JPH0159876B2 - - Google Patents

Info

Publication number: JPH0159876B2
Authority: JP; Japan
Prior art keywords: proline; serratia; marsetuscens; deficient; resistant
Prior art date: 1981-10-06
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

JP15982981A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5860995A (ja

Inventor

Ichiro Senhata

Masahiko Kizumi

Masaki Sugiura

Tsutomu Takagi

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Tanabe Seiyaku Co Ltd

Original Assignee

Tanabe Seiyaku Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1981-10-06

Filing date

1981-10-06

Publication date

1989-12-20

1981-10-06 Application filed by Tanabe Seiyaku Co Ltd filed Critical Tanabe Seiyaku Co Ltd

1981-10-06 Priority to JP15982981A priority Critical patent/JPS5860995A/ja

1982-09-24 Priority to US06/422,730 priority patent/US4455372A/en

1982-10-05 Priority to DE8282109197T priority patent/DE3273210D1/de

1982-10-05 Priority to EP82109197A priority patent/EP0076516B1/de

1983-04-11 Publication of JPS5860995A publication Critical patent/JPS5860995A/ja

1989-12-20 Publication of JPH0159876B2 publication Critical patent/JPH0159876B2/ja

Status Granted legal-status Critical Current

Links

229960002429 proline Drugs 0.000 claims description 77
229930182821 L-proline Natural products 0.000 claims description 67
ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims description 66
241000607720 Serratia Species 0.000 claims description 40
230000002950 deficient Effects 0.000 claims description 27
108090000790 Enzymes Proteins 0.000 claims description 15
102000004190 Enzymes Human genes 0.000 claims description 15
238000000034 method Methods 0.000 claims description 15
150000003147 proline derivatives Chemical class 0.000 claims description 15
230000000593 degrading effect Effects 0.000 claims description 14
238000004519 manufacturing process Methods 0.000 claims description 13
244000005700 microbiome Species 0.000 claims description 11
102000004316 Oxidoreductases Human genes 0.000 claims description 10
108090000854 Oxidoreductases Proteins 0.000 claims description 10
150000003212 purines Chemical class 0.000 claims description 10
ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 claims description 9
238000000855 fermentation Methods 0.000 claims description 8
230000004151 fermentation Effects 0.000 claims description 8
241000894006 Bacteria Species 0.000 claims description 6
238000012258 culturing Methods 0.000 claims description 6
YPFDNCJJFMAZPJ-UHFFFAOYSA-N 2,6-dibromo-7h-purine Chemical compound BrC1=NC(Br)=C2NC=NC2=N1 YPFDNCJJFMAZPJ-UHFFFAOYSA-N 0.000 claims description 3
DZLNHFMRPBPULJ-GSVOUGTGSA-N D-thioproline Chemical compound OC(=O)[C@H]1CSCN1 DZLNHFMRPBPULJ-GSVOUGTGSA-N 0.000 claims description 3
239000002609 medium Substances 0.000 description 26
OMGHIGVFLOPEHJ-UHFFFAOYSA-N 2,5-dihydro-1h-pyrrol-1-ium-2-carboxylate Chemical compound OC(=O)C1NCC=C1 OMGHIGVFLOPEHJ-UHFFFAOYSA-N 0.000 description 8
229920001817 Agar Polymers 0.000 description 8
239000008272 agar Substances 0.000 description 8
LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 6
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
230000035772 mutation Effects 0.000 description 6
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 6
VZUNGTLZRAYYDE-UHFFFAOYSA-N N-methyl-N'-nitro-N-nitrosoguanidine Chemical compound O=NN(C)C(=N)N[N+]([O-])=O VZUNGTLZRAYYDE-UHFFFAOYSA-N 0.000 description 5
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 5
229930006000 Sucrose Natural products 0.000 description 5
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 5
229910052921 ammonium sulfate Inorganic materials 0.000 description 5
235000011130 ammonium sulphate Nutrition 0.000 description 5
229940111685 dibasic potassium phosphate Drugs 0.000 description 5
ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 5
239000005720 sucrose Substances 0.000 description 5
230000001580 bacterial effect Effects 0.000 description 4
239000006285 cell suspension Substances 0.000 description 4
229940093916 potassium phosphate Drugs 0.000 description 4
229910000160 potassium phosphate Inorganic materials 0.000 description 4
235000011009 potassium phosphates Nutrition 0.000 description 4
239000000243 solution Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
229920002261 Corn starch Polymers 0.000 description 3
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
229910000019 calcium carbonate Inorganic materials 0.000 description 3
239000004202 carbamide Substances 0.000 description 3
229910052799 carbon Inorganic materials 0.000 description 3
239000008120 corn starch Substances 0.000 description 3
229940099112 cornstarch Drugs 0.000 description 3
239000008103 glucose Substances 0.000 description 3
229910052943 magnesium sulfate Inorganic materials 0.000 description 3
WRUGWIBCXHJTDG-UHFFFAOYSA-L magnesium sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Mg+2].[O-]S([O-])(=O)=O WRUGWIBCXHJTDG-UHFFFAOYSA-L 0.000 description 3
229940061634 magnesium sulfate heptahydrate Drugs 0.000 description 3
235000019341 magnesium sulphate Nutrition 0.000 description 3
231100000350 mutagenesis Toxicity 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
239000002504 physiological saline solution Substances 0.000 description 3
229910052697 platinum Inorganic materials 0.000 description 3
