Advanced Search
LIN Jiang-hui, ZHANG Jian-wei, ZHANG Hui-fang, GAO Jian-ping, WEI Zheng. Study on the Fragmentation Patterns of Heparan Sulfate Disaccharides by ESI-MS[J]. Journal of Chinese Mass Spectrometry Society, 2015, 36(2): 111-119. DOI: 10.7538/zpxb.youxian.2014.0059
Citation: LIN Jiang-hui, ZHANG Jian-wei, ZHANG Hui-fang, GAO Jian-ping, WEI Zheng. Study on the Fragmentation Patterns of Heparan Sulfate Disaccharides by ESI-MS[J]. Journal of Chinese Mass Spectrometry Society, 2015, 36(2): 111-119. DOI: 10.7538/zpxb.youxian.2014.0059
shu

Study on the Fragmentation Patterns of Heparan Sulfate Disaccharides by ESI-MS

  • Institute of Glycobiochemistry, Fuzhou University, Fuzhou 350002, China

More Information
    Graphical Abstract
    • Abstract
  • The structure of heparan sulfate determines its interaction with proteins, therefore the analysis of heparan sulfate can help further clarify structure and function relationships. The characteristic fragmentation pattern of twelve heparan sulfate disaccharide was discussed by electrospray ionization-ion trap mass spectrometry （ESI-MSn） in negative mode. The results show that the position and quantity of sulfate groups in disaccharide determine its stability in MS, moreover, C—2 sulfate and C—6 sulfate in disaccharide are more stable than N-sulfate. MS2 revealed that the disaccharide isomers have a characteristic fragment pattern. The results may contribute to identify the disaccharides isomer of heparan sulfate, which can provide theoretical knowleage to identify the structural of heparan sulfate.
    • FullText(HTML)
    • References (26)
  • [1]
    PERRIMON N, BERNFIELD M. Specificities of heparan sulphate proteoglycans in developmental processes[J]. Nature, 2000, 404: 725-728.
    [2]
    LANDER A D, SELLECK S B. The elusive functions of proteoglycans: In vivo veritas[J]. J Cell Biol, 2000, 148(2): 227-232.
    [3]
    ROBINSON C J, STRINGER S E. The splice variants of vascular endothelial growth factor (VEGF) and their receptors[J]. J Cell Sci, 2001, 114(5): 853-865.
    [4]
    MARCUM J A, MCKENNEY J B, GALLI S J, et al. Anticoagulantly active heparin-like molecules from mast cell-deficient mice[J]. Am J Physiol, 1986, 250: H879-H888.
    [5]
    COUCHMAN J R. Syndecans: Proteoglycan regulators of cell-surface microdomains[J]. Nat Rev Mol Cell Biol, 2003, 4(12): 926-937.
    [6]
    LIU D, SHRIVER Z, VENKATARAMAN G, et al. Tumor cell surface heparan sulfate as cryptic promoters or inhibitors of tumor growth and metastasis[J]. Proc Nat Acad Sci, 2002: 99(2): 568-573.
    [7]
    CONRAD H E. Structure of heparan sulfate and dermatan sulfate[J]. Ann N Y Acad Sci, 1989, 556(1): 18-28.
    [8]
    YU H, MUOZ E M, EDENS R E, et al. Kinetic studies on the interactions of heparin and complement proteins using surface plasmon resonance[J]. Biochim Biophys Acta, 2005, 1 726(2): 168-76.
    [9]
    KREUGER J, SPILLMANN D, LI J P, et al. Interactions between heparan sulfate and proteins: The concept of specificity[J]. J Cell Biol, 2006, 174(3): 323-327.
    [10]
    FERRERAS C, RUSHTON G, COLE C L. Endothelial heparan sulfate 6-O-sulfation levels regulate angiogenic responses of endothelial cells to fibroblast growth factor 2 and vascular endothelial growth factor[J]. J Biol Chem, 2012, 287 (43): 36132-36146.
    [11]
    ASHIKARI-HADA S, HABUCHI H, SUGAYA N. Specific inhibition of FGF-2 signaling with 2-O-sulfated octasaccharides of heparan sulfate[J]. Glycobiology, 2009,19 (6): 644-654.
    [12]
    SHUKLA D, SPEAR P G. Herpesviruses and heparan sulfate: An intimate relationship in aid of viral entry[J]. J Clin Invest, 2001, 108(4): 503-510.
