Title:
PIPECOLINIC ACID POSITION-4 HYDROXYLASE AND METHOD FOR PRODUCING 4-HYDROXYAMINO ACID USING SAME
Document Type and Number:
WIPO Patent Application WO/2015/115398
Kind Code:
A1
Abstract:
A pipecolinic acid position-4 hydroxylase protein which is exemplified by polypeptides (A), (B) and (C) mentioned below and has an activity of acting on L-pipecolinic acid in the presence of 2-oxoglutaric acid and a bivalent iron ion to produce trans-4-hydroxy-L-pipecolinic acid; and a method for producing a 4-hydroxyamino acid, said method being characterized by comprising allowing the pipecolinic acid position-4 hydroxylase protein, cells each containing the pipecolinic acid position-4 hydroxylase protein, a preparation of the cells or a culture produced by culturing the cells to act on an α-amino acid to produce the 4-hydroxyamino acid.
(A) A polypeptide which comprises an amino acid sequence represented by SEQ ID NO: 2, 4, 6, 8, 10, 12, 16 or 18; (B) a polypeptide which comprises an amino acid sequence produced by the deletion, substitution and/or addition of one or several amino acid residues in the amino acid sequence represented by SEQ ID NO: 2, 4, 6, 8, 10, 12, 16 or 18, and which has a pipecolinic acid position-4 hydroxylase activity; or (C) a polypeptide which comprises an amino acid sequence having a 80% or more identity to an amino acid sequence represented by SEQ ID NO: 2, 4, 6, 8, 10, 12, 16 or 18, and which has a pipecolinic acid position-4 hydroxylase activity.
Inventors:
HIBI MAKOTO (JP)
OGAWA JUN (JP)
MIYAKE RYOMA (JP)
KAWABATA HIROSHI (JP)
OGAWA JUN (JP)
MIYAKE RYOMA (JP)
KAWABATA HIROSHI (JP)
Application Number:
PCT/JP2015/052126
Publication Date:
August 06, 2015
Filing Date:
January 27, 2015
Export Citation:
Assignee:
API CORP (JP)
International Classes:
C12N9/00; C12N1/21; C12N15/09; C12P13/04
Domestic Patent References:
| WO2013187438A1 | 2013-12-19 | |||
| WO2013134625A1 | 2013-09-12 |
Foreign References:
| JP2010514720A | 2010-05-06 | |||
| JP2009526813A | 2009-07-23 | |||
| JPH0748259A | 1995-02-21 | |||
| JPS57183799A | 1982-11-12 |
Other References:
DATABASE GENBANK GARDINER,D.M: "DEFINITION: hypothetical protein FOXB_08233 [Fusarium oxysporum Fo5176", XP055192209, accession no. GU81245
DATABASE GENBANK 18 June 2012 (2012-06-18), ZHAO,G.: "DEFINITION:iron/ ascorbate family oxidoreductase [Aspergillus oryzae 3.042", XP055217284, accession no. IT75558
DATABASE GENBANK 21 August 2013 (2013-08-21), KIEL,J.A.: "DEFINITION:Pc12g13720 [Penicillium rubens Wisconsin 54-1255", XP055217298, accession no. AP80999
DATABASE GENBANK 22 November 2013 (2013-11-22), BIRREN,B.: "DEFINITION: hypothetical protein FGSG_03213 [Fusarium graminearum PH -1", XP055217301, accession no. SU10046
DATABASE GENBANK 14 December 2012 (2012-12-14), GAN,P.H.P.: "DEFINITION:thymine dioxygenase [Colletotrichum gloeosporioides Nara gc5", XP055217304, accession no. LA34460
DATABASE GENBANK 9 September 2004 (2004-09-09), GALAGAN,J.E.: "DEFINITION: hypothetical protein AN2390.2 [Aspergillus nidulans FGSC A4", XP055217309, accession no. AA64501
DATABASE GENBANK 27 July 2012 (2012-07-27), BROWN,S.D.: "DEFINITION: hypothetical protein PMI12_03076 [Variovorax sp. CF313", XP055217312, accession no. JL74608
RICHARD C. LLOYD: "Chemoenzymatic Synthesis of the Four Diastereoisomers of 4-Hydroxypipecolic Acid from N-Acetyl-(R,S)-allylglycine: Chiral Scaffolds for Drug Discovery", ORGANIC PROCESS RESEARCH & DEVELOPMENT, vol. 6, 2002, pages 762 - 766, XP055217314
