Abstract
(R)-β-acetylmercaptoisobutyric acid (RAM), a chiral compound, is an important intermediate for the chemical synthesis of various antihypertensive and congestive heart failure drugs. Microorganisms capable of converting (R,S)-β-acetylmercaptoisobutyric acid ((R,S)-ester) to RAM were screened from soil microorganisms. A strain ofPseudomonas sp. 1001 screened from a soil sample was selected to be the best. Cells showed an activity of 540 U/mL from culture broth and the enzyme was thermostable up to 70°C. This strain could produce RAM asymmetrically from (R,S)-ester.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Ondetti, M. A., B. Rubin, and D.W. Cushman (1977) Design of specific inhibitors of angiotensin-converting enzyme: New class of orally active antihypertensive agents.Science 196: 441–444.
Samayama, T., H. Kinugasa, H. Nishimura, K. Takeyama, and K. Hosoki (1988)Japan Patent 63–18599.
Cushman, D. W., H. S. Cheung, E. F. Sabo, and M. A. Ondetti (1977) Design of potent competitive inhibitors of angiotensin-converting enzyme. Carboxyalkanoyl and mereapotoalkanoyl amino acids.Biochem. 16: 5484–5491. Koho, 80-38386.
Iwao J., M. Oya, E. Kato, and T. Watanabe (1978) Japan Kokai Tokyo Koho, 78-151912.
Ohashi, N., S. Nagata, and S. Katsube (1981) Japan Kokai Tokyo Koho, 81-7756.
Akihiro, S., K. Yoshimasa, N. Ohsuga, R. Numazawa, and H. Ohnishi (1993) Chemical racemization of methyl L-β-acetylthioisobutyrate.Biosci. Biotech. Biochem. 57: 17–19.
Patel, R. N., B. Amit, and J. S. Laszlo (1995) Synthesis of four chiral pharmaceutical intermediates by biocatalysis.JAOCS 72: 1247–1264.
Akihiro, S., H. Akihiko, K. Etsuko, O. Naoto, N. Ryozo, W. Ichiro, and O. Hisoa (1992) Screening of microorganisms producing D-β-acetylthioisobutyric acid from methyl DL-β-acetylthioisobutyrate.Biosci. Biotech. Biochem. 56: 1252–1256.
Chen, C.-S., Y. Fujimoto, and C. J. Shi (1931) Bifunctional chiral synthons via microbiological methods. 1. Optically active 2,4-dimethylglutaric acid monomethyl esteres.J. Am. Chem. Soc. 103: 3580–3582.
Iriuchijima, S. and A. Keiyu (1981) Asymmetric hydrolysis of (±)-α-substituted carboxylic acid erters with microorganisms.Agric. Biol. Chem. 45: 1389–1392.
Akihiro, S., O. Eiji, T. Hiroko, O. Naoto, N. Ryozo, M. Itsumi, H. Eiichi, and O. Hisao (1993) Process conditions for production of D-β-acetylthioisobutyric acid from methyl DL-β-acetylthioisobutyrate with the cells ofPseudomonas putida MR-2068.Biosci. Biotech. Biochem. 57: 782–786.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Gokul, B., Lee, JH., Song, KB. et al. Screening of microorganisms producing esterase for the production of (R)-β-Acetylmercaptoisobutyric acid from methyl (R,S)-β-acetylmercaptoisobutyrate. Biotechnol. Bioprocess Eng. 5, 57–60 (2000). https://doi.org/10.1007/BF02932355
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02932355