Literature DB >> 26416727

Identification of carbohydrate anomers using ion mobility-mass spectrometry.

J Hofmann1,2, H S Hahm3,4, P H Seeberger3,4, K Pagel1,2.   

Abstract

Carbohydrates are ubiquitous biological polymers that are important in a broad range of biological processes. However, owing to their branched structures and the presence of stereogenic centres at each glycosidic linkage between monomers, carbohydrates are harder to characterize than are peptides and oligonucleotides. Methods such as nuclear magnetic resonance spectroscopy can be used to characterize glycosidic linkages, but this technique requires milligram amounts of material and cannot detect small amounts of coexisting isomers. Mass spectrometry, on the other hand, can provide information on carbohydrate composition and connectivity for even small amounts of sample, but it cannot be used to distinguish between stereoisomers. Here, we demonstrate that ion mobility-mass spectrometry--a method that separates molecules according to their mass, charge, size, and shape--can unambiguously identify carbohydrate linkage-isomers and stereoisomers. We analysed six synthetic carbohydrate isomers that differ in composition, connectivity, or configuration. Our data show that coexisting carbohydrate isomers can be identified, and relative concentrations of the minor isomer as low as 0.1 per cent can be detected. In addition, the analysis is rapid, and requires no derivatization and only small amounts of sample. These results indicate that ion mobility-mass spectrometry is an effective tool for the analysis of complex carbohydrates. This method could have an impact on the field of carbohydrate synthesis similar to that of the advent of high-performance liquid chromatography on the field of peptide assembly in the late 1970s.

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Year:  2015        PMID: 26416727     DOI: 10.1038/nature15388

Source DB:  PubMed          Journal:  Nature        ISSN: 0028-0836            Impact factor:   49.962


  29 in total

1.  Glycobiology: Toward Understanding the Function of Sugars.

Authors:  Raymond A. Dwek
Journal:  Chem Rev       Date:  1996-03-28       Impact factor: 60.622

2.  Evidence for macromolecular protein rings in the absence of bulk water.

Authors:  Brandon T Ruotolo; Kevin Giles; Iain Campuzano; Alan M Sandercock; Robert H Bateman; Carol V Robinson
Journal:  Science       Date:  2005-11-17       Impact factor: 47.728

3.  A general strategy for the chemoenzymatic synthesis of asymmetrically branched N-glycans.

Authors:  Zhen Wang; Zoeisha S Chinoy; Shailesh G Ambre; Wenjie Peng; Ryan McBride; Robert P de Vries; John Glushka; James C Paulson; Geert-Jan Boons
Journal:  Science       Date:  2013-07-26       Impact factor: 47.728

4.  Cell biology. Looking for a sugar rush.

Authors:  Robert F Service
Journal:  Science       Date:  2012-10-19       Impact factor: 47.728

5.  Fragmentation of negative ions from carbohydrates: part 1. Use of nitrate and other anionic adducts for the production of negative ion electrospray spectra from N-linked carbohydrates.

Authors:  David J Harvey
Journal:  J Am Soc Mass Spectrom       Date:  2005-05       Impact factor: 3.109

6.  Ion mobility-mass spectrometry of complex carbohydrates: collision cross sections of sodiated N-linked glycans.

Authors:  Kevin Pagel; David J Harvey
Journal:  Anal Chem       Date:  2013-05-10       Impact factor: 6.986

7.  Resolving and assigning N-linked glycan structural isomers from ovalbumin by IMS-MS.

Authors:  Manolo D Plasencia; Dragan Isailovic; Samuel I Merenbloom; Yehia Mechref; Milos V Novotny; David E Clemmer
Journal:  J Am Soc Mass Spectrom       Date:  2008-07-31       Impact factor: 3.109

Review 8.  Sialic acids in human health and disease.

Authors:  Ajit Varki
Journal:  Trends Mol Med       Date:  2008-07-06       Impact factor: 11.951

Review 9.  Opportunities and challenges in synthetic oligosaccharide and glycoconjugate research.

