Natural product inspired diastereoselective synthesis of sugar-derived pyrano[3,2-c]quinolones and their in-silico studies
Carbohydr Res. 2024 Apr 3;539:109105. doi: 10.1016/j.carres.2024.109105. Online ahead of print.ABSTRACTHerein, we report the development of a diastereoselective and efficient route to construct sugar-derived pyrano[3,2-c]quinolones utilizing 1-C-formyl glycal and 4-hydroxy quinolone annulation. This methodology will open a route to synthesize nature inspired pyrano[3,2-c]quinolones. This is the first report for the stereoselective synthesis of sugar-derived pyrano[3,2-c]quinolones, where 100% stereoselectivity was observed. A total of sixteen compounds have been synthesized in excellent yields with 100% stereoselectivity. ...
Source: Carbohydrate Research - April 7, 2024 Category: Genetics & Stem Cells Authors: Aditi Arora Sumit Kumar Sandeep Kumar Sunil K Singh Amita Dua Brajendra K Singh Source Type: research
Design, synthesis, and docking study of saccharin N-triazolyl glycoconjugates
Carbohydr Res. 2024 Mar 29;538:109101. doi: 10.1016/j.carres.2024.109101. Online ahead of print.ABSTRACTTo achieve better-repurposed motifs, saccharin has been merged with biocompatible sugar molecules via a 1,2,3-triazole linker, and ten novel 1,2,3-triazole-appended saccharin glycoconjugates were developed in good yield by utilizing modular CuAAC click as regioselective triazole forming tool. The docking study indicated that the resulting hybrid molecules have an overall substantial interaction with the CAXII macromolecule. Moreover, the galactose triazolyl saccharin analogue 3h has a binding energy of -8.5 kcal/mol with...
Source: Carbohydrate Research - April 4, 2024 Category: Genetics & Stem Cells Authors: Priyanka Bose Mala Singh Abhishek Gupta Sunil Kumar Faisal Jaah Ansari Vinay K Pandey Anoop S Singh Vinod K Tiwari Source Type: research
Structural variety of glucans from Ganoderma lucidum fruiting bodies
Carbohydr Res. 2024 Mar 29;538:109099. doi: 10.1016/j.carres.2024.109099. Online ahead of print.ABSTRACTGanoderma lucidum, widely used in traditional medicine, has several biological properties. Polysaccharides, mainly glucans, are known as one of its main bioactive compounds. Consequently, the achievement and chemical investigation of such molecules are of pharmaceutical interest. Herein, we obtained water-insoluble and water-soluble polysaccharides from G. lucidum by alkaline extraction. Fractionation process yielded three fractions (GLC-1, GLC-2, and GLC-3). All samples showed to be composed mainly of glucans. GLC-1 is ...
Source: Carbohydrate Research - April 4, 2024 Category: Genetics & Stem Cells Authors: Shayane da Silva Milhorini Matheus Zavadinack Jean Felipe Dos Santos Eliane Leal de Lara Fhernanda Ribeiro Smiderle Marcello Iacomini Source Type: research
Design, synthesis, and docking study of saccharin N-triazolyl glycoconjugates
Carbohydr Res. 2024 Mar 29;538:109101. doi: 10.1016/j.carres.2024.109101. Online ahead of print.ABSTRACTTo achieve better-repurposed motifs, saccharin has been merged with biocompatible sugar molecules via a 1,2,3-triazole linker, and ten novel 1,2,3-triazole-appended saccharin glycoconjugates were developed in good yield by utilizing modular CuAAC click as regioselective triazole forming tool. The docking study indicated that the resulting hybrid molecules have an overall substantial interaction with the CAXII macromolecule. Moreover, the galactose triazolyl saccharin analogue 3h has a binding energy of -8.5 kcal/mol with...
Source: Carbohydrate Research - April 4, 2024 Category: Genetics & Stem Cells Authors: Priyanka Bose Mala Singh Abhishek Gupta Sunil Kumar Faisal Jaah Ansari Vinay K Pandey Anoop S Singh Vinod K Tiwari Source Type: research
Structural variety of glucans from Ganoderma lucidum fruiting bodies
Carbohydr Res. 2024 Mar 29;538:109099. doi: 10.1016/j.carres.2024.109099. Online ahead of print.ABSTRACTGanoderma lucidum, widely used in traditional medicine, has several biological properties. Polysaccharides, mainly glucans, are known as one of its main bioactive compounds. Consequently, the achievement and chemical investigation of such molecules are of pharmaceutical interest. Herein, we obtained water-insoluble and water-soluble polysaccharides from G. lucidum by alkaline extraction. Fractionation process yielded three fractions (GLC-1, GLC-2, and GLC-3). All samples showed to be composed mainly of glucans. GLC-1 is ...
