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Keywords = β-D-galactofuranose

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15 pages, 3326 KB  
Article
Structural and Functional Insights into a Novel Aspergillus ochraceus Polysaccharide from the Weddell Sea: Implications for Melanoma Immunotherapy In Vitro
by Jiale Hao, Kouame kra Wilfred Armel, Pengcheng Gao, Jinglei Wang, Weibin Zhang, Kexin Du, Qi Li, Huishu Gao, Guangli Yu and Guoyun Li
Mar. Drugs 2025, 23(6), 246; https://doi.org/10.3390/md23060246 - 10 Jun 2025
Viewed by 735
Abstract
Immunotherapy is a transformative strategy in oncology, yet the development of novel immunomodulatory agents remains essential. This study explores the anti-tumor potential of a structurally unique polysaccharide isolated from an Aspergillus ochraceus (AOP), sourced from the Antarctic Weddell Sea. Using alkaline-assisted extraction and [...] Read more.
Immunotherapy is a transformative strategy in oncology, yet the development of novel immunomodulatory agents remains essential. This study explores the anti-tumor potential of a structurally unique polysaccharide isolated from an Aspergillus ochraceus (AOP), sourced from the Antarctic Weddell Sea. Using alkaline-assisted extraction and chromatographic purification, we obtained a homogeneous polysaccharide predominantly composed of galactose and mannose, with an average molecular weight of 39.67 kDa. The structure was characterized by an integrated nuclear magnetic resonance spectroscopy and mass spectrometry analysis, revealing that the AOP is composed of β (1→5)-linked galactofuranose units, with a minor substitution by α-D-mannopyranose residues via (1→2) glycosidic bonds at the C2 of the galactofuranose. Functional assays, including CCK8 and wound-healing tests, demonstrated that this polysaccharide, referred to as AOP, inhibited melanoma cell proliferation and migration in a dose-dependent manner. Additionally, the AOP activated RAW264.7 and bone marrow-derived macrophage (BMDM) cells without exhibiting significant cytotoxicity, leading to the release of inflammatory factors such as TNF-α, IL-1β, and IL-6. Mechanistically, the AOP was found to upregulate the expression of CD86 and IFN-γ, while downregulating genes like IL-4 and Arg1. These findings position the AOP as the first documented Antarctic fungal polysaccharide with macrophage-reprogramming capabilities against melanoma, offering novel molecular insights for marine-derived immunotherapeutics. Full article
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24 pages, 4069 KB  
Article
Selective Detection of Fungal and Bacterial Glycans with Galactofuranose (Galf) Residues by Surface-Enhanced Raman Scattering and Machine Learning Methods
by Julia Yu. Zvyagina, Robert R. Safiullin, Irina A. Boginskaya, Ekaterina A. Slipchenko, Konstantin N. Afanas‘ev, Marina V. Sedova, Vadim B. Krylov, Dmitry V. Yashunsky, Dmitry A. Argunov, Nikolay E. Nifantiev, Ilya A. Ryzhikov, Alexander M. Merzlikin and Andrey N. Lagarkov
Int. J. Mol. Sci. 2025, 26(9), 4218; https://doi.org/10.3390/ijms26094218 - 29 Apr 2025
Viewed by 579
Abstract
Specific monosaccharide residue, β-D-galactofuranose (Galf) featuring a five-membered ring structure, is found in the glycans of fungi and bacteria, but is normally absent in healthy mammals and humans. In this study, synthetic oligosaccharides mimicking bacterial and fungal glycans were investigated by SERS (Surface-Enhanced [...] Read more.
Specific monosaccharide residue, β-D-galactofuranose (Galf) featuring a five-membered ring structure, is found in the glycans of fungi and bacteria, but is normally absent in healthy mammals and humans. In this study, synthetic oligosaccharides mimicking bacterial and fungal glycans were investigated by SERS (Surface-Enhanced Raman Scattering) techniques for the first time to distinguish between different types of glycan chains. SERS spectra of oligosaccharides related to fungal α-(1→2)-mannan, β-(1→3)-glucan, β-(1→6)-glucan, galactomannan of Aspergillus, galactan I of Klebsiella pneumoniae, and diheteroglycan of Enterococcus faecalis were measured. To analyze the spectra, a number of machine learning methods were used that complemented each other: principal component analysis (PCA), confidence interval estimation (CIE), and logistic regression with L1 regularization. Each of the methods has shown own effectiveness in analyzing spectra. Namely, PCA allows the visualization of the divergence of spectra in the principal component space, CIE visualizes the degree of overlap of spectra through confidence interval analysis, and logistic regression allows researchers to build a model for determining the belonging of the analyte to a given class of carbohydrate structures. Additionally, the methods complement each other, allowing the determination of important features representing the main differences in the spectra containing and not containing Galf residue. The developed mathematical models enabled the reliable identification of Galf residues within glycan compositions. Given the high sensitivity of SERS, this spectroscopic technique serves as a promising basis for developing diagnostic test systems aimed at detecting biomarkers of fungal and bacterial infections. Full article
(This article belongs to the Collection Feature Papers in Molecular Biophysics)
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12 pages, 1921 KB  
Article
Structure and Anticoagulant Activity of a Galactofuranose-Containing Sulfated Polysaccharide from the Green Seaweed, Codium isthmocladum
by Peipei Li, Junlu Bai, XiaoJun Zhang, Zhongyong Yan, Pengfei He and Yin Chen
Molecules 2022, 27(22), 8012; https://doi.org/10.3390/molecules27228012 - 18 Nov 2022
Cited by 12 | Viewed by 2348
Abstract
A water-soluble sulfated polysaccharide, F2-1, was obtained from the marine green alga, Codium isthmocladum, using ion-exchange and size-exclusion chromatography. Structure analysis showed that the F2-1 was a sulfated arabinan comprising Ara, Rha, Man, Gal, and Xyl with an 18% sulfate content and [...] Read more.
