%0 Journal Article
%T Oligomerization of 10,16-Dihydroxyhexadecanoic Acid and Methyl 10,16-Dihydroxyhexadecanoate Catalyzed by Lipases
%A M. Beatriz G¨®mez-Pati£¿o
%A Julia Cassani
%A Mar¨ªa Eugenia Jaramillo-Flores
%A L. Gerardo Zepeda-Vallejo
%A Georgina Sandoval
%A Manuel Jimenez-Estrada
%A Daniel Arrieta-Baez
%J Molecules
%D 2013
%I MDPI AG
%R 10.3390/molecules18089317
%X The main monomer of tomato cuticle, 10,16-dihydroxyhexadecanoic acid (10,16-DHPA) and its methyl ester derivative (methyl-10,16-dihydroxyhexadecanote; methyl-10,16-DHHD), were used to study their oligomerization reactions catalyzed by five lipases: Candida antarctica lipase B (CAL-B), Rhizomucor miehei lipase (RM), Thermomyces lanuginosus lipase (TL), Pseudomonas cepacia lipase (PCL) and porcine pancreatic lipase (PPL). For 10,16-DHPA, optimum yields were obtained at 60 ¡ãC using toluene and 2-methyl-2-butanol (2M2B) as solvent, while for methyl-10,16-DHHD the bests yields were obtained in toluene and acetonitrile. Both reactions leaded to linear polyesters according to the NMR and FT-IR analysis, and there was no data indicating the presence of branched polymers. Using optimized conditions, poly(10,16-DHPA) and poly(methyl-10,16-DHHD) with Mw = 814 and Mn = 1,206 Da, and Mw = 982 and Mn = 860 Da, respectively, were formed according to their MALDI-TOF MS and ESI-MS data. The self-assembly of the polyesters obtained were analyzed by AFM.
%K lipases
%K oligomerization
%K natural monomer
%K tomato cuticle
%U http://www.mdpi.com/1420-3049/18/8/9317