Chemistry: molecular biology and microbiology – Micro-organism – tissue cell culture or enzyme using process... – Preparing oxygen-containing organic compound
Patent
1997-01-08
1999-08-03
Wax, Robert A.
Chemistry: molecular biology and microbiology
Micro-organism, tissue cell culture or enzyme using process...
Preparing oxygen-containing organic compound
435136, 43525233, 4353201, C12P 742, C12P 740, C12N 120, C12N 1500
Patent
active
059324570
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
The present invention relates to a novel process for producing D-pantoic acid and/or D-pantothenic acid, or a salt thereof. Pantothenic acid is useful as vitamin, and D-pantoic acid is useful as an important intermediate for the production of pantothenic acid or CoA.
BACKGROUND OF THE INVENTION
D-pantothenic acid is useful as vitamin. Prior art processes for producing D-pantothenic acid include (1) a process which comprises optically resolving DL-pantolactone and chemically condensing the resulting D-pantolactone with .beta.-alanine or a salt thereof in methanol, (2) a process which comprises hydrolyzing a D-pantothenic acid ester with a microorganism or enzyme to obtain D-pantothenic acid, or selectively hydrolyzing only D-isomer of a DL-pantothenic acid ester to obtain D-pantothenic acid (JP-A 1-228487, JP-A 1-228488), (3) a process which comprises contacting potassium D-pantoate, .beta.-alanine and ATP with resting cells of a microorganism or an enzyme thereof in tris buffer (Journal of Biological Chemistry, Vol. 198, p.23 (1952), Abstracts of Papers 176th American Chemical Society National Meeting, Division of Microbial and Biochemical Technology, Vol. 48 (1978), etc.), (4) a process which comprises culturing a particular microorganism in the presence of DL-pantoic acid and .beta.-alanine and specifically condensing D-pantoic acid with .beta.-alanine to obtain D-pantothenic acid (JP-A 5-23191), and (5) a process which comprises culturing a particular microorganism in the presence of .beta.-alanine to obtain D-pantothenic acid (JP-A 6-261772).
Processes for producing D-pantoic acid and/or D-pantolactone include (6) a process which comprises optically resolving chemically synthesized DL-pantolactone with a resolving agent such as quinine and brucine, (7) a process which comprises decomposing only L-pantolactone in DL-pantolactone with a particular microorganism to obtain only D-pantolactone, (8) a process which comprises oxidizing only L-pantolactone in DL-pantolactone with a particular microorganism to obtain ketopantolactone, which is then asymmetrically reduced to D-pantolactone (JP-A 47-19745), (9) a process which comprises asymmetrically reducing chemically synthesized ketopantolactone with a particular microorganism to obtain D-pantolactone (JP-B 61-14797), (10) a process which comprises selectively and asymmetrically hydrolyzing L-pantolactone in DL-pantolactone with a particular microorganism to obtain D-pantolactone (JP-A 57-152895 and JP-A 62-294092), (11) a process which comprises selectively and asymmetrically hydrolyzing D-pantolactone in DL-pantolactone with a particular microorganism to obtain D-pantoic acid (JP-B 3-65198), and (12) a process which comprises culturing a particular microorganism to biosynthesize D-pantoic acid from glucose (JP-A 6-261772).
In industrial production of D-pantothenic acid (hereinafter including a salt thereof), above process (1) not only requires complicated steps to synthesize the main raw material DL-pantolactone, but also contains complicated and difficult optical resolution steps. Above process (2) disadvantageously needs a step for producing a D-pantothenic acid ester or DL-pantothenic acid ester from DL-pantolactone. Above process (3) disadvantageously uses expensive ATP and tris buffer, and it is an impractical process because it produces only a trace amount of pantothenic acid from the expensive starting material D-pantoic acid. Above process (4) is simpler than the other processes, but it requires steps for producing DL-pantoic acid and racemization. Above process (5) is more simplified than above process (4). However, the activity of the valine biosynthesis pathway located at the upstream of the pantothenic acid biosynthesis pathway disappears at the late stage of the culture, and the pantothenic acid production stops with depletion of valine. The production is thus limited.
Most of the processes for producing D-pantoic acid and/or D-pantolactone disadvantageously use the starting material DL-pantolactone that must be synth
REFERENCES:
Keilhauer et al., Isoleucine Synthesis in Corynebacterium glutamicum: Molecular Anlaysis of the ilvB-ilvN-ilvC Operon, Journal of Bacteriology, Sep. 1993, vol. 175, No. 17, pp. 5595-5603.
Primerano et al., "Role of Acetohydroxy Acid Isomeroreductase in Biosynthesis of Pantothenic Acid in Salmonella typhimurium", Journal of Bacteriology, Jan. 1983, vol. 153, No. 1, pp. 259-269.
Lawther et al., "The complete nucleotide sequence of the ilvGMEDA operon of Escherichia coli K-12", Nucleic Acids Research, 1987, vol. 15, No. 5, pp. 2137-2155.
Ingraham et al., "Escherichia Coli and Salmonella Typhimurium", Cellular and Molecular Biology, vol. 1, 1987, pp. 352-367.
Hikichi Yuichi
Moriya Takeo
Moriya Yumiko
Yamaguchi Takamasa
Stole Einar
Takeda Chemical Industries, Ltd
Wax Robert A.
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