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1Academic Journal
المؤلفون: Chatron-Colliet, Aurore, Brusa, Charlotte, Bertin-Jung, Isabelle, Gulberti, Sandrine, Ramalanjaona, Nick, Fournel-Gigleux, Sylvie, Brezillon, Stephane, Muzard, Murielle, Plantier-Royon, Richard, Rémond, Caroline, Wegrowski, Yanusz
المساهمون: Matrice Extracellulaire et Dynamique Cellulaire - UMR CNRS 7369 (MEDyC), Université de Reims Champagne-Ardenne (URCA)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Reims Champagne-Ardenne (URCA)-Centre National de la Recherche Scientifique (CNRS), Fractionnement des AgroRessources et Environnement (FARE), Université de Reims Champagne-Ardenne (URCA)-Institut National de la Recherche Agronomique (INRA), Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie - CNRS Chimie (INC-CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Reims Champagne-Ardenne (URCA)-Centre National de la Recherche Scientifique (CNRS)-SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Centre National de la Recherche Scientifique (CNRS), Ingénierie Moléculaire et Physiopathologie Articulaire (IMoPA), Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), ANR-13-BSV8-0011,Meca-GT,Structures et Mécanismes réactionnels de galactosyltransférases(2013)
المصدر: ISSN: 1747-0277.
مصطلحات موضوعية: click chemistry, enzymatic transglycosylation, xylosides, xylobiosides, glycosaminoglycans, [SDV]Life Sciences [q-bio], [SDV.BBM.BM]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Molecular biology
Relation: info:eu-repo/semantics/altIdentifier/pmid/27618481; hal-01601622; https://hal.science/hal-01601622; https://hal.science/hal-01601622/document; https://hal.science/hal-01601622/file/2016_Chatron-Colliet_Chemical%20Biology_1; PRODINRA: 394358; PUBMED: 27618481; WOS: 000397857200004
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المؤلفون: Nick Ramalanjaona, Aurore Chatron-Colliet, Sandrine Gulberti, Caroline Rémond, Isabelle Bertin-Jung, Charlotte Brusa, Murielle Muzard, Richard Plantier-Royon, Sylvie Fournel-Gigleux, Stéphane Brézillon, Yanusz Wegrowski
المساهمون: Matrice extracellulaire et dynamique cellulaire - UMR 7369 (MEDyC), Université de Reims Champagne-Ardenne (URCA)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS), Fractionnement des AgroRessources et Environnement (FARE), Université de Reims Champagne-Ardenne (URCA)-Institut National de la Recherche Agronomique (INRA), Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Ingénierie Moléculaire et Physiopathologie Articulaire (IMoPA), Université de Lorraine (UL)-Centre National de la Recherche Scientifique (CNRS), Fractionnement des AgroRessources et Environnement - UMR-A 614 (FARE), Université de Reims Champagne-Ardenne (URCA)-Institut National de la Recherche Agronomique (INRA)-SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS), Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Centre National de la Recherche Scientifique (CNRS), SFR CAP Santé (Champagne-Ardenne Picardie Santé), Université de Reims Champagne-Ardenne (URCA)-SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Institut National de la Recherche Agronomique (INRA), Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Wegrowski, Yanusz
المصدر: Chemical Biology and Drug Design
Chemical Biology and Drug Design, Wiley, 2017, 89 (3), pp.319-326. ⟨10.1111/cbdd.12865⟩
Chemical Biology and Drug Design 3 (89), 319-326. (2017)مصطلحات موضوعية: 0301 basic medicine, [SDV]Life Sciences [q-bio], Triazole, Priming (immunology), xylosides, CHO Cells, Degree of polymerization, Biochemistry, 03 medical and health sciences, chemistry.chemical_compound, Structure-Activity Relationship, Cricetulus, Biosynthesis, Drug Discovery, Moiety, Animals, Humans, Glycosides, Pentosyltransferases, enzymatic transglycosylation, Glycosaminoglycans, Pharmacology, Chinese hamster ovary cell, Organic Chemistry, click chemistry, glycosaminoglycans, xylobiosides, [SDV.BBM.BM]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Molecular biology, Galactosyltransferases, 3. Good health, 030104 developmental biology, Aglycone, chemistry, Click chemistry, Molecular Medicine
وصف الملف: application/pdf
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المؤلفون: Ilaria Oliva, Daniela Ghisotti, Gabriele Zuffi, Gianni Frascotti, Emanuele Capra, Giancarlo Tonon, Gaetano Orsini
المساهمون: Zuffi, G, Ghisotti, D, Oliva, I, Capra, E, Frascotti, G, Tonon, G, Orsini, G
المصدر: Biocatalysis and Biotransformation. 22:25-33
مصطلحات موضوعية: nucleosides and nucleoside analogue, chemistry.chemical_classification, Immobilized enzyme, Stereochemistry, Purine nucleoside phosphorylase, Immobilized biocatalyst, CHIM/11 - CHIMICA E BIOTECNOLOGIA DELLE FERMENTAZIONI, Biochemistry, Combinatorial chemistry, Catalysis, Solvent, Enzyme, chemistry, Covalent bond, Uridine phosphorylase, enzymatic transglycosylation, Pentosyltransferases, Nucleoside, Biotechnology
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4Academic Journal
المؤلفون: Morelli, C. F., UBIALI, DANIELA, SERRA, IMMACOLATA, Biagiotti, M., BORGHESE, GIOVANNI, Pappalardo, V. M., ALBERTINI, ALESSANDRA, Speranza, G.