IADUEWIQBXOCDZ-VKHMYHEASA-N (S)-azetidine-2-carboxylic acid Chemical compound OC(=O)[C@@H]1CCN1 IADUEWIQBXOCDZ-VKHMYHEASA-N 0.000 description 2
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
230000007812 deficiency Effects 0.000 description 2
239000003814 drug Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000001963 growth medium Substances 0.000 description 2
238000011419 induction treatment Methods 0.000 description 2
230000001939 inductive effect Effects 0.000 description 2
JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 2
229940074404 sodium succinate Drugs 0.000 description 2
ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 2
238000005406 washing Methods 0.000 description 2
IADUEWIQBXOCDZ-UHFFFAOYSA-N (2S)-azetidine-2-carboxylic acid Natural products OC(=O)C1CCN1 IADUEWIQBXOCDZ-UHFFFAOYSA-N 0.000 description 1
241000251468 Actinopterygii Species 0.000 description 1
239000001729 Ammonium fumarate Substances 0.000 description 1
241000186063 Arthrobacter Species 0.000 description 1
241000193830 Bacillus <bacterium> Species 0.000 description 1
239000005973 Carvone Substances 0.000 description 1
241000186216 Corynebacterium Species 0.000 description 1
CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 1
PLUBXMRUUVWRLT-UHFFFAOYSA-N Ethyl methanesulfonate Chemical compound CCOS(C)(=O)=O PLUBXMRUUVWRLT-UHFFFAOYSA-N 0.000 description 1
WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
241001637564 Kurtia Species 0.000 description 1
CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 description 1
CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
125000000174 L-prolyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(*)=O 0.000 description 1
241000192130 Leuconostoc mesenteroides Species 0.000 description 1
241001467578 Microbacterium Species 0.000 description 1
241000192041 Micrococcus Species 0.000 description 1
VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
239000001888 Peptone Substances 0.000 description 1
108010080698 Peptones Proteins 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
YJGNZVVNOURNJV-UHFFFAOYSA-K [Mg+2].[K+].OP(O)([O-])=O.[O-]S([O-])(=O)=O Chemical compound [Mg+2].[K+].OP(O)([O-])=O.[O-]S([O-])(=O)=O YJGNZVVNOURNJV-UHFFFAOYSA-K 0.000 description 1
239000002253 acid Substances 0.000 description 1
238000005273 aeration Methods 0.000 description 1
229940024606 amino acid Drugs 0.000 description 1
235000001014 amino acid Nutrition 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
235000019297 ammonium fumarate Nutrition 0.000 description 1
239000003674 animal food additive Substances 0.000 description 1
229940045686 antimetabolites antineoplastic purine analogs Drugs 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229960005261 aspartic acid Drugs 0.000 description 1
CKKXWJDFFQPBQL-SEPHDYHBSA-N azane;(e)-but-2-enedioic acid Chemical compound N.N.OC(=O)\C=C\C(O)=O CKKXWJDFFQPBQL-SEPHDYHBSA-N 0.000 description 1
NHJPVZLSLOHJDM-UHFFFAOYSA-N azane;butanedioic acid Chemical compound [NH4+].[NH4+].[O-]C(=O)CCC([O-])=O NHJPVZLSLOHJDM-UHFFFAOYSA-N 0.000 description 1
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
238000004166 bioassay Methods 0.000 description 1
230000033228 biological regulation Effects 0.000 description 1
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
229940041514 candida albicans extract Drugs 0.000 description 1
235000013877 carbamide Nutrition 0.000 description 1
239000003729 cation exchange resin Substances 0.000 description 1
229920001429 chelating resin Polymers 0.000 description 1
239000013078 crystal Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000000284 extract Substances 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
235000013922 glutamic acid Nutrition 0.000 description 1
239000004220 glutamic acid Substances 0.000 description 1
238000003306 harvesting Methods 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
230000002503 metabolic effect Effects 0.000 description 1
239000000203 mixture Substances 0.000 description 1
235000013379 molasses Nutrition 0.000 description 1
229940111688 monobasic potassium phosphate Drugs 0.000 description 1
235000019796 monopotassium phosphate Nutrition 0.000 description 1
231100000219 mutagenic Toxicity 0.000 description 1
239000003471 mutagenic agent Substances 0.000 description 1
230000003505 mutagenic effect Effects 0.000 description 1
FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
235000019319 peptone Nutrition 0.000 description 1
GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 1
239000002243 precursor Substances 0.000 description 1
239000013587 production medium Substances 0.000 description 1
238000011403 purification operation Methods 0.000 description 1
230000006798 recombination Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000005846 sugar alcohols Chemical class 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
239000006228 supernatant Substances 0.000 description 1
DZLNHFMRPBPULJ-UHFFFAOYSA-N thioproline Chemical compound OC(=O)C1CSCN1 DZLNHFMRPBPULJ-UHFFFAOYSA-N 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
230000026683 transduction Effects 0.000 description 1
238000010361 transduction Methods 0.000 description 1
238000011282 treatment Methods 0.000 description 1
238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
239000012138 yeast extract Substances 0.000 description 1

