: 7714977
Glycobiology. 1993 Apr;3(2):97-130
pubmed: 8490246
Int J Cancer. 1996 Feb 8;65(4):406-12
pubmed: 8621218
Anal Chem. 1998 Jul 15;70(14):3053-9
pubmed: 9684552
Rapid Commun Mass Spectrom. 1998;12(20):1520-32
pubmed: 9796537

Auteurs

Maike Lettow (M)

Department of Molecular Physics, Fritz Haber Institute of the Max Planck Society, Faradayweg 4-6, 14195, Berlin, Germany.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Takustraße 3, 14195, Berlin, Germany.

Eike Mucha (E)

Department of Molecular Physics, Fritz Haber Institute of the Max Planck Society, Faradayweg 4-6, 14195, Berlin, Germany.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Takustraße 3, 14195, Berlin, Germany.

Christian Manz (C)

Department of Molecular Physics, Fritz Haber Institute of the Max Planck Society, Faradayweg 4-6, 14195, Berlin, Germany.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Takustraße 3, 14195, Berlin, Germany.

Daniel A Thomas (DA)

Department of Molecular Physics, Fritz Haber Institute of the Max Planck Society, Faradayweg 4-6, 14195, Berlin, Germany.

Mateusz Marianski (M)

Department of Molecular Physics, Fritz Haber Institute of the Max Planck Society, Faradayweg 4-6, 14195, Berlin, Germany.
Hunter College, The City University of New York, 695 Park Ave, New York, NY, 10065, USA.

Gerard Meijer (G)

Department of Molecular Physics, Fritz Haber Institute of the Max Planck Society, Faradayweg 4-6, 14195, Berlin, Germany.

Gert von Helden (G)

Department of Molecular Physics, Fritz Haber Institute of the Max Planck Society, Faradayweg 4-6, 14195, Berlin, Germany.

Kevin Pagel (K)

Department of Molecular Physics, Fritz Haber Institute of the Max Planck Society, Faradayweg 4-6, 14195, Berlin, Germany. kevin.pagel@fu-berlin.de.
Institute of Chemistry and Biochemistry, Freie Universität Berlin, Takustraße 3, 14195, Berlin, Germany. kevin.pagel@fu-berlin.de.

Articles similaires

[Redispensing of expensive oral anticancer medicines: a practical application].

Lisanne N van Merendonk, Kübra Akgöl, Bastiaan Nuijen
1.00
Humans Antineoplastic Agents Administration, Oral Drug Costs Counterfeit Drugs

Smoking Cessation and Incident Cardiovascular Disease.

Jun Hwan Cho, Seung Yong Shin, Hoseob Kim et al.
1.00
Humans Male Smoking Cessation Cardiovascular Diseases Female
Humans United States Aged Cross-Sectional Studies Medicare Part C
1.00
Humans Yoga Low Back Pain Female Male

Classifications MeSH