المساهمون: Morelli, C. F., Ubiali, Daniela, Serra, Immacolata, Biagiotti, M., Borghese, Giovanni, Pappalardo, V. M., Albertini, Alessandra, Speranza, G.
مصطلحات موضوعية: nucleoside phosphorylase, Aeromonas hydrophila, 6-substituted purine ribonucleoside, enzymatic transglycosylation
وصف الملف: STAMPA
Relation: volume:Ottobre 2012; firstpage:106; lastpage:111; numberofpages:6; journal:LA CHIMICA E L'INDUSTRIA; http://hdl.handle.net/11571/582538
الاتاحة: http://hdl.handle.net/11571/582538
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المؤلفون: Francesco Ortuso, Rosaria Di Bella, Stefano Alcaro, Maria Gabriella Vigorita, Rosaria Ottanà, Simonetta Neri, Bernadette Pavone, Antonio Trincone, Adriana Arena
المصدر: Bioorganic & medicinal chemistry
13 (2005): 3371–3378. doi:10.1016/j.bmc.2005.03.016
info:cnr-pdr/source/autori:S Alcaro; A Arena; R Di Bella; S Neri; R Ottanà; F Ortuso; B Pavone; A Trincone; MG Vigorita/titolo:Biocatalysed synthesis of b-O-glucosides from 9-fluorenon-2-carbohydroxyesters. Part 3: IFN-inducing and anti-HSV-2 properties/doi:10.1016%2Fj.bmc.2005.03.016/rivista:Bioorganic & medicinal chemistry (Print)/anno:2005/pagina_da:3371/pagina_a:3378/intervallo_pagine:3371–3378/volume:13مصطلحات موضوعية: Models, Molecular, Glycosylation, ENZYMATIC-SYNTHESIS, SIMPLEX-VIRUS TYPE-1, POLYCYCLIC AROMATIC-COMPOUNDS, SULFOLOBUS-SOLFATARICUS, TILORONE HYDROCHLORIDE, ANTIVIRAL RESPONSES, MOLECULAR MECHANICS, INTERFERON, AGENTS, GLYCOSAMINOGLYCANS, Herpesvirus 2, Human, Clinical Biochemistry, ved/biology.organism_classification_rank.species, Pharmaceutical Science, Virus Replication, Biochemistry, Chemical synthesis, chemistry.chemical_compound, Glucosides, Interferon, Drug Discovery, Cytotoxicity, Enzymatic transglycosylation, 9-Fluorenon-2-carbohydroxyesters, Molecular Structure, Sulfolobus solfataricus, Cell Differentiation, U937 Cells, 9-Fluoren-b-O-glycosides, Molecular Medicine, Glucosidases, medicine.drug, IFN-inducing properties, Stereochemistry, Down-Regulation, Antineoplastic Agents, Antiviral Agents, Catalysis, Structure-Activity Relationship, medicine, Structure–activity relationship, Humans, Molecular Biology, Cell Proliferation, Fluorenes, ved/biology, Organic Chemistry, Tilorone, Interferon-alpha, Herpes Simplex, Interferon-beta, In vitro, Tilorone analogues, chemistry
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المؤلفون: Moreira, Ana Sofia Pereira
المساهمون: Domingues, Maria do Rosário, Coimbra, Manuel António
المصدر: CIÊNCIAVITAE
Repositório Científico de Acesso Aberto de Portugal
Repositório Científico de Acesso Aberto de Portugal (RCAAP)
instacron:RCAAPمصطلحات موضوعية: Bioquímica, Alterações estruturais, Galactomannans, Structural changes, Mass spectrometry, Melanoidins, Arabinogalactanas, Polysaccharides are the major components of green and roasted coffee beans, and coffee brew. The most abundant ones are galactomannans, followed by arabinogalactans. During the roasting process, galactomannans and arabinogalactans undergo structural modifications that are far to be completely elucidated due to their diversity and complexity of the compounds formed. During the roasting process, galactomannans and arabinogalactans react with proteins, chlorogenic acids, and sucrose, originating high molecular weight brown compounds containing nitrogen, known as melanoidins. Several biological activities and beneficial health effects have been attributed to coffee melanoidins. However, their exact structures and the mechanisms involved in their formation remain unknown, as well as the structure-biological activity relationship. The use of model systems and mass spectrometry analysis allow to obtain an overall view and, simultaneously, detailed, of the structural modifications in coffee polysaccharides promoted by roasting, contributing to the elucidation of the structures and formation mechanisms of melanoidins. Based on this thesis, oligosaccharides structurally related to the backbone of galactomannans, (β1→4)-D-mannotriose, and the side chains of arabinogalactans, (α1→5)-Larabinotriose, alone or in mixtures with 5-O-caffeoylquinic acid, the most abundant chlorogenic acid in green coffee beans, and dipeptides composed by tyrosine and leucine, used as models of proteins, were submitted to dry thermal treatments, mimicking the coffee roasting process. The oxidation induced by hydroxyl radicals (HO•) was also studied, since these radicals seem to be involved in the modification of the polysaccharides during roasting. The identification of the structural modifications induced by thermal and