« Previous Abstract"Evidence of pheromonal constancy among sexual and asexual females in a population of fall cankerworm,Alsophila pometaria (Lepidoptera: Geometridae)"    Next AbstractComposition of Organic Compounds Adsorbed on PM10 in the Air Above Maribor »

Chirality

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"
Journal Title:		Chirality
Year:		2018
Volume:		20171030
Issue:		1
Page Number:		106 - 111
DOI:		10.1002/chir.22779
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"