DD230562A3

DD230562A3 - Verfahren zur herstellung von nourseothricin

Verfahren zur herstellung von nourseothricin Download PDF

Info

Publication number: DD230562A3
Authority: DD; German Democratic Republic
Prior art keywords: fermentation; nourseothricin; nitrogen; phosphate; range
Prior art date: 1983-10-25

Application number

DD25594383A

Other languages

German (de)

English (en)

Inventor

Ingeborg Heller

Gunter Plonka

Joerg Schneider

Arnfried Meier

Bernd Roeder

Norbert Seckel

Ute Tzschoeckel

Wilja Werner

Peter-Juergen Mueller

Hans-Helmut Grosse

Friedrich Bergter

Harald Bocker

Michael Menner

Original Assignee

Jenapharm Veb

Priority date

1983-10-25

Filing date

1983-10-25

Publication date

1985-12-04

1983-10-25 Application filed by Jenapharm Veb filed Critical Jenapharm Veb

1983-10-25 Priority to DD25594383A priority Critical patent/DD230562A3/de

1984-01-18 Priority to RO84113351A priority patent/RO87736A/ro

1984-01-18 Priority to HU19084A priority patent/HU192388B/hu

1984-01-19 Priority to YU00092/84A priority patent/YU9284A/xx

1984-01-19 Priority to CA000445668A priority patent/CA1212919A/en

1984-01-20 Priority to US06/572,928 priority patent/US4861715A/en

1984-01-20 Priority to FI840248A priority patent/FI81833C/fi

1984-03-23 Priority to EP84810137A priority patent/EP0136256A3/de

1984-10-01 Priority to SU847773570A priority patent/SU1423588A1/ru

1984-10-04 Priority to BG6704584A priority patent/BG49993A1/xx

1984-10-10 Priority to CS767984A priority patent/CS266366B1/cs

1985-12-04 Publication of DD230562A3 publication Critical patent/DD230562A3/de

Links

NRAUADCLPJTGSF-ZPGVOIKOSA-N [(2r,3s,4r,5r,6r)-6-[[(3as,7r,7as)-7-hydroxy-4-oxo-1,3a,5,6,7,7a-hexahydroimidazo[4,5-c]pyridin-2-yl]amino]-5-[[(3s)-3,6-diaminohexanoyl]amino]-4-hydroxy-2-(hydroxymethyl)oxan-3-yl] carbamate Chemical compound NCCC[C@H](N)CC(=O)N[C@@H]1[C@@H](O)[C@H](OC(N)=O)[C@@H](CO)O[C@H]1\N=C/1N[C@H](C(=O)NC[C@H]2O)[C@@H]2N\1 NRAUADCLPJTGSF-ZPGVOIKOSA-N 0.000 title claims abstract description 30
238000000034 method Methods 0.000 title claims abstract description 14
230000008569 process Effects 0.000 title claims abstract description 6
238000004519 manufacturing process Methods 0.000 title description 12
238000000855 fermentation Methods 0.000 claims abstract description 26
230000004151 fermentation Effects 0.000 claims abstract description 26
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 24
230000001954 sterilising effect Effects 0.000 claims abstract description 13
238000004659 sterilization and disinfection Methods 0.000 claims abstract description 13
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 12
XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical compound N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 claims abstract description 8
238000004886 process control Methods 0.000 claims abstract description 7
239000000758 substrate Substances 0.000 claims abstract description 7
CKUAXEQHGKSLHN-UHFFFAOYSA-N [C].[N] Chemical compound [C].[N] CKUAXEQHGKSLHN-UHFFFAOYSA-N 0.000 claims abstract description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 3
125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims abstract description 3
229910052760 oxygen Inorganic materials 0.000 claims abstract description 3
239000001301 oxygen Substances 0.000 claims abstract description 3
238000002360 preparation method Methods 0.000 claims abstract 2
235000015097 nutrients Nutrition 0.000 claims description 16
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 15
229910019142 PO4 Inorganic materials 0.000 claims description 14
239000010452 phosphate Substances 0.000 claims description 14
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 claims description 9
239000008103 glucose Substances 0.000 claims description 9
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
229910052799 carbon Inorganic materials 0.000 claims description 6
150000003839 salts Chemical class 0.000 claims description 4
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 claims description 3
230000004071 biological effect Effects 0.000 claims description 3
241001655322 Streptomycetales Species 0.000 claims description 2
239000000126 substance Substances 0.000 claims description 2
150000004676 glycans Chemical class 0.000 claims 1
229910052500 inorganic mineral Inorganic materials 0.000 claims 1
239000011707 mineral Substances 0.000 claims 1
150000002482 oligosaccharides Polymers 0.000 claims 1
229920001282 polysaccharide Polymers 0.000 claims 1
239000005017 polysaccharide Substances 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 abstract description 15
230000003115 biocidal effect Effects 0.000 abstract description 9
230000002349 favourable effect Effects 0.000 abstract description 6
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract description 3