oxidative treatment of the model compounds was performed mostly by mass spectrometry-based analytical strategies, but also using liquid chromatography. Gas chromatography was used in the analysis of neutral sugars and glycosidic linkages. To validate the conclusions achieved with the model compounds, coffee polysaccharide samples obtained from spent coffee grounds and instant coffee were also analysed. The results obtained from the model oligosaccharides when submitted to thermal treatment (dry) or oxidation induced by HO• (in solution) indicate the occurrence of depolymerization, which is in line with previous studies reporting the depolymerization of coffee galactomannans and arabinogalactans during roasting. Compounds resulting from sugar ring cleavage were also formed during thermal treatment and oxidative treatment of Ara3. On the other hand, the dry thermal treatment of the model oligosaccharides (alone or when mixed) promoted the formation of oligosaccharides with a higher degree of polymerization, and also polysaccharides with new type of glycosidic linkages, evidencing the occurrence of polymerization via non-enzymatic transglycosylation reactions induced by dry thermal treatment. The transglycosylation reactions induced by dry thermal treatment can occur between sugar residues from the same origin, but also of different origins, with formation of hybrid structures, containing arabinose and mannose in the case of the model compounds used. The results obtained from spent coffee grounds and instant coffee samples suggest the presence of hybrid polysaccharides in these processed coffee samples, corroborating the occurrence of transglycosylation during the roasting process. Furthermore, the study of mixtures containing different proportions of each model oligosaccharide, mimicking coffee bean regions with distinct polysaccharide composition, subjected to different periods of thermal treatment, allowed to infer that different hybrid and non-hybrid structures may be formed from arabinogalactans and galactomannans, depending on their distribution in the bean cell walls and on roasting conditions. These results may explain the heterogeneity of melanoidins structures formed during coffee roasting. The results obtained from model mixtures containing an oligosaccharide (Ara3 or Man3) and 5-CQA and subjected to dry thermal treatment, as well as samples derived from spent coffee grounds, showed the formation of hybrid compounds composed by CQA molecules covalently linked to a variable number of sugar residues. Moreover, the results obtained from the mixture containing Man3 and 5-CQA showed that CQA acts as catalyst of transglycosylation reactions. On the other hand, in the model mixtures containing a peptide, even if containing 5-CQA and subjected to the same treatment, it was observed a decrease in the extent of transglycosylation reactions. This outcome can explain the low extent of non-enzymatic transglycosylation reactions during roasting in coffee bean regions enriched in proteins, although polysaccharides are the major components of the coffee beans. The decrease of transglycosylation reactions in the presence of peptides/proteins can be related with the preferential reactivity of reducing residues with the amino groups of peptides/proteins by Maillard reaction, decreasing the number of reducing residues available to be directly involved in the transglycosylation reactions. In addition to the compounds already described, a diversity of other compounds were formed from model systems, namely dehydrated derivatives formed during dry thermal treatment. In conclusion, the identification of the structural modifications in coffee polysaccharides promoted by roasting pave the way to the understanding of the mechanisms of formation of melanoidins and structure-activity relationship of these compounds, Coffee, Espectrometria de massa, Melanoidinas, Roasting, Polissacarídeos, Tratamento térmico, Polysaccharides, Café, Galactomananas, Arabinogalactans, Torra
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7Electronic Resource
المؤلفون: Zuffi, G, Ghisotti, D, Oliva, I, Capra, E, Frascotti, G, Tonon, G, Orsini, G, Orsini, G., FRASCOTTI, GIANNI
مصطلحات الفهرس: Immobilized biocatalyst, nucleosides and nucleoside analogue, enzymatic transglycosylation, CHIM/11 - CHIMICA E BIOTECNOLOGIA DELLE FERMENTAZIONI, info:eu-repo/semantics/article
URL:
http://hdl.handle.net/10281/14679
info:eu-repo/semantics/altIdentifier/wos/WOS:000220089200004
volume:22
issue:1
firstpage:25
lastpage:33
journal:BIOCATALYSIS AND BIOTRANSFORMATION