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1. (Article ID: 5876)
Zdorovenko EL, Kadykova AA, Shashkov AS, Varbanets LD, Bulyhina TV, Knirel YA
Lipopolysaccharide of Pantoea agglomerans 7460: O-specific polysaccharide and lipid A structures and biological activity
Carbohydrate Research 496 (2020)
108132
Lipopolysaccharide (LPS) was isolated from Pantoea agglomerans 7460 cells by phenol-water extraction. Mild acid degradation allowed to separate OPS and lipid A. Lipid A was analyzed by negative-ion mode ESI MS and found to consist mainly of hexaacylated derivative containing biphosphorylated GlcN disaccharide, four 14:0 (3-OH), 18:0 and 12:0 fatty acids. The structure of the O-specific polysaccharide was established by chemical, NMR and computational methods: The LPS of capital ER, Cyrillic. agglomerans 7460 showed low level of toxicity and pyrogenicity to compare with LPS of E. coli O55:B5 and pyrogenal, respectively. The ability of the modified (succinylated) LPS, which have lost its toxicity, to block the toxic effects of native LPS has been shown.
lipid A, Pantoea agglomerans, toxicity, O-Polysaccharide structure, Pyrogenicity, Anti-LPS strategy
NCBI PubMed ID: 32861900Publication DOI: 10.1016/j.carres.2020.108132Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: E.L. Zdorovenko
mail.ru>
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, D.K. Zabolotny Institute of Microbiology and Virology of the National Academy of Sciences, 154 Zabolotnoho Str., 03143, Kiev, Ukraine
Methods: 13C NMR, 1H NMR, methylation, GLC-MS, NMR-2D, sugar analysis, ESI-MS, composition analysis, serological methods, GPC, assay of polymyxin sensitivity, pyrogenicity assays, succinylation
The publication contains the following compound(s):
- Compound ID: 15051
|
70%a-D-Galp-(1-3)-+
|
-2)-a-D-Rhap-(1-2)-a-D-Rhap-(1-4)-b-D-Galp-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G16751QX
- Compound ID: 15052
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G57042EP
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2. (Article ID: 5877)
Zdorovenko EL, Kadykova AA, Shashkov AS, Kiseleva EP, Savich VV, Novik GI
O-specific polysaccharides structures of Pseudomonas strains isolated from the strawberry leaves
Carbohydrate Research 489 (2020)
107932
Two Pseudomonas strains were isolated from the strawberry leaves. The O-antigens were obtained using phenol-water method and mild acid degradation. The following structures of the O-polysaccharides were established by sugar analysis and 2D NMR spectroscopy: OPS of Pseudomonas koreensis BIM B-970G →3)-α-D-FucNAcp-(1→2)-β-D-Quip3NAc-(1→3)-α-L-6dTalp4OAc-(1→ OPS of Pseudomonas oryzihabitans BIM B-1072G →4)-α-L-FucpNAm3OAc-(1→3)-α-D-QuipNAc-(1→4)-β-D-GlcpNAc3NAcA-(1→ Where Am - acetimidoyl.
NMR, O-Polysaccharide structure, Pseudomonas koreensis, Pseudomonas oryzihabitans
NCBI PubMed ID: 32035290Publication DOI: 10.1016/j.carres.2020.107932Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: zdorovenkoe
mail.ru
Institutions: N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia, Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology of Russia, Moscow, Russia, Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, 220141, Minsk, Republic of Belarus, Institute of Microbiology, National Academy of Sciences of Belarus, 220141, Minsk, Republic of Belarus
Methods: 13C NMR, 1H NMR, NMR-2D, PCR, sugar analysis, acid hydrolysis, GLC, de-O-acetylation, GPC
The publication contains the following compound(s):
- Compound ID: 10539
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3HO2,3MePro-5-oxo-(1-3)-+
|
-3)-b-D-FucpNAc-(1-4)-b-D-Quip3N-(1-3)-a-L-6dTalp4Ac-(1- |
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Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
- Compound ID: 15053
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G76435VA
- Compound ID: 15054
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
Reference(s) to other database(s): GTC:G62127UG
- Compound ID: 15055
Structure type: polymer chemical repeating unit
Compound class: O-polysaccharide
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3. (Article ID: 5878)
Zhu Q, Shen Z, Chiodo F, Nicolardi S, Molinaro A, Silipo A, Yu B
Chemical synthesis of glycans up to a 128-mer relevant to the O-antigen of Bacteroides vulgatus
Nature Communications 11(1) (2020)
4142
Glycans are involved in various life processes and represent critical targets of biomedical developments. Nevertheless, the accessibility to long glycans with precise structures remains challenging. Here we report on the synthesis of glycans consisting of [→4)-α-Rha-(1→3)-β-Man-(1→] repeating unit, which are relevant to the O-antigen of Bacteroides vulgatus, a common component of gut microbiota. The optimal combination of assembly strategy, protecting group arrangement, and glycosylation reaction has enabled us to synthesize up to a 128-mer glycan. The synthetic glycans are accurately characterized by advanced NMR and MS approaches, the 3D structures are defined, and their potent binding activity with human DC-SIGN, a receptor associated with the gut lymphoid tissue, is disclosed.
NMR, oligosaccharide, polysaccharide, O-antigen, MS, glycosylation, Bacteroides, chemical synthesis, Bacteroides vulgatus, glycans, mycobacterial arabinogalactan
NCBI PubMed ID: 32811831Publication DOI: 10.1038/s41467-020-17992-xJournal NLM ID: 101528555Publisher: London: Nature Publishing Group
Correspondence: silipo
unina.it; byu
sioc.ac.cn
Institutions: State Key Laboratory of Bioorganic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, ChinaSchool of Physical Science and Technology, ShanghaiTech University, 393 Huaxia Middle Road, Shanghai, 201210, China, Department of Molecular Cell Biology and Immunology, Amsterdam Infection and Immunity Institute, De Boelelaan 1108, 1081HZ, Amsterdam, The Netherlands, Department of Chemical Sciences, University of Naples Federico II, Via Cintia 4, 80126, Napoli, Italy
Methods: 13C NMR, 1H NMR, gel filtration, conformation analysis, chemical synthesis, chemical methods, MD simulations, UV, glycosylation
The publication contains the following compound(s):
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4. (Article ID: 10882)
Ahmad VU, Noorwala M, Mohammad FV
A new triterpene glycoside from the roots of Symphytum officinale
Journal of Natural Products 56 (1993)
329-334
Chemical investigation of the EtOH-soluble portion of Symphytum officinale roots has resulted in the isolation of a new pentacyclic triterpene glycoside of oleanolic acid. Its structure was elucidated by spectroscopic studies, including 2D nmr, and chemical evidences as 3-O-[β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-α-L-arabinopyranosyl]-oleanolic acid [1].
NCBI PubMed ID: 8482944Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Institutions: H.E.J. Research Institute of Chemistry, University of Karachi, Pakistan
The publication contains the following compound(s):
- Compound ID: 27078
|
b-D-Glcp-(1-4)-b-D-Glcp-(1-4)-a-L-Arap-(1-3)-Oleanolic
Oleanolic = 3β-hydroxyolean-12-en-28-oic acid |
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Structure type: oligomer
Compound class: glycoside
Reference(s) to other database(s): CCSD:
48768, CBank-STR:7589
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