ORBi: Sainvitu Pauline - Towards the synthesis of mannose derivatives of natural phenolic compounds

Reference : Towards the synthesis of mannose derivatives of natural phenolic compounds


	Document type :	Scientific congresses and symposiums : Poster
	Discipline(s) :	Physical, chemical, mathematical & earth Sciences : Chemistry
	To cite this reference:	http://hdl.handle.net/2268/76146

Title :	Towards the synthesis of mannose derivatives of natural phenolic compounds
Language :	English
Alternative title :	[fr] Vers la synthèse de dérivés mannosidiques de composés phenoliques naturels
Author, co-author :	Sainvitu, Pauline [Université de Liège - ULg > Chimie et bio-industries > Chimie biologique industrielle >]
	Nott, Katherine [Université de Liège - ULg > Chimie et bio-industries > Chimie biologique industrielle >]
	Richard, Gaetan [Université de Liège - ULg > Chimie et bio-industries > Chimie biologique industrielle >]
	Blecker, Christophe [Université de Liège - ULg > Chimie et bio-industries > Technologie des industries agro-alimentaires >]
	Jérôme, Christine [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
	Wathelet, Jean-Paul [Université de Liège - ULg > Chimie et bio-industries > Chimie générale et organique >]
	Paquot, Michel [Université de Liège - ULg > Chimie et bio-industries > Chimie biologique industrielle >]
Publication date :	14-Oct-2010
Page number :	A0
On invitation :	No
Audience :	National
Event name :	Journée Chimie Verte
Event date :	14 octobre 2010
Event organizer :	Société Royale de Chimie
Event place (city) :	Gembloux
Event country :	Belgique
Keywords :	[en] mannose ; enzymatic synthesis ; beta glucosidase
Abstract :	[en] The aim of this project is to graft a sugar moiety onto polyfunctional natural phenolic compounds. This should enhance their water solubility. The choice of an adequate sugar such as mannose could provide cellular recognition. The synthesis route was first tested on cinnamyl alcohol which is structurally close to the base pattern of natural phenolic compounds. Two compounds are tested to catalyse the glycosilation between cinnamyl alcohol and D-mannose. The first one is an enzyme, the -glucosidase from almond, and the second one is a mineral acid catalyst immobilized on silica. Results show that -glucosidase is able to synthetize cinnamyl mannoside from mannose and cinnamyl alcohol. Furthermore, enzyme-catalyzed route lead to only one product and is so more specific than the chemical route where several products are observed. The obtaining of one product with a unique structure is interesting for the fundamental study of structure-function relationships (Interaction of the product with model membranes by Isothermal Titration Calorymetry and with the Langmuir Trough technique). In a future work, the reaction will be tested with more complex molecules (for example coniferyl alcohol).
Research units :	Unité de Chimie Biologique Industrielle
Funders :	Communauté française de Belgique - CfB
Name of the research project :	Synthèses enzymatiques appliquées aux produits issus de la biomasse végétale
Permalink :	http://hdl.handle.net/2268/76146
	also: http://hdl.handle.net/2268/83995

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