The High Mannose Glycans from Bovine Ribonuclease B Isomer Characterization by Ion Trap MS

Overview

Journal J Am Soc Mass Spectrom

Specialty Chemistry

Date 2009 Feb 3

PMID 19181540

Citations 61

Authors

Justin M Prien

David J Ashline

Anthony J Lapadula

Hailong Zhang

Vernon N Reinhold

Affiliations

Soon will be listed here.

Abstract

Thirteen high mannose isomers have been structurally characterized within three glycomers, Man(5)GlcNAc(2), Man(7)GlcNAc(2), and Man(8)GlcNAc(2) released from bovine ribonuclease B, six previously unreported. The study was carried out with a single ion trap instrument involving no chromatography. Three previously characterized isomers from Man(7) and Man(8) (three each) have been identified plus one unreported Man(7) isomer. Incomplete alpha-glucosidase activity on the Man(6) and Man(7) glycoproteins appears to account for two additional isomeric structures. The preeminence of ion traps for detail analysis was further demonstrated by resolving three new isomers within the Man(5) glycomer summing to the six previously unreported structures in this glycoprotein. All reported structures represent a distribution of Golgi processing remnants that fall within the Man(9)GlcNAc(2) footprint. Topologies were defined by ion compositions along a disassembly pathway while linkage and branching were aided by spectral identity in a small oligomer fragment library. Isomers from this glycoprotein appear to represent a distribution of Golgi processing remnants, and an alphanumeric classification scheme has been devised to identify all products. Although numerous analytical strategies have been introduced to identify selected components of structure, it has been the continued focus of this and previous reports to only build upon protocols that can be integrated into a high throughput strategy consistent with automation. Duplication of these and results from comparable standards could bring an important analytical focus to carbohydrate sequencing that is greatly lacking.

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References

Kurimoto A, Daikoku S, Mutsuga S, Kanie O . Analysis of energy-resolved mass spectra at MSn in a pursuit to characterize structural isomers of oligosaccharides. Anal Chem. 2006; 78(10):3461-6. DOI: 10.1021/ac0601361. View

Kurimoto A, Kanie O . Distinguishing isomeric pyridylaminated high-mannose (Man7) oligosaccharides based on energy-resolved mass spectra. Rapid Commun Mass Spectrom. 2007; 21(16):2770-8. DOI: 10.1002/rcm.3143. View

Zhuang Z, Starkey J, Mechref Y, Novotny M, Jacobson S . Electrophoretic analysis of N-glycans on microfluidic devices. Anal Chem. 2007; 79(18):7170-5. DOI: 10.1021/ac071261v. View

Costello C, Contado-Miller J, Cipollo J . A glycomics platform for the analysis of permethylated oligosaccharide alditols. J Am Soc Mass Spectrom. 2007; 18(10):1799-812. PMC: 4383468. DOI: 10.1016/j.jasms.2007.07.016. View

Zhang H, Singh S, Reinhold V . Congruent strategies for carbohydrate sequencing. 2. FragLib: an MSn spectral library. Anal Chem. 2005; 77(19):6263-70. PMC: 1440921. DOI: 10.1021/ac050725r. View

Clowers B, Dwivedi P, Steiner W, Hill Jr H, Bendiak B . Separation of sodiated isobaric disaccharides and trisaccharides using electrospray ionization-atmospheric pressure ion mobility-time of flight mass spectrometry. J Am Soc Mass Spectrom. 2005; 16(5):660-9. DOI: 10.1016/j.jasms.2005.01.010. View

Guttman A, Pritchett T . Capillary gel electrophoresis separation of high-mannose type oligosaccharides derivatized by 1-aminopyrene-3,6,8-trisulfonic acid. Electrophoresis. 1995; 16(10):1906-11. DOI: 10.1002/elps.11501601314. View

Dwivedi P, Bendiak B, Clowers B, Hill Jr H . Rapid resolution of carbohydrate isomers by electrospray ionization ambient pressure ion mobility spectrometry-time-of-flight mass spectrometry (ESI-APIMS-TOFMS). J Am Soc Mass Spectrom. 2007; 18(7):1163-75. DOI: 10.1016/j.jasms.2007.04.007. View

Zhao C, Xie B, Chan S, Costello C, OConnor P . Collisionally activated dissociation and electron capture dissociation provide complementary structural information for branched permethylated oligosaccharides. J Am Soc Mass Spectrom. 2007; 19(1):138-50. DOI: 10.1016/j.jasms.2007.10.022. View

10.

Lapadula A, Hatcher P, Hanneman A, Ashline D, Zhang H, Reinhold V . Congruent strategies for carbohydrate sequencing. 3. OSCAR: an algorithm for assigning oligosaccharide topology from MSn data. Anal Chem. 2005; 77(19):6271-9. PMC: 1435829. DOI: 10.1021/ac050726j. View

11.

Prien J, Huysentruyt L, Ashline D, Lapadula A, Seyfried T, Reinhold V . Differentiating N-linked glycan structural isomers in metastatic and nonmetastatic tumor cells using sequential mass spectrometry. Glycobiology. 2008; 18(5):353-66. PMC: 2652488. DOI: 10.1093/glycob/cwn010. View

12.

Ashline D, Lapadula A, Liu Y, Lin M, Grace M, Pramanik B . Carbohydrate structural isomers analyzed by sequential mass spectrometry. Anal Chem. 2007; 79(10):3830-42. PMC: 3064989. DOI: 10.1021/ac062383a. View

13.

Kakehi K, Suzuki S, Honda S, Lee Y . Precolumn labeling of reducing carbohydrates with 1-(p-methoxy)phenyl-3-methyl-5-pyrazolone: analysis of neutral and sialic acid-containing oligosaccharides found in glycoproteins. Anal Biochem. 1991; 199(2):256-68. DOI: 10.1016/0003-2697(91)90099-f. View

14.

Fu D, Chen L, ONeill R . A detailed structural characterization of ribonuclease B oligosaccharides by 1H NMR spectroscopy and mass spectrometry. Carbohydr Res. 1994; 261(2):173-86. DOI: 10.1016/0008-6215(94)84015-6. View

15.

Liang C, Yamashita K, Kobata A . Structural study of the carbohydrate moiety of bovine pancreatic ribonuclease B. J Biochem. 1980; 88(1):51-8. View