Source: Carbohydrate Research - April 4, 2024 Category: Genetics & Stem Cells Authors: Shayane da Silva Milhorini Matheus Zavadinack Jean Felipe Dos Santos Eliane Leal de Lara Fhernanda Ribeiro Smiderle Marcello Iacomini Source Type: research
Design, synthesis, and docking study of saccharin N-triazolyl glycoconjugates
Carbohydr Res. 2024 Mar 29;538:109101. doi: 10.1016/j.carres.2024.109101. Online ahead of print.ABSTRACTTo achieve better-repurposed motifs, saccharin has been merged with biocompatible sugar molecules via a 1,2,3-triazole linker, and ten novel 1,2,3-triazole-appended saccharin glycoconjugates were developed in good yield by utilizing modular CuAAC click as regioselective triazole forming tool. The docking study indicated that the resulting hybrid molecules have an overall substantial interaction with the CAXII macromolecule. Moreover, the galactose triazolyl saccharin analogue 3h has a binding energy of -8.5 kcal/mol with...
Source: Carbohydrate Research - April 4, 2024 Category: Genetics & Stem Cells Authors: Priyanka Bose Mala Singh Abhishek Gupta Sunil Kumar Faisal Jaah Ansari Vinay K Pandey Anoop S Singh Vinod K Tiwari Source Type: research
Structural variety of glucans from Ganoderma lucidum fruiting bodies
Carbohydr Res. 2024 Mar 29;538:109099. doi: 10.1016/j.carres.2024.109099. Online ahead of print.ABSTRACTGanoderma lucidum, widely used in traditional medicine, has several biological properties. Polysaccharides, mainly glucans, are known as one of its main bioactive compounds. Consequently, the achievement and chemical investigation of such molecules are of pharmaceutical interest. Herein, we obtained water-insoluble and water-soluble polysaccharides from G. lucidum by alkaline extraction. Fractionation process yielded three fractions (GLC-1, GLC-2, and GLC-3). All samples showed to be composed mainly of glucans. GLC-1 is ...
Source: Carbohydrate Research - April 4, 2024 Category: Genetics & Stem Cells Authors: Shayane da Silva Milhorini Matheus Zavadinack Jean Felipe Dos Santos Eliane Leal de Lara Fhernanda Ribeiro Smiderle Marcello Iacomini Source Type: research
The 4K reaction
Carbohydr Res. 2024 Mar 27;538:109102. doi: 10.1016/j.carres.2024.109102. Online ahead of print.ABSTRACTThe classical Koenigs-Knorr glycosidation of bromides or chlorides promoted with Ag2O or Ag2CO3 works only with reactive substrates (ideally both donor and acceptor). This reaction was found to be practically ineffective with unreactive donors such as per-O-benzoylated mannosyl bromide. Recently, it was discovered that the addition of catalytic (Lewis) acids to a silver salt-promoted reaction has a dramatic effect on the reaction rate and yield. A tentative mechanism for this cooperatively-catalyzed glycosylation reactio...
Source: Carbohydrate Research - April 3, 2024 Category: Genetics & Stem Cells Authors: Alexei V Demchenko Cristina De Meo Source Type: research
The 4K reaction
Carbohydr Res. 2024 Mar 27;538:109102. doi: 10.1016/j.carres.2024.109102. Online ahead of print.ABSTRACTThe classical Koenigs-Knorr glycosidation of bromides or chlorides promoted with Ag2O or Ag2CO3 works only with reactive substrates (ideally both donor and acceptor). This reaction was found to be practically ineffective with unreactive donors such as per-O-benzoylated mannosyl bromide. Recently, it was discovered that the addition of catalytic (Lewis) acids to a silver salt-promoted reaction has a dramatic effect on the reaction rate and yield. A tentative mechanism for this cooperatively-catalyzed glycosylation reactio...
Source: Carbohydrate Research - April 3, 2024 Category: Genetics & Stem Cells Authors: Alexei V Demchenko Cristina De Meo Source Type: research
Enrichment methods of N-linked glycopeptides from human serum or plasma: A mini-review
Carbohydr Res. 2024 Mar 15;538:109094. doi: 10.1016/j.carres.2024.109094. Online ahead of print.ABSTRACTHuman diseases often correlate with changes in protein glycosylation, which can be observed in serum or plasma samples. N-glycosylation, the most common form, can provide potential biomarkers for disease prognosis and diagnosis. However, glycoproteins constitute a relatively small proportion of the total proteins in human serum and plasma compared to the non-glycosylated protein albumin, which constitutes the majority. The detection of microheterogeneity and low glycan abundance presents a challenge. Mass spectrometry fa...
Source: Carbohydrate Research - April 2, 2024 Category: Genetics & Stem Cells Authors: Xuyuan Chao Baoying Zhang Shengjie Yang Xizi Liu Jingyi Zhang Xin Zang Lu Chen Lu Qi Xinghe Wang Han Hu Source Type: research
Prebiotic levan type fructan from Bacillus subtilis PR-C18 as a potent antibiofilm agent: Structural elucidation and in silico analysis
Carbohydr Res. 2024 Mar 23;538:109075. doi: 10.1016/j.carres.2024.109075. Online ahead of print.ABSTRACTThe global demand for therapeutic prebiotics persuades the quest for novel exopolysaccharides that can retard the growth of pathobionts and healthcare-associated pathogens. In this regard, an exopolysaccharide (3.69 mg/mL) producing strain showing prebiotic and antibiofilm activity was isolated from indigenous pineapple pomace of Tripura and identified as Bacillus subtilis PR-C18. Zymogram analysis revealed EPS PR-C18 was synthesized by levansucrase (∼57 kDa) with a maximal activity of 4.62 U/mg. Chromatography techniq...
