Isolation and characterization of three positional isomers of diglucosylcyclomaltoheptaose

Koizumi, Kyoko; Tanimoto, Toshiko; Okada, Yasuyo; Matsuo, Mariko

doi:10.1016/0008-6215(90)84229-n

Cited by 10 publications

(4 citation statements)

References 7 publications

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“…Several chromatographic materials have been developed to separate the released O- glycans; the most popular types are graphitized carbon chromatography (GCC), hydrophilic interaction liquid chromatography (HILIC), and reverse phase HPLC (RP-HPLC). Graphitized carbon is found to have remarkable capabilities in the separation of structural isomers of O- glycans with the same composition. − Graphitized carbon chromatography uses a solid phase that mainly consists of macromolecules that are made of carbon with hydrophobic and electrostatic retention properties. − Hydrophilic interaction liquid chromatography is also being used to separate glycans on the basis of the size and polarity of the glycans but does not separate structural isomers. , Another chromatographic method commonly used in the separation of glycans is RP-HPLC. The glycans in RP-HPLC are separated on the basis of hydrophobicity, in which polar glycans are eluted earlier than less polar glycans.…”

Section: O-glycan Profilingmentioning

confidence: 99%

“…Acidic glycans respond well to negative ion mode MALDI, while neutral glycans respond well to positive ion mode MALDI. A variety of matrices, such as dihyroxybenzoic acid (both positive and negative ion MALDI), − dihydroxyacetophenone (negative ion mode), and 3-aminoquinolone (negative ion mode), have been used in MALDI for the analysis of glycans. Most of the MALDI MS methods for released O -glycan were performed by derivatization (permethylation) and also often prior to MALDI to increase the overall sensitivity and ionization efficiency.…”

Section: O-glycan Profilingmentioning

confidence: 99%

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Decoding of O-Linked Glycosylation by Mass Spectrometry

Mulagapati¹,

Koppolu²,

Raju³

2017

Biochemistry

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Protein glycosylation (N- and O-linked) plays an important role in many biological processes, including protein structure and function. However, the structural elucidation of glycans, specifically O-linked glycans, remains a major challenge and is often overlooked during protein analysis. Recently, mass spectrometry (MS) has matured as a powerful technology for high-quality analytical characterization of O-linked glycans. This review summarizes the recent developments and insights of MS-based glycomics technologies, with a focus on mucin-type O-glycan analysis. Three main MS-based approaches are outlined: O-glycan profiling (structural analysis of released O-glycan), a "bottom-up" approach (analysis of an O-glycan covalently attached to a glycopeptide), and a "top-down" approach (analysis of a glycan attached to an intact glycoprotein). In addition, the most widely used MS ionization techniques, i.e., matrix-assisted laser desorption ionization and electrospray ionization, as well as ion activation techniques like collision-induced dissociation, electron capture dissociation, and electron transfer dissociation during O-glycan analysis are discussed. The MS technical approaches mentioned above are already major improvements for studying O-linked glycosylation and appear to be valuable for in-depth analysis of the type of O-glycan attached, branching patterns, and the occupancy of O-glycosylation sites.

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Section: O-glycan Profilingmentioning

confidence: 99%

Section: O-glycan Profilingmentioning

confidence: 99%

Decoding of O-Linked Glycosylation by Mass Spectrometry

Mulagapati¹,

Koppolu²,

Raju³

2017

Biochemistry

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“…Several different chromatographic materials have been used to separate released, reduced O‐glycans. Graphitized carbon has the remarkable capacity to separate different structural isomers of glycans that have the same composition [61,63,64]. This separation is based on size, linkages and/or branching, and allows a quick comparison of a large set of samples.…”

Section: Separation Of Released O‐glycansmentioning

confidence: 99%

Mucin‐type O‐glycosylation – putting the pieces together

2009

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The O‐glycosylation of Ser and Thr by N‐acetylgalactosamine‐linked (mucin‐type) oligosaccharides is often overlooked in protein analysis. Three characteristics make O‐linked glycosylation more difficult to analyse than N‐linked glycosylation, namely: (a) no amino acid consensus sequence is known; (b) there is no universal enzyme for the release of O‐glycans from the protein backbone; and (c) the density and number of occupied sites may be very high. For significant biological conclusions to be drawn, the complete picture of O‐linked glycosylation on a protein needs to be determined. This review specifically addresses the analytical approaches that have been used, and the challenges remaining, in the characterization of both the composition and structure of mucin‐type O‐glycans, and the determination of the occupancy and heterogeneity at each amino acid attachment site.

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“…On the other hand, complete separation was achieved in one run for positional isomers of di-α-D-glucosyl-γ-CD ((G 1 ) 2 -γ-CD) (Koizumi et al, 1986;Tanimoto et al, 1995), as well as with a mixture of β-CD, α-CD, G1-β-CD, G2-β-CD and (G2)2-β-CD (Yamamoto et al, 1989), or with two distinct columns for α-, β-or γ-CD and their maltosyl grafted derivatives (Shiraishi et al, 1989). 1 H or 13 C NMR was also successfully applied to characterize α-CDs and 6-O-α-glucopyranosyl-to 6-O-αmaltoheptaosyl-α-CD (G 1 -α-CD to G 7 -α-CD) (Ishizuka et al, 2004), as well as for doubly and triply branched glucosyl-CDs ((G1)2/(G1)3-γ-CD) (Koizumi et al, 1986(Koizumi et al, , 1990(Koizumi et al, , 1991Tanimoto et al, 1995), maltosyl-CD (Abe et al, 1988;Okada et al, 1994), or longer branched glucosyl chains. (Hizukuri et al, 1989) While mass spectrometry (MS) is commonly used for the characterization of cyclodextrins (CDs), there are relatively few studies that have focused on the analysis of their glycosyl derivatives.…”

Section: Introductionmentioning

confidence: 99%