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1. (Article ID: 11291)
Wilson IBH, Altmann F
Structural analysis of N-glycans from allergenic grass, ragweed and tree pollens: Core alpha 1,3-linked fucose and xylose present in all pollens examined
Glycoconjugate Journal 15(11) (1998)
1055-1070
The N-glycans from soluble extracts of ten pollens were examined. The pyridylaminated oligosaccharides derived from these sources were subject to gel filtration and reverse-phase HPLC, in conjunction with exoglycosidase digests, and in some cases matrix-assisted laser desorption-ionisation mass spectrometry. In comparison to known structures, it was possible to determine the major structures of the N-glycans derived from Kentucky blue grass (Poa pratensis), rye (Secale cerale), ryegrass (Lolium perenne), short ragweed (Ambrosia elatior), giant ragweed (Ambrosia trifida), birch (Betula alba), hornbeam (Carpinus betulus), horse chestnut (Aesculus hippocastanum), olive (Olea europaea) and snake-skin pine (Pinus leucodermis) pollen extracts. For grass pollens the major glycans detected were identical in properties to: [structure in text] Grass pollens also contained some minor structures with one or two non-reducing terminal N-acetylglucosamine residues. In the ragweed pollens, the major structures carried core alpha1,3-linked fucose with or without the presence of xylose. In tree pollen extracts, the major structures were either xylosylated, with or without fucose and terminal N-acetylglucosamine residues, with also significant amounts of oligomannose structures. These results are compatible with the hypothesis that the carbohydrate structures are another potential source of immunological cross-reaction between different plant allergens.
N-glycans, pollens
NCBI PubMed ID: 10386890Publication DOI: 10.1023/a:1006960401562Journal NLM ID: 8603310Publisher: Kluwer Academic Publishers
Correspondence: Altmann F
edv2.boku.ac.at>
Institutions: Institut für Chemie der Universität für Bodenkultur, Wien, Austria
Methods: gel filtration, HPLC, enzymatic digestion, MALDI-TOF, pyridylamination, fluorescence labeling, reverse-phase HPLC
The publication contains the following compound(s):
- Compound ID: 28504
|
a-D-Manp-(1-6)-+ a-D-Fucp-(1-3)-+
| |
a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-Glcp2Ac-(1--/(->4) Asn-X-Ser/Thr (protein)/
|
b-Xylp-(1-2)-+ |
Show graphically |
Structure type: oligomer
; 1390.2 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G40632TS
- Compound ID: 28508
|
a-D-Manp-(1-3)-+
|
a-D-Manp-(1-6)-+ |
| |
a-D-Manp-(1-3)-a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1336.2 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G55220VL
- Compound ID: 28509
|
a-D-Manp-(1-6)-+ a-Fucp-(1-3)-+
| |
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/
|
b-Xylp-(1-2)-+ |
Show graphically |
Structure type: oligomer
; 1493.4 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G67193FI
- Compound ID: 28510
|
a-D-Manp-(1-3)-+ a-Fucp-(1-3)-+
| |
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/
|
b-Xylp-(1-2)-+ |
Show graphically |
Structure type: oligomer
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G03566WF
- Compound ID: 28511
|
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-6)-+ a-Fucp-(1-3)-+
| |
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/
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b-Xylp-(1-2)-+ |
Show graphically |
Structure type: oligomer
; 1696.5 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G93166VS
- Compound ID: 28512
|
a-D-Manp-(1-2)-a-D-Manp-(1-3)-+
|
a-D-Manp-(1-6)-+ |
| |
a-D-Manp-(1-3)-a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1498.4 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G80966KZ
- Compound ID: 28513
|
a-D-Manp-(1-2)-a-D-Manp-(1-3)-+
|
a-D-Manp-(1-3)-+ |
| |
a-D-Manp-(1-2)-a-D-Manp-(1-6)-a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1660.5 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G83161QT
- Compound ID: 28514
|
a-D-Manp-(1-6)-+
|
a-D-Manp-(1-3)-a-D-Manp-(1-6)-+
|
a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1660.5 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G68668TB
- Compound ID: 28515
|
a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-3)-+
|
a-D-Manp-(1-3)-+ |
| |
a-D-Manp-(1-2)-a-D-Manp-(1-6)-a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1822.6 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G40702WU
