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Process for preparing .alpha.-hydroxy acids using microorganism and novel microorganism
| Details |
Inventors: Kobayashi, Yoichi; Watabe, Ken; Ohira, Mahito; Hayakawa, Koichi;
Assignee: Nippon Soda Co., Ltd. (Tokyo, JP)
Primary Examiner: Lilling; Herbert J.
Assistant Examiner:
Attorney, Agent or Firm: LaPointe; Dennis G., Mason, Jr.; Joseph C. Mason & Associates, PA
A process for preparing .alpha.-hydroxy acids represented by the general formula (II): RCH(OH)COOH (wherein R represents a hydrogen atom, an optionally substituted C1-C6 alkyl group, an optionally substituted C2-C6 alkenyl group, an optionally substituted C1-C6 alkoxy group, an optionally substituted aryl group, an optionally substituted aryloxy group, or an optionally substituted heterocyclic group) by allowing a microorganism to act on .alpha.-hydroxy nitriles (I): RCH(OH)CN (wherein R is as defined above) to hydrolyze and convert the .alpha.-hydroxy nitrites to .alpha.-hydroxy acids (II), wherein the .alpha.-hydroxy acids (II) are produced and accumulated in an aqueous solvent by a microorganism having the concentration resistance to the .alpha.-hydroxy nitrites (I) and/or .alpha.-hydroxy acids (II) and durability preferably in the presence of a cyanide, and harvested. According to this process, the use of the microorganism having the concentration resistance to the .alpha.-hydroxy nitriles (I) and/or .alpha.-hydroxy acids (II) and durability high enough to permit the activity to persist for a long period of time enables .alpha.-hydroxy acids (II) to be accumulated in high concentrations and cell bodies to be repeatedly used, and hence enables .alpha.-hydroxy acids (II) to be efficiently prepared. The addition of a cyanide to the reaction system results in more efficient preparation of .alpha.-hydroxy acids (II). |
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DETAILED DESCRIPTION What is claimed is: 1.
A method for producing compounds represented by a general formula [II], RCH(OH)COOH, wherein R represents a hydrogen atom, an optionally-substituted C1-C6 alkyl group, an optionally-substituted C2-C6 alkenyl group, an optionally-substituted C1-C6 alkoxy group, an optionally-substituted aryl group, an optionally-substituted aryloxy group or an optionally-substituted heterocyclic group, characterized in that a compound represented by a general formula [II], RCH(OH)COOH, wherein R is as defined above, is produced and accumulated in an aqueous solvent in the presence of Variovorax spp.
or Arthrobacter NSSC 104 strain in the process for converting a compound represented by a general formula [I], RCH(OH)CN, wherein R is as defined above, to a compound represented by a general formula [II], RCH(OH)COOH, wherein R is as defined above, by utilizing hydrolytic reaction provided by the enzymatic activity of the specific microorganisms.
2.
A method for producing compounds represented by a general formula [II], RCH(OH)COOH according to claim 1, wherein R is a hydrogen atom, an optionally-substituted C1-C6 alkyl group or an optionally-substituted phenyl.
3.
A method for producing compounds represented by a general formula [II], RCH(OH)COOH, according to claim 1 or 2, wherein R is a hydrogen atom, a C1-C6 alkylthio alkyl group, a C1-C6 hydroxy alkyl group or phenyl.
4.
A method for producing compounds represented by the general formula [II], RCH(OH)COOH, according to claim 1, wherein the compound represented by a general formula [I], RCH(OH)CN, is selected from a group consisting of lactonitrile, mandelonitrile and 2-hydroxy-4-methylthiobutyronitrile.
5.
Arthrobacter NSSC 104 strain, having concentration resistance and durable property to compounds represented by a general formula [I], RCH(OH)CN wherein R represents a hydrogen atom, an optionally-substituted C1-C6 alkyl group, an optionally-substituted C2-C6 alkenyl group, an optionally-substituted C1-C6 alkoxy group, an optionally-substituted aryl group, an optionally-substituted aryloxy group or an optionally-substituted heterocyclic group, and/or compounds represented by a general formula [II], RCH(OH)COOH and having capability to convert a compound represented by a general formula [I], RCH(OH)CN, wherein R is as defined above, to a compound represented by a general formula [II], RCH(OH)COOH
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Molecular Biology 