Source: Carbohydrate Research - April 2, 2024 Category: Genetics & Stem Cells Authors: Juanit Thomas Payel Roy Arabinda Ghosh Megha Mete Samir Kumar Sil Deeplina Das Source Type: research
Enrichment methods of N-linked glycopeptides from human serum or plasma: A mini-review
Carbohydr Res. 2024 Mar 15;538:109094. doi: 10.1016/j.carres.2024.109094. Online ahead of print.ABSTRACTHuman diseases often correlate with changes in protein glycosylation, which can be observed in serum or plasma samples. N-glycosylation, the most common form, can provide potential biomarkers for disease prognosis and diagnosis. However, glycoproteins constitute a relatively small proportion of the total proteins in human serum and plasma compared to the non-glycosylated protein albumin, which constitutes the majority. The detection of microheterogeneity and low glycan abundance presents a challenge. Mass spectrometry fa...
Source: Carbohydrate Research - April 2, 2024 Category: Genetics & Stem Cells Authors: Xuyuan Chao Baoying Zhang Shengjie Yang Xizi Liu Jingyi Zhang Xin Zang Lu Chen Lu Qi Xinghe Wang Han Hu Source Type: research
Prebiotic levan type fructan from Bacillus subtilis PR-C18 as a potent antibiofilm agent: Structural elucidation and in silico analysis
Carbohydr Res. 2024 Mar 23;538:109075. doi: 10.1016/j.carres.2024.109075. Online ahead of print.ABSTRACTThe global demand for therapeutic prebiotics persuades the quest for novel exopolysaccharides that can retard the growth of pathobionts and healthcare-associated pathogens. In this regard, an exopolysaccharide (3.69 mg/mL) producing strain showing prebiotic and antibiofilm activity was isolated from indigenous pineapple pomace of Tripura and identified as Bacillus subtilis PR-C18. Zymogram analysis revealed EPS PR-C18 was synthesized by levansucrase (∼57 kDa) with a maximal activity of 4.62 U/mg. Chromatography techniq...
Source: Carbohydrate Research - April 2, 2024 Category: Genetics & Stem Cells Authors: Juanit Thomas Payel Roy Arabinda Ghosh Megha Mete Samir Kumar Sil Deeplina Das Source Type: research
Characterization of Solitalea canadensis α-mannosidase with specific activity towards α1,3-Mannosidic linkages
Carbohydr Res. 2024 Mar 28;538:109100. doi: 10.1016/j.carres.2024.109100. Online ahead of print.ABSTRACTA recombinant exo-α-mannosidase from Solitalea canadensis (Sc3Man) has been characterized to exhibit strict specificity for hydrolyzing α1,3-mannosidic linkages located at the non-reducing end of glycans containing α-mannose. Enzymatic characterization revealed that Sc3Man operates optimally at a pH of 5.0 and at a temperature of 37 °C. The enzymatic activity was notably enhanced twofold in the presence of Ca2+ ions, emphasizing its potential dependency on this metal ion, while Cu2+ and Zn2+ ions notably impaired enz...
Source: Carbohydrate Research - March 31, 2024 Category: Genetics & Stem Cells Authors: Fang-Fang Liu Meng Wang Guan-Hua Ma Anna Kulinich Li Liu Josef Voglmeir Source Type: research
Structure of the K141 capsular polysaccharide produced by Acinetobacter baumannii isolate KZ1106 that carries KL141 at the chromosomal K locus
Carbohydr Res. 2024 Mar 24;538:109097. doi: 10.1016/j.carres.2024.109097. Online ahead of print.ABSTRACTThe structure of the K141 type capsular polysaccharide (CPS) produced by Acinetobacter baumannii KZ1106, a clinical isolate recovered from Kazakhstan in 2016, was established by sugar analyses and one- and two-dimensional 1H and 13C NMR spectroscopy. The CPS was shown to consist of branched tetrasaccharide repeating units (K-units) with the following structure: This structure was found to be consistent with the genetic content of the KL141 CPS biosynthesis gene cluster at the chromosomal K locus in the KZ1106 whole genom...
Source: Carbohydrate Research - March 31, 2024 Category: Genetics & Stem Cells Authors: Anastasiya A Kasimova Anna S Kolganova Alexander S Shashkov Mikhail M Shneider Yulia V Mikhailova Andrey A Shelenkov Anastasiya V Popova Yuriy A Knirel Andrey V Perepelov Johanna J Kenyon Source Type: research
