Use of bacterial gamma-glutamyltranspeptidase for enzymatic synthesis of gamma-D-glutamyl compounds.
An enzymatic method for synthesizing various gamma-D-glutamyl compounds efficiently and stereospecifically involving bacterial gamma-glutamyltranspeptidase (EC 2.3.2.2) with D-glutamine as a gamma-glutamyl donor was developed. With D-glutamine as a gamma-glutamyl donor instead of L-glutamine in gamma-glutamyltaurine synthesis, by-products such as gamma-glutamylglutamine and gamma-glutamyl-gamma-glutamyltaurine were not synthesized and the yield of gamma-glutamyltaurine dramatically increased from 25 to 71%. It was also shown that the purification could be simplified without these gamma-glutamyl by-products. The possibility of synthesizing various gamma-D-glutamyl compounds was also shown.
Suzuki
Hideyuki
H
Division of Integrated Life Science, Graduate School of Biostudies, Kyoto University, Kitashirakawa, Sakyo-ku, Kyoto 606-8502, Japan. hhideyuki@lif.kyoto-u.ac.jp
Izuka
Shunsuke
S
Minami
Hiromichi
H
Miyakawa
Nobukazu
N
Ishihara
Sayaka
S
Kumagai
Hidehiko
H
D001709:Biotechnology / Q000379:methods; D004151:Dipeptides / Q000378:metabolism; D004926:Escherichia coli / Q000201:enzymology*; D005971:Glutamates / Q000378:metabolism; D005973:Glutamine / Q000031:analogs & derivatives* / Q000378:metabolism; D013237:Stereoisomerism; D013379:Substrate Specificity; D013654:Taurine / Q000031:analogs & derivatives* / Q000378:metabolism; D005723:gamma-Glutamyltransferase / Q000378:metabolism*
D004151:Dipeptides; D005971:Glutamates; D005973:Glutamine; C047442:gamma-glutamylglutamine; D013654:Taurine; C026166:theanine; C020903:glutaurine; D005723:gamma-Glutamyltransferase