FURTHER CHARACTERIZATION OF ALLERGENICALLY ACTIVE OLIGOSACCHARITOLS ISOLATED FROM A SEA SQUIRT H-ANTIGEN

被引:38
作者
OHTA, M
MATSUURA, F
KOBAYASHI, Y
SHIGETA, S
ONO, K
OKA, S
机构
[1] FUKUYAMA UNIV,FAC ENGN,DEPT BIOTECHNOL,FUKUYAMA,HIROSHIMA 72902,JAPAN
[2] OSAKA UNIV,INST PROTEIN RES,SUITA,OSAKA 564,JAPAN
[3] HIROSHIMA UNIV,FAC ENGN,DEPT FERMENTAT TECHNOL,HIROSHIMA 724,JAPAN
关键词
D O I
10.1016/0003-9861(91)90569-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Complete primary structures of five allergenically active oligosaccharitols (HPG-β2-N5a, -N6, -N7a, -N7b, and -N9) derived from a sea squirt H-antigen were studied. Structural characterization was carried out by a new method in which products of limited periodate oxidation, followed by derivatization with p-aminobenzoic acid ethyl ester, were analyzed by a combination of HPLC, fast atom-bombardment mass spectrometry, sequential glycosidase digestion, methylation analysis, and 500MHz 1H NMR. Established structures of GalNAcβ14 (GalNAcα1-2Fucα1-3) GlcNAcβ1-3GalNAc-ol, GalNAcβ1-4GlcNAcβ1-3 (GalNAcβ1-4GlcNAcβ1-6) GalNAc-ol, GalNAcβ1-4GlcNAcβ1-3[GalNAcβ1-4 (Fucα1-3) GlcNAcβ1-6] GalNAc-ol, GalNAcβ1-4 (Fucα1-3) GlcNAcβ1-3 [GalNAcβ1-4 (Fucα1-3) GlcNAcβ1-6 ] GalNAc-ol, and GalNAcβ1-4 (GalNAcα1-2Fucα1-3) GlcNAcβ1-3 [GalNAcβ1-4 (GalNAcα1-2Fucα1-3)GlcNAcβ1-6]GalNAc-ol are represented by HPG-β2-N5a, -N6, -N7a, -N7b, and -N9, respectively. These structures have not been encountered previously. Oligosaccharide units GalNAcα1-2 Fucα1-, GalNAcβ1-4GlcNAcβ1-, and Fucα1-3 GlcNAcβ1- are considered to be the allergenically specific epitopes. Partial assignments of 500-MHz 1H NMR spectra of these novel O-linked oligosaccharitols were attempted. © 1991.
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页码:474 / 483
页数:10
相关论文
共 23 条
  • [1] PRIMARY STRUCTURE OF NEUTRAL OLIGOSACCHARIDES DERIVED FROM RESPIRATORY-MUCUS GLYCOPROTEINS OF A PATIENT SUFFERING FROM BRONCHIECTASIS, DETERMINED BY COMBINATION OF 500-MHZ H-1-NMR SPECTROSCOPY AND QUANTITATIVE SUGAR ANALYSIS .2. STRUCTURE OF 19 OLIGOSACCHARIDES HAVING THE GLCNAC-BETA(1-]3)GALNAC-OL CORE (TYPE-3) OR THE GLCNAC-BETA(1-]3)[GLCNAC-BETA(1-]6)]GALNAC-OL CORE (TYPE-4E
    BREG, J
    VANHALBEEK, H
    VLIEGENTHART, JFG
    KLEIN, A
    LAMBLIN, G
    ROUSSEL, P
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1988, 171 (03): : 643 - 654
  • [2] A SIMPLE AND RAPID METHOD FOR THE PERMETHYLATION OF CARBOHYDRATES
    CIUCANU, I
    KEREK, F
    [J]. CARBOHYDRATE RESEARCH, 1984, 131 (02) : 209 - 217
  • [3] DUA VK, 1986, J BIOL CHEM, V261, P1599
  • [4] COMPLETE H-1-NMR ASSIGNMENTS FOR 2 CORE-REGION OLIGOSACCHARIDES OF HUMAN MECONIUM GLYCOPROTEINS, USING 1D AND 2D METHODS AT 500 MHZ
    FEENEY, J
    FRENKIEL, TA
    HOUNSELL, EF
    [J]. CARBOHYDRATE RESEARCH, 1986, 152 : 63 - 72
  • [5] HORI T, 1983, J BIOL CHEM, V258, P2239
  • [6] HORI T, 1981, J BIOL CHEM, V256, P979
  • [7] CHARACTERIZATION BY MASS-SPECTROMETRY AND 500-MHZ PROTON NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF PENTASACCHARIDE AND HEXASACCHARIDE CHAINS OF HUMAN-FETAL GASTROINTESTINAL MUCINS (MECONIUM GLYCOPROTEINS)
    HOUNSELL, EF
    LAWSON, AM
    STOLL, MS
    KANE, DP
    CASHMORE, GC
    CARRUTHERS, RA
    FEENEY, J
    FEIZI, T
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1989, 186 (03): : 597 - 610
  • [8] JYO T, 1980, OCCUPATIONAL ASTHMA, P209
  • [9] IMMUNOAFFINITY ISOLATION OF A SIALYL-LEA OLIGOSACCHARIDE FROM HUMAN-MILK
    KITAGAWA, H
    NAKADA, H
    NUMATA, Y
    KUROSAKA, A
    FUKUI, S
    FUNAKOSHI, I
    KAWASAKI, T
    SHIMADA, K
    INAGAKI, F
    YAMASHINA, I
    [J]. JOURNAL OF BIOCHEMISTRY, 1988, 104 (04) : 591 - 594
  • [10] 3 NOVEL OLIGOSACCHARIDES WITH THE SIALYL-LEA STRUCTURE IN HUMAN-MILK - ISOLATION BY IMMUNOAFFINITY CHROMATOGRAPHY
    KITAGAWA, H
    NAKADA, H
    KUROSAKA, A
    HIRAIWA, N
    NUMATA, Y
    FUKUI, S
    FUNAKOSHI, I
    KAWASAKI, T
    YAMASHIMA, I
    [J]. BIOCHEMISTRY, 1989, 28 (22) : 8891 - 8897