- Compound ID: 28496
|
a-Fucp-(1-3)-+
|
b-Xylp-(1-2)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 965.9 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G19461FS
- Compound ID: 28498
|
a-Fucp-(1-3)-+
|
a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 995.9 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G38990RA
- Compound ID: 28499
|
b-Xylp-(1-2)-+ a-D-Fucp-(1-3)-+
| |
a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1128.1 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G55167NO
- Compound ID: 28500
|
a-D-Manp-(1-6)-+
|
a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/
|
b-Xylp-(1-2)-+ |
Show graphically |
Structure type: oligomer
; 1144.1 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G37075ZM
- Compound ID: 28497
|
b-Xylp-(1-2)-+
|
a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 981.9 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G95497LY
- Compound ID: 28502
|
b-Xylp-(1-2)-+ a-D-Fucp-(1-3)-+
| |
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1331.2 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G83505HH
- Compound ID: 28505
|
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-6)-+
|
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/
|
b-Xylp-(1-2)-+ |
Show graphically |
Structure type: oligomer
; 1550.3 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G15866AM
- Compound ID: 28516
|
a-D-Manp-(1-2)-a-D-Manp-(1-2)-a-D-Manp-(1-3)-+
|
a-D-Manp-(1-2)-a-D-Manp-(1-6)-+ |
| |
a-D-Manp-(1-2)-a-D-Manp-(1-3)-a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1984.8 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G60230HH
- Compound ID: 28501
|
a-D-Manp-(1-6)-+ a-D-Fucp-(1-3)-+
| |
a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1158.1 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G86601RH
- Compound ID: 28506
|
a-D-Manp-(1-6)-+ a-Fucp-(1-3)-+
| |
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1361.3 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G62888VZ
- Compound ID: 28507
|
a-D-Manp-(1-3)-+ a-Fucp-(1-3)-+
| |
a-D-Manp-(1-?)-a-D-Manp-(1-6)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/ |
Show graphically |
Structure type: oligomer
; 1320.2 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G51942GM
- Compound ID: 28503
|
a-D-Manp-(1-6)-+
|
b-D-GlcpNAc-(1-2)-a-D-Manp-(1-3)-b-D-Manp-(1-4)-b-D-GlcpNAc-(1-4)-b-D-GlcpNAc-(1--/(->4) Asn-X-Ser/Thr (protein)/
|
b-Xylp-(1-2)-+ |
Show graphically |
Structure type: oligomer
; 1347.2 [M+Na]+
Aglycon: (->4) Asn-X-Ser/Thr (protein)
Compound class: N-glycan
Reference(s) to other database(s): GTC:G37246YI
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2. (Article ID: 11880)
Tanahashi T, Takenaka Y, Nagakura N, Nishi T
Three secoiridoid glucosides from Jasminum nudiflorum
Journal of Natural Products 62(9) (1999)
1311-1315
Phytochemical study of the leaves and stems of Jasminum nudiflorum has led to the isolation of three secoiridoid glucosides, jasnudiflosides A-C (1-3). The structures of these compounds were elucidated on the basis of chemical and spectroscopic evidence.
Jasminum nudiflorum, jasnudifloside A, jasnudifloside B, jasnudifloside C, secoiridoid glucoside
NCBI PubMed ID: 10514322Publication DOI: 10.1021/np9901175Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Tanahashi T
kobepharma-u.ac.jp>
Institutions: Kobe Pharmaceutical University, 4-19-1, Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan, The Nippon Shinyaku Institute for Botanical Research, 39, Sakanotsuji-cho, Oyake, Yamashina-ku, Kyoto 607-8182, Japan
Methods: 13C NMR, 1H NMR, methylation, IR, TLC, HPLC, alkaline hydrolysis, UV, optical rotation measurement, acetylation, HMBC, HMQC, COSY, NOESY, HR-SI-MS
The publication contains the following compound(s):
- Compound ID: 30741
|
b-D-Glcp-(1-1)-+
|
b-D-Glcp-(1-1)-Subst1-11Me-(7-7)-Subst2-(5-7)-Subst1-11Me
Subst1 = oleoside aglycon = SMILES C/C=C\1{1}[C@H](O)O/C=C({11}C(=O)O)\[C@H]1C{7}C(=O)O;
Subst2 = (1S,2R,3S,4S)-3-(hydroxymethyl)-4-[(2R)-1-hydroxy-2-propanyl]-2-methylcyclopentanol = SMILES [H][C@](C)({10}CO)[C@@H]1C{5}[C@H](O)[C@H](C)[C@H]1{7}CO |
Show graphically |
Structure type: oligomer
; 959 [M-H]-
C44H64O23
Trivial name: jasnudifloside A
Compound class: iridoid glycoside
- Compound ID: 30742
|
b-D-Glcp2Ac3Ac4Ac6Ac-(1-1)-+
|
b-D-Glcp2Ac3Ac4Ac6Ac-(1-1)-Subst1-11Me-(7-7)-Subst2-10Ac-(5-7)-Subst1-11Me