Authors:  Thomas J Boltje; Therese Buskas; Geert-Jan Boons
Journal:  Nat Chem       Date:  2009-11       Impact factor: 24.427

10.  Discrimination of epimeric glycans and glycopeptides using IM-MS and its potential for carbohydrate sequencing.

Authors:  P Both; A P Green; C J Gray; R Sardzík; J Voglmeir; C Fontana; M Austeri; M Rejzek; D Richardson; R A Field; G Widmalm; S L Flitsch; C E Eyers
Journal:  Nat Chem       Date:  2013-12-08       Impact factor: 24.427

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  77 in total

1.  Glycosaminoglycan Analysis by Cryogenic Messenger-Tagging IR Spectroscopy Combined with IMS-MS.

Authors:  Neelam Khanal; Chiara Masellis; Michael Z Kamrath; David E Clemmer; Thomas R Rizzo
Journal:  Anal Chem       Date:  2017-07-07       Impact factor: 6.986

Review 2.  Recent advances in ion mobility-mass spectrometry for improved structural characterization of glycans and glycoconjugates.

Authors:  Zhengwei Chen; Matthew S Glover; Lingjun Li
Journal:  Curr Opin Chem Biol       Date:  2017-11-05       Impact factor: 8.822

3.  Single Cell Profiling Using Ionic Liquid Matrix-Enhanced Secondary Ion Mass Spectrometry for Neuronal Cell Type Differentiation.

Authors:  Thanh D Do; Troy J Comi; Sage J B Dunham; Stanislav S Rubakhin; Jonathan V Sweedler
Journal:  Anal Chem       Date:  2017-02-10       Impact factor: 6.986

4.  Characterization of Isomeric Glycans by Reversed Phase Liquid Chromatography-Electronic Excitation Dissociation Tandem Mass Spectrometry.

Authors:  Yang Tang; Juan Wei; Catherine E Costello; Cheng Lin
Journal:  J Am Soc Mass Spectrom       Date:  2018-04-13       Impact factor: 3.109

Review 5.  Challenges in Identifying the Dark Molecules of Life.

Authors:  María Eugenia Monge; James N Dodds; Erin S Baker; Arthur S Edison; Facundo M Fernández
Journal:  Annu Rev Anal Chem (Palo Alto Calif)       Date:  2019-03-18       Impact factor: 10.745

6.  Unraveling the isomeric heterogeneity of glycans: ion mobility separations in structures for lossless ion manipulations.

Authors:  Gabe Nagy; Isaac K Attah; Sandilya V B Garimella; Keqi Tang; Yehia M Ibrahim; Erin S Baker; Richard D Smith
Journal:  Chem Commun (Camb)       Date:  2018-09-28       Impact factor: 6.222

7.  Chiral separation of diastereomers of the cyclic nonapeptides vasopressin and desmopressin by uniform field ion mobility mass spectrometry.

Authors:  Shawn T Phillips; James N Dodds; Berkley M Ellis; Jody C May; John A McLean
Journal:  Chem Commun (Camb)       Date:  2018-08-21       Impact factor: 6.222

8.  Free-Radical-Mediated Glycan Isomer Differentiation.

Authors:  Rayan Murtada; Kimberly Fabijanczuk; Kaylee Gaspar; Xueming Dong; Kawthar Zeyad Alzarieni; Kimberly Calix; Edgar Manriquez; Rose Mery Bakestani; Hilkka I Kenttämaa; Jinshan Gao
Journal:  Anal Chem       Date:  2020-09-28       Impact factor: 6.986

9.  Travelling-wave ion mobility and negative ion fragmentation of high-mannose N-glycans.

Authors:  David J Harvey; Charlotte A Scarff; Matthew Edgeworth; Weston B Struwe; Kevin Pagel; Konstantinos Thalassinos; Max Crispin; Jim Scrivens
Journal:  J Mass Spectrom       Date:  2016-03       Impact factor: 1.982

Review 10.  Targeting the untargeted in molecular phenomics with structurally-selective ion mobility-mass spectrometry.

Authors:  Jody Christopher May; Randi Lee Gant-Branum; John Allen McLean
Journal:  Curr Opin Biotechnol       Date:  2016-04-29       Impact factor: 9.740

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