    [13]
    LAWRENCE R, OLSON S K, STEELE R E, et al. Evolutionary differences in glycosaminoglycan fine structure detected by quantitative glycan reductive isotope labeling[J]. J Biol Hem, 2008, 283(48): 33674-33684.
    [14]
    CAPILA I, LINHARDT R J. Heparinprotein interactions[J]. Angew Chem, 2002, 41(3): 391-412.
    [15]
    LINHARDT R J, WANG H M. New methodologies in heparin structure analysis and the generation of LMW heparins[J]. Adv Exp Med Biol, 1992, 313: 37-47.
    [16]
    WEI W, NIONUEVO M R, SHARMA A, et al. A comprehensive compositional analysis of heparin/heparan sulfate-derived disaccharides from human serum[J]. Anal Chem,2011, 83 (10):3703-3708.
    [17]
    YANG B, SOLAKYILDIRIM K, CHANG Y, et al. Hyphenated techniques for the analysis of heparin and heparan sulfate[J]. Anal Bioanal Chem, 2011, 399(2): 541-557.
    [18]
    KITAGAWA H, KINOSHITA A, SUGAHARA K. Microanalysis of glycosaminoglycan-derived disaccharides labeled with the fluorophore 2-aminoacridone by capillary electrophoresis and high-performance liquid chromatography[J]. Anal Biochem, 1995, 232(1): 114-121.
    [19]
    JACKSON P. Polyacrylamide gel electrophoresis of reducing saccharides labeled with the fluorophore 2-aminoacridone: Subpicomolar detection using an imaging system based on a cooled charge-coupled device[J]. Anal Biochem,1991,196(2): 238-244.
    [20]
    DEAKIN J A, LYON M. A simplified and sensitive fluorescent method for disaccharide analysis of both heparan sulfate and chondroitin/dermatan sulfates from biological samples[J]. Glycobiology, 2008,18(6): 483-491.
    [21]
    VOLPI N. High-performance liquid chromatography and on-line mass spectrometry detection for the analysis of chondroitin sulfates/hyaluronan disaccharides derivatized with 2-aminoacridone[J]. Anal Biochem, 2010, 397(1): 12-23.
    [22]
    GALEOTTI F, VOLPI N. Online reverse phase-high-performance liquid chromatography-fluorescence detection-electrospray ionization-mass spectrometry separation and characterization of heparan sulfate, heparin, and low-molecular weight-heparin disaccharides derivatized with 2-aminoacridone[J]. Anal Chem, 2011, 83 (17): 6770-6777.
    [23]
    GILL V L, WANG Q, SHI X A. Mass spectrometric method for determining the uronic acid epimerization in heparan sulfate disaccharides generated using nitrous acid[J]. Anal Chem, 2012,84 (17): 7539-7546.
    [24]
    YANG B,WEYERS A, BAIK J Y. Ultra-performance ion-pairing liquid chromatography with on-line electrospray ion trap mass spectrometry for heparin disaccharide analysis[J]. Anal Biochem,2011, 415(1): 59-66.
    [25]
    PRZYBYLSKI C, GONNET F, BONNAFF D. HABA-based ionic liquid matrices for UV-MALDI-MS analysis of heparin and heparan sulfate oligosaccharides[J]. Glycobiology, 2010, 20(2): 224-234.
    [26]
    SHI X, HUANG Y, MAO Y. Tandem mass spectrometry of heparan sulfate negative ions: Sulfate loss patterns and chemical modification methods for improvement of product ion profiles[J]. J Am Soc Mass Spectrom, 2012, 23 (9):1498-1511.
    • Related Articles

Catalog

    Get Citation
    PDF
    XML
    Article views (960) PDF downloads (1209) Cited by()
    Turn off MathJax
    Article Contents
    Abstract
    References
    Links

    Website Copyright © 2023 Journal of Chinese Mass Spectrometry Society  京ICP备12043220号-2

    Address: Box 65, P.O. Box 275, Beijing    Postal Code: 102413     Tel:010-69357734     E-mail:jcmss401@163.com

    Supported by: Beijing Renhe Information Technology Co., Ltd.  Baidu Analytics

    /

    DownLoad:  Full-Size Img  PowerPoint
    Return
    Return