Effective use of mass spectrometry for glycan and glycopeptide structural analysis.

Most proteins are glycosylated. Mass spectrometry methods are used for mapping glycoprotein glycosylation and detailed glycan structural determination. This technology enables precise characterization of recombinant glycoproteins in the pharmaceutical industry and academic biomedicine.

[1]  Ionel Ciucanu,et al.  A simple and rapid method for the permethylation of carbohydrates , 1984 .

[2]  B. Spengler,et al.  Infrared laser desorption mass spectrometry of oligosaccharides: fragmentation mechanisms and isomer analysis , 1990 .

[3]  C. Fenselau,et al.  Structural analysis of oligosaccharides by tandem mass spectrometry: Collisional activation of sodium adduct ions , 1990 .

[4]  R. Geyer,et al.  Saccharide linkage analysis using methylation and other techniques. , 1994, Methods in enzymology.

[5]  B. Reinhold,et al.  Carbohydrate molecular weight profiling, sequence, linkage, and branching data: ES-MS and CID. , 1995, Analytical Chemistry.

[6]  Mark T. Cancilla,et al.  Coordination of Alkali Metals to Oligosaccharides Dictates Fragmentation Behavior in Matrix Assisted Laser Desorption Ionization/Fourier Transform Mass Spectrometry , 1996 .

[7]  B. Budnik,et al.  Electron detachment dissociation of peptide di-anions: an electron–hole recombination phenomenon , 2001 .

[8]  A. M. Lawson,et al.  Negative-ion electrospray mass spectrometry of neutral underivatized oligosaccharides. , 2001, Analytical chemistry.

[9]  A G Marshall,et al.  Electron capture dissociation and infrared multiphoton dissociation MS/MS of an N-glycosylated tryptic peptic to yield complementary sequence information. , 2001, Analytical chemistry.

[10]  M. Karas,et al.  Structural analysis of underivatized neutral human milk oligosaccharides in the negative ion mode by nano-electrospray MSn (Part 1: Methodology) , 2002, Journal of the American Society for Mass Spectrometry.

[11]  Ionel Ciucanu,et al.  Elimination of oxidative degradation during the per-O-methylation of carbohydrates. , 2003, Journal of the American Chemical Society.

[12]  J. Shabanowitz,et al.  Peptide and protein sequence analysis by electron transfer dissociation mass spectrometry. , 2004, Proceedings of the National Academy of Sciences of the United States of America.

[13]  J. Zaia,et al.  Competing fragmentation processes in tandem mass spectra of heparin-like glycosaminoglycans , 2004, Journal of the American Society for Mass Spectrometry.

[14]  Roman A Zubarev,et al.  Electron-capture dissociation tandem mass spectrometry. , 2004, Current opinion in biotechnology.

[15]  John D. Venable,et al.  Automated approach for quantitative analysis of complex peptide mixtures from tandem mass spectra , 2004, Nature Methods.

[16]  J. Zaia.  Mass spectrometry of oligosaccharides. , 2004, Mass spectrometry reviews.

[17]  David J Harvey,et al.  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 , 2005, Journal of the American Society for Mass Spectrometry.

[18]  H. Cooper,et al.  Determination of Aberrant O-Glycosylation in the IgA1 Hinge Region by Electron Capture Dissociation Fourier Transform-Ion Cyclotron Resonance Mass Spectrometry* , 2005, Journal of Biological Chemistry.

[19]  D. Ashline,et al.  Congruent strategies for carbohydrate sequencing. 1. Mining structural details by MSn. , 2005, Analytical chemistry.

[20]  R. Jefferis.  Glycosylation of Recombinant Antibody Therapeutics , 2008, Biotechnology progress.

[21]  D. Ashline,et al.  Congruent strategies for carbohydrate sequencing. 3. OSCAR: an algorithm for assigning oligosaccharide topology from MSn data. , 2005, Analytical chemistry.

[22]  André M Deelder,et al.  Protein glycosylation analysis by liquid chromatography-mass spectrometry. , 2005, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[23]  Hailong Zhang,et al.  Congruent strategies for carbohydrate sequencing. 2. FragLib: an MSn spectral library. , 2005, Analytical chemistry.

[24]  B. Domon,et al.  A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates , 1988, Glycoconjugate Journal.

[25]  André M Deelder,et al.  Mass spectrometry of proton adducts of fucosylated N-glycans: fucose transfer between antennae gives rise to misleading fragments. , 2006, Rapid communications in mass spectrometry : RCM.

[26]  K. Anumula,et al.  Advances in fluorescence derivatization methods for high-performance liquid chromatographic analysis of glycoprotein carbohydrates. , 2006, Analytical biochemistry.