Subst1 = oleoside aglycon = SMILES C/C=C\1{1}[C@H](O)O/C=C({11}C(=O)O)\[C@H]1C{7}C(=O)O;
Subst2 = (1S,2R,3S,4S)-3-(hydroxymethyl)-4-[(2R)-1-hydroxy-2-propanyl]-2-methylcyclopentanol = SMILES [H][C@](C)({10}CO)[C@@H]1C{5}[C@H](O)[C@H](C)[C@H]1{7}CO |
Show graphically |
Structure type: oligomer
; 1361.4722 [M+Na]+
C62H82O32
Compound class: iridoid glycoside
- Compound ID: 30743
|
b-D-Glcp-(1-1)-+
|
b-D-Glcp-(1-1)-Subst1-11Me-(7-7)-Subst2-(5-7:10-11)-Subst1
Subst1 = oleoside aglycon = SMILES C/C=C\1{1}[C@H](O)O/C=C({11}C(=O)O)\[C@H]1C{7}C(=O)O;
Subst2 = (1S,2R,3S,4S)-3-(hydroxymethyl)-4-[(2R)-1-hydroxy-2-propanyl]-2-methylcyclopentanol = SMILES [H][C@](C)({10}CO)[C@@H]1C{5}[C@H](O)[C@H](C)[C@H]1{7}CO |
Show graphically |
Structure type: oligomer
; 927 [M-H]-
C43H60O22
Trivial name: jasnudifloside C
Compound class: iridoid glycoside
- Compound ID: 30744
|
b-D-Glcp-(1-1)-+
|
b-D-Glcp-(1-1)-Subst1-11Me-(7-7)-+ |
| |
b-D-Glcp-(1-1)-Subst1-11Me-(7-10)-Subst2-(5-7)-Subst1-11Me
Subst1 = oleoside aglycon = SMILES C/C=C\1{1}[C@H](O)O/C=C({11}C(=O)O)\[C@H]1C{7}C(=O)O;
Subst2 = (1S,2R,3S,4S)-3-(hydroxymethyl)-4-[(2R)-1-hydroxy-2-propanyl]-2-methylcyclopentanol = SMILES [H][C@](C)({10}CO)[C@@H]1C{5}[C@H](O)[C@H](C)[C@H]1{7}CO |
Show graphically |
Structure type: oligomer
; 1345 [M-H]-
C61H86O33
Trivial name: jasnudifloside B
Compound class: iridoid glycoside
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3. (Article ID: 12067)
Chen S-S, Gong J, Liu F-T, Mohammed U
Naturally occurring polyphenolic antioxidants modulate IgE-mediated mast cell activation
Immunology 100(4) (2000)
471-480
Reactive oxygen species (ROS) are known to modulate activities of a host of kinases, phosphatases and transcription factors. Rutin and chlorogenic acid (CGA) are the major polyphenolic antioxidants present in the small molecular fraction of smokeless tobacco leaf extracts, as ascertained by reverse-phase high-pressure liquid chromatography (HPLC) and mass spectrometry. Levels of intracellular ROS in resting versus antigen-immunoglobulin E (IgE)-challenged murine mast cells were measured at 510 nm by fluorescence-activated cell sorting (FACS) using carboxy-dichlorofluorescein (DCFH-DA). Enhanced ROS production was observed in IgE-sensitized mast cells following antigenic challenge. Rutin and CGA reduced ROS levels in antigen-IgE-activated mast cells. Concomitantly, they also profoundly inhibited histamine release by these activated mast cells. In contrast, rutin and CGA augmented the inducible cytokine messages, i.e. interleukin (IL)-10, IL-13, interferon-gamma (IFN-γ), IL-6 and tumour necrosis factor-alpha (TNF-α) in IgE-sensitized mast cells following antigen challenge. This study indicates that tobacco polyphenolic antioxidants that quench intracellular ROS, differentially affect two effector functions of antigen-IgE-activated mast cells. This model system may be employed to determine the molecular target of polyphenols. The potential role of these polyphenolic antioxidants on IgE-mediated allergy in vivo depends on a balance of their differential effects on mast cell activation.
Antioxidants, reactive oxygen species (ROS), rutin, chlorogenic acid
NCBI PubMed ID: 10929074Publication DOI: 10.1046/j.1365-2567.2000.00045.xJournal NLM ID: 0374672Publisher: Oxford, UK: Blackwell Scientific Publications
Institutions: Division of Allergy, La Jolla Institute for Allergy and Immunology, La Jolla, USA, Division of Immunochemistry, La Jolla Institute for Allergy and Immunology, La Jolla, USA, Department of Pathology and Microbiology, University of Nebraska Medical Center, Omaha, USA
Methods: MS, radioactivity measurement, extraction, immunological assays, RP-HPLC, dialysis, protein detection, centrifugation, measurement of cytokines, ROS measurement
The publication contains the following compound(s):
- Compound ID: 20822
Structure type: oligomer
C27H30O16
Trivial name: rutin, rutoside, rutin, quercetin rutinoside, rutoside, quercetin 3-O-rutinose, quercetin-3-O-rutinoside, quercetin 3-O-rutinoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Reference(s) to other database(s): CCSD:
50720, CBank-STR:3399
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Total list of publication IDs on all result pages of the current query:
Total list of corresponding CSDB IDs (permanent record IDs):
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