A water-soluble sulfated polysaccharide, F2-1, was obtained from the marine green alga, Codium isthmocladum, using ion-exchange and size-exclusion chromatography. Structure analysis showed that the F2-1 was a sulfated arabinan comprising Ara, Rha, Man, Gal, and Xyl with an 18% sulfate content and a molecular weight of 100 kDa. Methylation analysis combined with desulfation, GC-MS, IR, and NMR spectroscopy showed that the backbone of F2-1 was →4)-β-L-Arap(1→ residue. Its 2-O and/or 3-O positions showed sulfate modification; additionally, the 2-O or 3-O position showed branch points. The side chains were composed of →5)-β-D-Galf, (1→2,6)-β-D-Galf(1→, (1→2)-β-L-Rhap4S, →4)-α-D-Glcp(1→, and terminal α-D-Galp(1→ and β-D-Xylp(1→. Polysaccharides containing β-D-galactofuranose are rarely found in seaweed. F2-1 exhibited significant anticoagulant activity in vitro. Our findings suggested that the green-tide alga, Codium isthmocladum, can be considered as a useful resource for bioactive polysaccharides. Full article
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19 pages, 6925 KB  
Review
The Glycan Structure of T. cruzi mucins Depends on the Host. Insights on the Chameleonic Galactose
by María Eugenia Giorgi and Rosa M. de Lederkremer
Molecules 2020, 25(17), 3913; https://doi.org/10.3390/molecules25173913 - 27 Aug 2020
Cited by 20 | Viewed by 7047
Abstract
Trypanosoma cruzi, the protozoa that causes Chagas disease in humans, is transmitted by insects from the Reduviidae family. The parasite has developed the ability to change the structure of the surface molecules, depending on the host. Among them, the mucins are the [...] Read more.
Trypanosoma cruzi, the protozoa that causes Chagas disease in humans, is transmitted by insects from the Reduviidae family. The parasite has developed the ability to change the structure of the surface molecules, depending on the host. Among them, the mucins are the most abundant glycoproteins. Structural studies have focused on the epimastigotes and metacyclic trypomastigotes that colonize the insect, and on the mammal trypomastigotes. The carbohydrate in the mucins fulfills crucial functions, the most important of which being the accepting of sialic acid from the host, a process catalyzed by the unique parasite trans-sialidase. The sialylation of the parasite influences the immune response on infection. The O-linked sugars have characteristics that differentiate them from human mucins. One of them is the linkage to the polypeptide chain by the hexosamine, GlcNAc, instead of GalNAc. The main monosaccharide in the mucins oligosaccharides is galactose, and this may be present in three configurations. Whereas β-d-galactopyranose (β-Galp) was found in the insect and the human stages of Trypanosoma cruzi, β-d-galactofuranose (β-Galf) is present only in the mucins of some strains of epimastigotes and α-d-galactopyranose (α-Galp) characterizes the mucins of the bloodstream trypomastigotes. The two last configurations confer high antigenic properties. In this review we discuss the different structures found and we pose the questions that still need investigation on the exchange of the configurations of galactose. Full article
(This article belongs to the Special Issue Targeting Carbohydrate–Protein Interactions)
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16 pages, 3034 KB  
Article
Bioactive Exopolysaccharides Reveal Camellia oleifera Infected by the Fungus Exobasidium gracile Could Have a Functional Use
by Zhe Dong, Wen Liu, Dejian Zhou, Peipei Li, Teng Wang, Kunlai Sun, Yuqin Zhao, Jie Wang, Bin Wang and Yin Chen
Molecules 2019, 24(11), 2048; https://doi.org/10.3390/molecules24112048 - 29 May 2019
Cited by 8 | Viewed by 3211
Abstract
Camellia oleifera is an important Chinese commercial crop. Camellia oleifera can display abnormal leaves due to infection by the parasitic fungus Exobasidium gracile. Exobasidium gracile was isolated from infected leaves and used in fermentation, and exopolysaccharides EP0-1 and EP0.5-1 were purified from [...] Read more.
Camellia oleifera is an important Chinese commercial crop. Camellia oleifera can display abnormal leaves due to infection by the parasitic fungus Exobasidium gracile. Exobasidium gracile was isolated from infected leaves and used in fermentation, and exopolysaccharides EP0-1 and EP0.5-1 were purified from the fermentation broth. EP0-1 was an alkaline polysaccharide consisting mainly of the linkages α-d-Manp(1→, →2)-α-d-Manp(1→ and →6)-α-d-Manp(1→, →3)-α-d-Glcp(1→ and→4)-α-d-Glcp(1→, terminal β-d-Galf, (1→5)-β-d-Galf, and terminal β-D-GlcN(1→. EP0.5-1 was an acidic galactofuranose-containing polysaccharide. It contained the linkages of α-d-Manp(1→, →2)-α-d-Manp(1→, →6)-α-d-Manp(1→,→2, 6)-α-d-Manp(1→, →4)-α-d-Glcp(1→, and →4)-α-d-GlcUA(1→. Galactofuranose linkages were composed of terminal β-d-Galf, (1→6)-β-d-Galf and (1→2)-β-d-Galf. Exobasidium gracile exopolysaccharides displayed significant immunoregulatory activity by activating macrophages. This research indicates that infected leaves from Camellia oleifera including the exopolysaccharides produced by the parasitic fungus Exobasidium gracile by are worth further investigation as a functional product. Full article
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