Fragmentation studies of noncovalent sugar-sugar complexes by infrared atmospheric pressure MALDI

Seggern, Christopher E. Von; Cotter, Robert J.

doi:10.1016/s1044-0305(03)00478-1

Cited by 28 publications

(27 citation statements)

References 28 publications

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“…The coupling AP-IR-MALDI will be surely the method of choice in the next few years. It has already been demonstrated that it is a powerful technique for the study of sugar non-covalent complexes [141].…”

Section: Resultsmentioning

confidence: 99%

Matrix-Assisted Laser Desorption/Ionization Analysis of Non-Covalent Complexes: Fundamentals and Applications

Bolbach

2005

CPD

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Mass spectrometry is now a well established and powerful method for analysing the structure of biomolecules and more recently their non-covalent interactions. It is based on two soft ionization techniques, electrospray ionization (ESI) and matrix-assisted laser desorption/ionization (MALDI), which allow to produce biomolecule ions in gas phase with a very high efficiency for a subsequent analysis in the mass analyser. The high sensitivity and the high precision of modern mass spectrometry were first applied to elucidate the primary structure of proteins in the so-called proteomic area. It is widely used in biological and medical sciences. The new challenge for the mass spectrometrist is to decipher the quaternary structure of biomolecules by preserving into the gas phase the weak interactions that exist between molecules in solution. In this review, we will focus on the application of matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) for studying the non-covalent associations. Keeping in mind that the weak interactions between partners must be preserved from the solution into the gas phase, we will describe the critical parameters involved in both the desorption/ionization processes and the target preparation including the incorporation of the non-covalent complex into the matrix crystals. Various examples will be presented showing that weak interactions can survive the entire MALDI process allowing the direct detection of intact complexes. However, all these weak interactions cannot be always preserved from the cell to the mass spectrometer. Specific methodologies have been developed to get insights of these interactions. Most of them will be presented in this review.

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Section: Resultsmentioning

confidence: 99%

Matrix-Assisted Laser Desorption/Ionization Analysis of Non-Covalent Complexes: Fundamentals and Applications

Bolbach

2005

CPD

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“…It is also important to consider the effect of sugar concentration on peptide–sugar complex formation. Previous work demonstrated that sugars containing sialic acid have the ability to form strong non‐covalent homodimers and homopolymers 29. The presence of high concentrations of 3′SL and 6′SL results in a strong signal from sugar monomer and sugar dimers, trimers and tetramers (data not shown).…”

Section: Resultsmentioning

confidence: 80%

“…Earlier work involving sugar–sugar complexes demonstrated the effectiveness of IR AP‐MALDI as a technique to study non‐covalent interactions 29. The stabilization of weak interaction by ambient gases following ionization allowed for CID testing of the strength of interaction between several oligosaccharides.…”

Section: Resultsmentioning

confidence: 99%

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Study of peptide–sugar non‐covalent complexes by infrared atmospheric pressure matrix‐assisted laser desorption/ionization

Seggern

Cotter

2004

J. Mass Spectrom.

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Infrared atmospheric pressure matrix-assisted laser desorption/ionization quadrupole ion trap mass spectrometry was applied to the study of siglec binding to oligosaccharide ligands. Peptides were designed to mimic the binding sites of three members of the siglec family: sialoadhesin, MAG and CD22. These peptides were tested for their ability to complex with their carbohydrate ligands 3'-sialyllactose (3'SL) and 6'-sialyllactose (6'SL). All peptides demonstrated the ability to bind to the carbohydrates, with the peptide representing sialoadhesin maintaining its binding specificity for 3'SL in preference to 6'SL. This technique can be used to study other protein-sugar interactions and can be expanded to create high-throughput screening techniques.

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“…Such a bifunctional guest can potentially offer combined acid and base catalysis for glycosidic bond cleavage. During the course of our work, Von Seggern and Cotter have reported that non-covalent sugarsugar complexes also undergo sugar fragmentation and rearrangement before complex breakdown, although they did not offer mechanistic insights into these processes [6]. Anionic complexes between chloride ions and oligosaccharides also appear to facilitate cleavage of saccharide bonds [7].…”

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confidence: 94%

Using non-covalent complexes to direct the fragmentation of glycosidic bonds in the gas phase

Vrkic

O’Hair

2004

J. Am. Soc. Mass Spectrom.

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An investigation of the gas phase chemistry of proton bound oligosaccharide (S)-ligand (L) non-covalent complexes, [S ϩ H ϩ L] ϩ has been carried out using electrospray ionization (ESI) and tandem mass spectrometry in a quadrupole ion trap. When subjected to collision-inducedϩ complexes undergo a range of reactions that can be broadly classified into three main types: (1) Simple dissociation into the individual monomers; (2) cleavage of the oligosaccharide to form B-type sequence ions; (3) cleavage of the ligand species. The second type of reaction is particularly interesting as it can produce a "ladder series" of [B x ϩ L] ϩ ions via ligand induced oligosaccharide bond cleavage. This novel gas phase reaction greatly simplifies the sequencing of oligosaccharides. Both the oligosaccharide and ligand were found to influence the type of reaction pathway observed, with the "ladder series" of [B x ϩ L] ϩ ions being favored for permethylated oligosaccharides and for bifunctional ligands. Cytosine is a particularly good ligand at facilitating the formation of [B x ϩ L] ϩ ions. Analogies with condensed phase chemistry of sugars is made and a potential mechanism for ligand induced oligosaccharide bond cleavage is proposed. (J Am Soc Mass Spectrom 2004, 15, 715-724)

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Fragmentation studies of noncovalent sugar-sugar complexes by infrared atmospheric pressure MALDI

Cited by 28 publications

References 28 publications

Matrix-Assisted Laser Desorption/Ionization Analysis of Non-Covalent Complexes: Fundamentals and Applications

Matrix-Assisted Laser Desorption/Ionization Analysis of Non-Covalent Complexes: Fundamentals and Applications

Study of peptide–sugar non‐covalent complexes by infrared atmospheric pressure matrix‐assisted laser desorption/ionization

Using non-covalent complexes to direct the fragmentation of glycosidic bonds in the gas phase

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