Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing alpha or beta amino acid or substituted amino acid...
Patent
1992-08-07
1996-10-15
Wax, Robert A.
Chemistry: molecular biology and microbiology
Micro-organism, tissue cell culture or enzyme using process...
Preparing alpha or beta amino acid or substituted amino acid...
435 43, 435 691, 435 712, 435176, 435195, 435227, 435228, 4352523, 4353201, 536 221, 536 231, 536 232, 536 237, C12P 1304, C12N 914, C12N 112, C07H 1900
Patent
active
055653448
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a process for the production of D-.alpha.-amino acids, and more particularly, to a process for the production of D-.alpha.-amino acids using a novel transformant having a gene which is related to an enzyme capable of converting D-N-carbamoyl-.alpha.-amino acids into the corresponding D-.alpha.-amino acids.
BACKGROUND ART
Optically-active D-.alpha.-amino acids are important compounds as intermediates of drugs, and particularly, D-phenylglycine, D-parahydroxyphenyl-glycine and other intermediates for the production of semisynthesized penicillin or cephalosporin antibiotics are industrially useful compounds. As a process for the production of such D-.alpha.-amino acids, there is a well-known process in which carbamoyl groups of the corresponding D-N-carbamoyl-.alpha.-amino acids are removed to give the desired D-.alpha.-amino acids. The removal of carbamoyl groups in this process is achieved by a chemical process (e.g., the specification of Japanese Patent Publication No. 58-4707) or by a process utilizing the enzymatic reaction of microorganisms (e.g., the specifications of Japanese Patent Publication Nos. 57-18793, 63-20520, and 1-48758).
PROBLEMS TO BE SOLVED BY THE INVENTION
In a chemical process employed for the removal of carbamoyl groups as described above, a great amount of mineral acid such as sulfuric acid is used, and therefore, there will occur serious environmental problems regarding to the disposal thereof and the like. On the other hand, a process utilizing the enzymatic reaction of microorganisms has several drawbacks that microorganisms hitherto known as a source of enzyme supply cannot produce a sufficient amount of enzymes and that expensive hydantoin or N-carbamoylamino acid compounds are required for the production of enzymes.
MEANS FOR SOLVING THE PROBLEMS
For the purpose of solving such problems, the objects of the present invention are to prepare microorganisms having high productivity of enzymes, as well as to produce D-.alpha.-amino acids with high efficiency by use of a source of enzyme supply thus obtained.
A similar technique is disclosed in Japanese Patent Laid-open Publication No. 63-24894. However, this technique relates to the production of L-.alpha.-amino acids, and there is no experimental example describing the production of D-.alpha.-amino acids.
The present invention provides a process for the production of D-.alpha.-amino acids, characterized in that D-N-carbamoyl-.alpha.-amino acids are converted into the corresponding D-.alpha.-amino acids in an aqueous medium with the aid of an action of an enzyme produced from a transformant which is obtained by transformation of host bacterial cells selected from the microorganisms belonging to the genera Escherichia, Pseudomonas, Flavobacterium, Bacillus, Serratia, Corynebacterium, and Brevibacterium, with a recombinant DNA comprising a vector DNA and a DNA fragment containing a gene which is related to that enzyme capable of converting D-N-carbamoyl-.alpha.-amino acids by removal of their carbamoyl groups into the corresponding D-.alpha.-amino acids, after which the D-.alpha.-amino acids produced are collected.
By the way, no example has hitherto been known that a recombinant DNA comprising a vector and a gene which is related to an enzyme capable of converting D-N-carbamoyl-.alpha.-amino acids by removal of their carbamoyl groups into the corresponding D-.alpha.-amino acids is incorporated into microorganisms to achieve the expression of the gene. Such a technique was not succeeded until the present invention has been completed.
The enzymes capable of converting D-N-carbamoyl-.alpha.-amino acids by removal of their carbamoyl groups into the corresponding D-.alpha.-amino acids are, in fact, not limited to those which specifically act on the D-isomers or those which act on either D- or L-isomers. In particular, enzymes having a strict stereoselectivity to D-N-carbamoyl-.alpha.-amino acids may be referred to as D-N-carbamoyl-.alpha.-amino acid amidohydrolases
Examples of the
REFERENCES:
Oliveri et al. "Microbial transformation of racemic hydantorn. . ." 1981 Biotech & Bioeng. 23 pp. 2173-2183.
Glover "Principles of cloning DNA " Gene Cloning 1984 pp. 1-20.
Patent Abstracts of Japan, vol. 12, No. 230 (C-508)(3077), Jun. 29, 1988.
Ikenaka Yasuhiro
Nanba Hirokazu
Takahashi Satomi
Takano Masayuki
Yajima Kazuyoshi
Kanegafuchi Kagaku Kogyo & Kabushiki Kaisha
Kim Hyosuk
Wax Robert A.
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