Open AccessChemical Racemization of MethylL -β-Acetylthioisobutyrate
Author(s) -
Akihiro Sakimae,
Yoshimasa Kobayashi,
Naoto Ohsuga,
Ryozo Numazawa,
Hisao Ohnishi
Publication year - 1993
Publication title -
bioscience biotechnology and biochemistry
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 0.509
H-Index - 116
eISSN - 1347-6947
pISSN - 0916-8451
DOI - 10.1271/bbb.57.17
Subject(s) - racemization , chemistry , catalysis , decomposition , organic chemistry , substrate (aquarium) , methyl methacrylate , chemical decomposition , medicinal chemistry , copolymer , biology , ecology , polymer
Methyl L-β-acetylthioisobutyrate was racemized with 1,8-diazabicyclo-[5.4.0]-undecene-7 as a catalyst. Methyl methacrylate and thioacetic acid were identified as the intermediates of the reaction. Thioacetic acid was relatively unstable and susceptible to decomposition during the racemization process. The addition of excess methyl mechacrylate to the reaction mixture prevented a decrease of the racemate. The racemized ester was confirmed to be usable as a substrate for the enzymatic production of D-β-acetylthioisobutyric acid.
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