| Title: | "Convenient enzymatic resolution of (R,S)-2-methylbutyric acid catalyzed by immobilized lipases" |
| Author(s): | Mittersteiner M; Linshalm BL; Vieira APF; Brondani PB; Scharf DR; de Jesus PC; |
| Address: | "Departamento de Quimica, Universidade Regional de Blumenau, Blumenau, SC, Brazil. Departmento de Ciencias Exatas e Educacao, Universidade Federal de Santa Catarina, Blumenau, SC, Brazil" |
| ISSN/ISBN: | 1520-636X (Electronic) 0899-0042 (Linking) |
| Abstract: | "The application of several immobilized lipases has been explored in the enantioselective esterification of (R,S)-2-methylbutyric acid, an insect pheromone precursor. With the use of Candida antarctica B, using hexane as solvent, (R)-pentyl 2-methylbutyrate was prepared in 2 h with c 40%, ee(p) 90%, and E = 35, while Thermomyces lanuginosus leads to c 18%, ee(p) 91%, and E = 26. The (S)-enantiomer was obtained by the use of Candida rugosa or Rhizopus oryzae (2-h reaction, c 34% and 35%, ee(p) 75 and 49%, and E = 10 and 4, respectively). Under optimal conditions, the effect of the solvent, the molar ratio, and the nucleophile were evaluated" |
| Keywords: | Butyrates/*chemistry Candida Catalysis Esterification Lipase/chemistry/*metabolism Solvents Stereoisomerism enantioselective esterification enzymatic acylation immobilized enzymes pheromones racemic acids; |
| Notes: | "MedlineMittersteiner, Mateus Linshalm, Bruna Luiza Vieira, Ana Paula Furlan Brondani, Patricia Bulegon Scharf, Dilamara Riva de Jesus, Paulo Cesar eng 2017/10/31 Chirality. 2018 Jan; 30(1):106-111. doi: 10.1002/chir.22779. Epub 2017 Oct 30" |