Landscapes

Preparation Of Compounds By Using Micro-Organisms (AREA)

JP15982981A 1981-10-06 1981-10-06 発酵法によるｌ−プロリンの製法 Granted JPS5860995A (ja)

Priority Applications (4)

Application Number	Priority Date	Filing Date	Title
JP15982981A JPS5860995A (ja)	1981-10-06	1981-10-06	発酵法によるｌ−プロリンの製法
US06/422,730 US4455372A (en)	1981-10-06	1982-09-24	Method for fermentative production of L-proline
DE8282109197T DE3273210D1 (en)	1981-10-06	1982-10-05	Method for fermentative production of l-proline
EP82109197A EP0076516B1 (de)	1981-10-06	1982-10-05	Verfahren zur Herstellung von L-Prolin durch Fermentation

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP15982981A JPS5860995A (ja)	1981-10-06	1981-10-06	発酵法によるｌ−プロリンの製法

Publications (2)

Publication Number	Publication Date
JPS5860995A JPS5860995A (ja)	1983-04-11
JPH0159876B2 true JPH0159876B2 (de)	1989-12-20

Family

ID=15702155

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP15982981A Granted JPS5860995A (ja)	1981-10-06	1981-10-06	発酵法によるｌ−プロリンの製法

Country Status (1)

Country	Link
JP (1)	JPS5860995A (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
SU1409659A1 (ru) *	1985-05-11	1988-07-15	Научно-Исследовательский Технологический Институт Аминокислот	Способ получени L-пролина

1981
- 1981-10-06 JP JP15982981A patent/JPS5860995A/ja active Granted

Also Published As

Publication number	Publication date
JPS5860995A (ja)	1983-04-11

Publication	Publication Date	Title
JPH0564593A (ja)	1993-03-19	発酵法によるｌ−スレオニンの製造法
JP3301140B2 (ja)	2002-07-15	発酵法によるｌ−グルタミン酸の製造法
JPS6257315B2 (de)	1987-11-30
JPS6236674B2 (de)	1987-08-07
JPH10248588A (ja)	1998-09-22	発酵法によるｌ−セリンの製造法
EP0647717A1 (de)	1995-04-12	Verfahren zur Herstellung von Vitamin B12
JPH0564597A (ja)	1993-03-19	発酵法によるリボフラビンの製造法
DE3247703C2 (de)	1984-11-22	Verfahren zur Gewinnung von L-Threonin
JPS6155958B2 (de)	1986-11-29
US4455372A (en)	1984-06-19	Method for fermentative production of L-proline
JPH0159876B2 (de)	1989-12-20
JP2578474B2 (ja)	1997-02-05	Ｌ−グルタミン酸の製造法
JP2620795B2 (ja)	1997-06-18	コロミン酸の製造法
JPH03236786A (ja)	1991-10-22	発酵法によるｌ―スレオニンの製造法
JP3006907B2 (ja)	2000-02-07	発酵法によるｌ−アラニンの製造法
EP0567644B1 (de)	1997-05-21	Verfahren zur Herstellung von L-Alanin durch Fermentation
JP2574786B2 (ja)	1997-01-22	Ｌ−スレオニンの製造法
KR920005749B1 (ko)	1992-07-18	신균주 코리네박테리움 글루타미쿰 mwex-46 및 이를 이용한 l-아르기닌의 제조방법
KR890000538B1 (ko)	1989-03-20	미생물에 의한 5'-이노신산의 제조방법
JPS6228678B2 (de)	1987-06-22
JPS6231917B2 (de)	1987-07-10
KR890000540B1 (ko)	1989-03-20	미생물에 의한 5'-크산틸산의 제조방법
JPH1042860A (ja)	1998-02-17	イノシトールの製造方法およびヘキサクロロシクロヘキサン耐性株の取得法
JP2899071B2 (ja)	1999-06-02	Ｌ―α―アラニンの製造法
DE69319301T2 (de)	1999-02-18	Verfahren zur Herstellung von L-Isoleucin