title: From algal polysaccharides to cyclodextrins to stabilize a urease inhibitor.
abstract: N-Butyl-phosphorotriamide (NBPT) is a fertilizer widely used for its urease inhibiting properties. Nevertheless, formulations currently commercialized are complex and do not avoid severe decrease of activity due to the low stability of the bioactive compound under acidic conditions. According to its structure, NPBT was thought to be able to interact with both polar additives, by its phosphoramide function, and hydrophobic ones, through its alkyl chain. In this context, and in order to simplify formulations of this bioactive compound, a panel of natural polysaccharides was studied, including starch, β-(1,3)-glucans, carraghenans and alginates. We also used cyclodextrins, characterized the most stable inclusion complex with α-cyclodextrin and evaluated the stability of NBPT thus protected against hydrolysis under acidic conditions.
authors.affiliation: Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, 11 Allée de Beaulieu, CS 50837, 35708 Rennes Cedex 7, France; Université européenne de Bretagne, Rennes, France.
authors.forename: Danièle
authors.initials: D
authors.lastname: Pro
authors.affiliation: Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, 11 Allée de Beaulieu, CS 50837, 35708 Rennes Cedex 7, France; Université européenne de Bretagne, Rennes, France.
authors.forename: Samuel
authors.initials: S
authors.lastname: Huguet
authors.affiliation: Université de Caen Basse-Normandie, UMR 950 Ecophysiologie Végétale, Agronomie et nutritions N, C, S. Esplanade de la paix, 14032 Caen, France; INRA, UMR 950 Ecophysiologie Végétale, Agronomie et nutritions N, C, S. Esplanade de la paix, 14032 Caen, France.
authors.forename: Mustapha
authors.initials: M
authors.lastname: Arkoun
authors.affiliation: Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, 11 Allée de Beaulieu, CS 50837, 35708 Rennes Cedex 7, France; Université européenne de Bretagne, Rennes, France.
authors.forename: Caroline
authors.initials: C
authors.lastname: Nugier-Chauvin
authors.affiliation: Timac Agro International, Poligono de Arazuri-Orcoyen Calle C no. 32, E-31160 Orcoyen, Spain.
authors.forename: José Maria
authors.initials: JM
authors.lastname: Garcia-Mina
authors.affiliation: Université de Caen Basse-Normandie, UMR 950 Ecophysiologie Végétale, Agronomie et nutritions N, C, S. Esplanade de la paix, 14032 Caen, France; INRA, UMR 950 Ecophysiologie Végétale, Agronomie et nutritions N, C, S. Esplanade de la paix, 14032 Caen, France.
authors.forename: Alain
authors.initials: A
authors.lastname: Ourry
authors.affiliation: Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, 11 Allée de Beaulieu, CS 50837, 35708 Rennes Cedex 7, France; Université européenne de Bretagne, Rennes, France.
authors.forename: Dominique
authors.initials: D
authors.lastname: Wolbert
authors.affiliation: Timac Agro International, 27 Avenue Franklin Roosevelt, 35408 Saint Malo, France.
authors.forename: Jean-Claude
authors.initials: JC
authors.lastname: Yvin
authors.affiliation: Ecole Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, 11 Allée de Beaulieu, CS 50837, 35708 Rennes Cedex 7, France; Université européenne de Bretagne, Rennes, France. Electronic address: vincent.ferrieres@ensc-rennes.fr.
authors.forename: Vincent
authors.initials: V
authors.lastname: Ferrières
mesh_terms: D000464:Alginates / Q000737:chemistry; D002240:Carbohydrate Sequence; D002351:Carrageenan / Q000737:chemistry; D003505:Cyclodextrins / Q000737:chemistry*; D004791:Enzyme Inhibitors / Q000737:chemistry*; D005308:Fertilizers; D005936:Glucans / Q000737:chemistry; D020723:Glucuronic Acid / Q000737:chemistry; D006603:Hexuronic Acids / Q000737:chemistry; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009943:Organophosphorus Compounds / Q000737:chemistry*; D011134:Polysaccharides / Q000737:chemistry*; D013213:Starch / Q000737:chemistry; D014510:Urease / Q000037:antagonists & inhibitors*; D047391:alpha-Cyclodextrins / Q000737:chemistry
chemical_list: D000464:Alginates; D003505:Cyclodextrins; D004791:Enzyme Inhibitors; D005308:Fertilizers; D005936:Glucans; D006603:Hexuronic Acids; C120049:N-(n-butyl) thiophosphoric triamide; D009943:Organophosphorus Compounds; D011134:Polysaccharides; D047391:alpha-Cyclodextrins; D020723:Glucuronic Acid; D002351:Carrageenan; D013213:Starch; D014510:Urease
keywords: (1,3)-Glucans; Alginates; Carraghenans; Cyclodextrins; NBPT; Starch