[27]  A. Varki.  Nothing in Glycobiology Makes Sense, except in the Light of Evolution , 2006, Cell.

[28]  J. Zaia,et al.  The influence of sialylation on glycan negative ion dissociation and energetics , 2006, Journal of the American Society for Mass Spectrometry.

[29]  André M Deelder,et al.  Glycoproteomics based on tandem mass spectrometry of glycopeptides. , 2007, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[30]  J. Cipollo,et al.  A glycomics platform for the analysis of permethylated oligosaccharide alditols , 2007, Journal of the American Society for Mass Spectrometry.

[31]  K. Håkansson,et al.  Electron detachment dissociation of neutral and sialylated oligosaccharides , 2007, Journal of the American Society for Mass Spectrometry.

[32]  D. Ashline,et al.  Carbohydrate structural isomers analyzed by sequential mass spectrometry. , 2007, Analytical chemistry.

[33]  K. Håkansson,et al.  Electron capture dissociation of oligosaccharides ionized with alkali, alkaline Earth, and transition metals. , 2007, Analytical chemistry.

[34]  Robert J Linhardt,et al.  Distinguishing glucuronic from iduronic acid in glycosaminoglycan tetrasaccharides by using electron detachment dissociation. , 2007, Analytical chemistry.

[35]  Naoyuki Taniguchi,et al.  Comparison of the methods for profiling glycoprotein glycans--HUPO Human Disease Glycomics/Proteome Initiative multi-institutional study. , 2007, Glycobiology.

[36]  Robert J Linhardt,et al.  Electron detachment dissociation of glycosaminoglycan tetrasaccharides , 2007, Journal of the American Society for Mass Spectrometry.

[37]  Joseph Zaia,et al.  Mass spectrometry and the emerging field of glycomics. , 2008, Chemistry & biology.

[38]  H. Desaire,et al.  Glycopeptide analysis by mass spectrometry. , 2008, The Analyst.

[39]  R. Webby,et al.  Role of viral hemagglutinin glycosylation in anti-influenza activities of recombinant surfactant protein D , 2008, Respiratory research.

[40]  C. Costello,et al.  Collisionally activated dissociation and electron capture dissociation provide complementary structural information for branched permethylated oligosaccharides , 2008, Journal of the American Society for Mass Spectrometry.

[41]  Robert J Linhardt,et al.  Influence of charge state and sodium cationization on the electron detachment dissociation and infrared multiphoton dissociation of glycosaminoglycan oligosaccharides , 2008, Journal of the American Society for Mass Spectrometry.

[42]  Editorial: Glycomics through hyphenated techniques. , 2009, Mass spectrometry reviews.

[43]  A. Deelder,et al.  Hexose rearrangements upon fragmentation of N-glycopeptides and reductively aminated N-glycans. , 2009, Analytical chemistry.

[44]  Richard D. Cummings,et al.  The repertoire of glycan determinants in the human glycome. , 2009, Molecular bioSystems.

[45]  Louise Royle,et al.  Proposal for a standard system for drawing structural diagrams of N‐ and O‐linked carbohydrates and related compounds , 2009, Proteomics.

[46]  Yehia Mechref,et al.  Solid-phase permethylation for glycomic analysis. , 2009, Methods in molecular biology.

[47]  J. Zaia.  On-line separations combined with MS for analysis of glycosaminoglycans. , 2009, Mass spectrometry reviews.

[48]  H. Desaire,et al.  When can glycopeptides be assigned based solely on high-resolution mass spectrometry data? , 2009 .

[49]  Joseph Zaia,et al.  Mass spectrometry and glycomics. , 2010, Omics : a journal of integrative biology.

[50]  J. Ervasti,et al.  Site Mapping and Characterization of O-Glycan Structures on α-Dystroglycan Isolated from Rabbit Skeletal Muscle* , 2010, The Journal of Biological Chemistry.

[51]  Robert J Linhardt,et al.  Negative electron transfer dissociation of glycosaminoglycans. , 2010, Analytical chemistry.

[52]  Nicolle H. Packer,et al.  Mucin‐type O‐glycosylation – putting the pieces together , 2010, The FEBS journal.

[53]  K. Håkansson,et al.  Electron detachment dissociation of fluorescently labeled sialylated oligosaccharides , 2011, Electrophoresis.

[54]  A. Varki.  Evolutionary forces shaping the Golgi glycosylation machinery: why cell surface glycans are universal to living cells. , 2011, Cold Spring Harbor perspectives in biology.

[55]  C. Costello,et al.  Electron Transfer Dissociation of Milk Oligosaccharides , 2011, Journal of the American Society for Mass Spectrometry.