Optical resolution of various amino acids using a supported liquid membrane encapsulating a surfactant-protease complex.
We have encapsulated a surfactant-protease complex (the main protease used being alpha-chymotrypsin) in an organic phase of a supported liquid membrane (SLM) for the optical resolution of various amino acids. L-Isomers of amino acids were enantioselectively permeated through the SLM. The mechanism of the amino acid permeation through the SLM was considered to be as follows; an L-amino acid was enantioselectively esterified with ethanol by a surfactant-protease complex encapsulated in the SLM, and the resulting L-amino acid ethyl ester dissolved into the organic phase of the SLM and diffused across the SLM. Another surfactant-alpha-chymotrypsin complex in the receiving phase catalyzed ester hydrolysis to produce the initial L-amino acid and ethanol, which are water-soluble. Thus, the L-amino acid was selectively transported to the receiving phase through the SLM on the basis of the molecular recognition of the surfactant-protease complex in the SLM. It was found that the catalytic activity and enantioselectivity of the surfactant-protease complex governed the permeate flux of amino acids and the enantiomeric excess in the membrane separation.
Miyako
Eijiro
E
Department of Applied Chemistry, Graduate School of Engineering, Kyushu University, 6-10-1 Hakozaki, Fukuoka 812-8581, Japan.
Maruyama
Tatsuo
T
Kubota
Fukiko
F
Kamiya
Noriho
N
Goto
Masahiro
M
D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D000818:Animals; D002417:Cattle; D002918:Chymotrypsin; D004800:Enzymes, Immobilized; D000431:Ethanol; D066298:In Vitro Techniques; D008567:Membranes, Artificial; D055095:Optics and Photonics; D010447:Peptide Hydrolases; D010649:Phenylalanine / Q000737:chemistry / Q000302:isolation & purification; D012997:Solvents; D013237:Stereoisomerism; D013499:Surface Properties; D013501:Surface-Active Agents
D000596:Amino Acids; D004800:Enzymes, Immobilized; D008567:Membranes, Artificial; D012997:Solvents; D013501:Surface-Active Agents; D000431:Ethanol; D010649:Phenylalanine; D010447:Peptide Hydrolases; D002918:Chymotrypsin; C117608:alpha-chymotrypsin