Oligomerization of 10,16-dihydroxyhexadecanoic acid and methyl 10,16-dihydroxyhexadecanoate catalyzed by lipases
Por:
Gómez-Patiño M.B., Cassani J., Jaramillo-Flores M.E., Zepeda-Vallejo L.G., Sandoval G., Jimenez-Estrada M., Arrieta-Baez D.
Publicada:
1 ago 2013
Resumen:
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 °C 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. © 2013 by the authors; licensee MDPI, Basel, Switzerland.
Filiaciones:
Gómez-Patiño M.B.:
Instituto Politécnico Nacional - ENCB, Carpio y Plan de Ayala S/N, Col. Casco de Santo Tomas, México, D.F., CP 11340, Mexico
Cassani J.:
Departamento de Sistemas Biológicos, Universidad Autónoma Metropolitana Unidad Xochimilco, Calz. del Hueso No.1100, Col. Villa Quietud, México, D.F., CP 04960, Mexico
Jaramillo-Flores M.E.:
Instituto Politécnico Nacional - ENCB, Carpio y Plan de Ayala S/N, Col. Casco de Santo Tomas, México, D.F., CP 11340, Mexico
Zepeda-Vallejo L.G.:
Instituto Politécnico Nacional - ENCB, Carpio y Plan de Ayala S/N, Col. Casco de Santo Tomas, México, D.F., CP 11340, Mexico
Sandoval G.:
CIATEJ, Av. Normalistas 800, Guadalajara, Jalisco 42270, Mexico
Jimenez-Estrada M.:
Univ Nacl Autonoma Mexico, Inst Quim, Dept Prod Nat, Mexico City 04510, DF, Mexico
Arrieta-Baez D.:
Instituto Politécnico Nacional - CNMN, Unidad Profesional Adolfo López Mateos, Calle Luis Enrique Erro s/n, Col. Zacatenco, México D.F., CP 07738, Mexico
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