RICHARD C. LLOYD: "Use of hydrolases for the synthesis of cyclic amino acids", TETRAHEDRON, vol. 60, 2004, pages 717 - 728, XP004482887
SHIBASAKI ET AL., APPL. ENVIRON. MICROBIOL., vol. 65, 1999, pages 4028
HIBI ET AL., APPL. ENVIRON. MICROBIOL., vol. 77, 2011, pages 6926
KLEIN ET AL., ADV. SYNTH. CATAL., vol. 353, 2011, pages 1375
OCCHIATO ET AL., SYNTHESIS, 2009, pages 3611
BORK ET AL., NAT. REV. DRUG DISCOV., vol. 7, 2008, pages 801
HOPKINS ET AL., ANTIMICROBIAL. AGENTS CHEMOTHER., vol. 54, 2010, pages 660
CORDERO ET AL., EUR. J. ORG. CHEM., 2006, pages 3235
KIMURA ET AL., BULL. CHEM. SOC. JPN., vol. 75, 2002, pages 2517
GENE, vol. 26, 1983, pages 273 - 82
GENE, vol. 39, 1985, pages 281
MOL. GEN. GENET., vol. 196, 1984, pages 175
MOL. CELL. BIOL., vol. 6, 1986, pages 80
TRENDS IN BIOTECHNOLOGY, vol. 7, 1989, pages 283 - 287
NATURE, vol. 315, 1985, pages 592 - 594
MOLNAR, T. ET AL., BIOORG. MED. CHEM. LETT., vol. 18, 2008, pages 6290
See also references of EP 3101123A4
DATABASE GENBANK 18 June 2012 (2012-06-18), ZHAO,G.: "DEFINITION:iron/ ascorbate family oxidoreductase [Aspergillus oryzae 3.042", XP055217284, accession no. IT75558
DATABASE GENBANK 21 August 2013 (2013-08-21), KIEL,J.A.: "DEFINITION:Pc12g13720 [Penicillium rubens Wisconsin 54-1255", XP055217298, accession no. AP80999
DATABASE GENBANK 22 November 2013 (2013-11-22), BIRREN,B.: "DEFINITION: hypothetical protein FGSG_03213 [Fusarium graminearum PH -1", XP055217301, accession no. SU10046
DATABASE GENBANK 14 December 2012 (2012-12-14), GAN,P.H.P.: "DEFINITION:thymine dioxygenase [Colletotrichum gloeosporioides Nara gc5", XP055217304, accession no. LA34460
DATABASE GENBANK 9 September 2004 (2004-09-09), GALAGAN,J.E.: "DEFINITION: hypothetical protein AN2390.2 [Aspergillus nidulans FGSC A4", XP055217309, accession no. AA64501
DATABASE GENBANK 27 July 2012 (2012-07-27), BROWN,S.D.: "DEFINITION: hypothetical protein PMI12_03076 [Variovorax sp. CF313", XP055217312, accession no. JL74608
RICHARD C. LLOYD: "Chemoenzymatic Synthesis of the Four Diastereoisomers of 4-Hydroxypipecolic Acid from N-Acetyl-(R,S)-allylglycine: Chiral Scaffolds for Drug Discovery", ORGANIC PROCESS RESEARCH & DEVELOPMENT, vol. 6, 2002, pages 762 - 766, XP055217314
RICHARD C. LLOYD: "Use of hydrolases for the synthesis of cyclic amino acids", TETRAHEDRON, vol. 60, 2004, pages 717 - 728, XP004482887
SHIBASAKI ET AL., APPL. ENVIRON. MICROBIOL., vol. 65, 1999, pages 4028
HIBI ET AL., APPL. ENVIRON. MICROBIOL., vol. 77, 2011, pages 6926
KLEIN ET AL., ADV. SYNTH. CATAL., vol. 353, 2011, pages 1375
OCCHIATO ET AL., SYNTHESIS, 2009, pages 3611
BORK ET AL., NAT. REV. DRUG DISCOV., vol. 7, 2008, pages 801
HOPKINS ET AL., ANTIMICROBIAL. AGENTS CHEMOTHER., vol. 54, 2010, pages 660
CORDERO ET AL., EUR. J. ORG. CHEM., 2006, pages 3235
KIMURA ET AL., BULL. CHEM. SOC. JPN., vol. 75, 2002, pages 2517
GENE, vol. 26, 1983, pages 273 - 82
GENE, vol. 39, 1985, pages 281
MOL. GEN. GENET., vol. 196, 1984, pages 175
MOL. CELL. BIOL., vol. 6, 1986, pages 80
TRENDS IN BIOTECHNOLOGY, vol. 7, 1989, pages 283 - 287
NATURE, vol. 315, 1985, pages 592 - 594
MOLNAR, T. ET AL., BIOORG. MED. CHEM. LETT., vol. 18, 2008, pages 6290
See also references of EP 3101123A4
Attorney, Agent or Firm:
KAWAGUCHI, Yoshiyuki et al. (JP)
Yoshiyuki Kawaguchi (JP)
Yoshiyuki Kawaguchi (JP)
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