CKQGGZRXIMXVGF-BTVCFUMJSA-N [N].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O Chemical compound [N].OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O CKQGGZRXIMXVGF-BTVCFUMJSA-N 0.000 abstract description 3
230000004060 metabolic process Effects 0.000 abstract description 3
IBIRZFNPWYRWOG-UHFFFAOYSA-N phosphane;phosphoric acid Chemical compound P.OP(O)(O)=O IBIRZFNPWYRWOG-UHFFFAOYSA-N 0.000 abstract description 3
239000000908 ammonium hydroxide Substances 0.000 abstract description 2
239000013543 active substance Substances 0.000 abstract 1
239000002609 medium Substances 0.000 description 15
RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 12
239000000306 component Substances 0.000 description 9
239000003242 anti bacterial agent Substances 0.000 description 8
241000187310 Streptomyces noursei Species 0.000 description 7
150000001413 amino acids Chemical class 0.000 description 7
229930000044 secondary metabolite Natural products 0.000 description 7
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
229940088710 antibiotic agent Drugs 0.000 description 6
235000019764 Soybean Meal Nutrition 0.000 description 5
239000000243 solution Substances 0.000 description 5
239000004455 soybean meal Substances 0.000 description 5
239000002028 Biomass Substances 0.000 description 4
241001465754 Metazoa Species 0.000 description 4
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 4
229910052921 ammonium sulfate Inorganic materials 0.000 description 4
235000011130 ammonium sulphate Nutrition 0.000 description 4
230000012010 growth Effects 0.000 description 4
239000001963 growth medium Substances 0.000 description 4
238000011081 inoculation Methods 0.000 description 4
239000002054 inoculum Substances 0.000 description 4
230000001105 regulatory effect Effects 0.000 description 4
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
229910000019 calcium carbonate Inorganic materials 0.000 description 3
239000000463 material Substances 0.000 description 3
239000011780 sodium chloride Substances 0.000 description 3
102000018832 Cytochromes Human genes 0.000 description 2
108010052832 Cytochromes Proteins 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
235000019486 Sunflower oil Nutrition 0.000 description 2
239000002253 acid Substances 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
235000011114 ammonium hydroxide Nutrition 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
230000000844 anti-bacterial effect Effects 0.000 description 2
230000006872 improvement Effects 0.000 description 2
238000011534 incubation Methods 0.000 description 2
238000009630 liquid culture Methods 0.000 description 2
230000002503 metabolic effect Effects 0.000 description 2
244000005700 microbiome Species 0.000 description 2
239000000203 mixture Substances 0.000 description 2
229910000402 monopotassium phosphate Inorganic materials 0.000 description 2
235000019796 monopotassium phosphate Nutrition 0.000 description 2
PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 2
230000024053 secondary metabolic process Effects 0.000 description 2
230000000638 stimulation Effects 0.000 description 2
239000002600 sunflower oil Substances 0.000 description 2
PJDINCOFOROBQW-LURJTMIESA-N (3S)-3,7-diaminoheptanoic acid Chemical compound NCCCC[C@H](N)CC(O)=O PJDINCOFOROBQW-LURJTMIESA-N 0.000 description 1
MSWZFWKMSRAUBD-QTVWNMPRSA-N (3r,4s,5r,6r)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol Chemical compound N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@H]1O MSWZFWKMSRAUBD-QTVWNMPRSA-N 0.000 description 1
BQSPOPBPQURHDF-QVYRLLROSA-N (4s)-2-amino-5-[(1r)-2-amino-1-hydroxyethyl]-4,5-dihydro-1h-imidazole-4-carboxylic acid Chemical compound NC[C@@H](O)C1NC(N)=N[C@@H]1C(O)=O BQSPOPBPQURHDF-QVYRLLROSA-N 0.000 description 1
229920001817 Agar Polymers 0.000 description 1
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical class NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
229920002261 Corn starch Polymers 0.000 description 1
102000000634 Cytochrome c oxidase subunit IV Human genes 0.000 description 1
108050008072 Cytochrome c oxidase subunit IV Proteins 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
235000010469 Glycine max Nutrition 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
BQSPOPBPQURHDF-UHFFFAOYSA-N Streptolidine Natural products NCC(O)C1NC(N)=NC1C(O)=O BQSPOPBPQURHDF-UHFFFAOYSA-N 0.000 description 1
241000187747 Streptomyces Species 0.000 description 1
241001303782 Streptomyces noursei ATCC 11455 Species 0.000 description 1
229930189330 Streptothricin Natural products 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
NRAUADCLPJTGSF-WJPMJIHPSA-N [6-[[(3as,7r,7as)-7-hydroxy-4-oxo-1,3a,5,6,7,7a-hexahydroimidazo[4,5-c]pyridin-2-yl]amino]-5-(3,6-diaminohexanoylamino)-4-hydroxy-2-(hydroxymethyl)oxan-3-yl] carbamate Chemical class NCCCC(N)CC(=O)NC1C(O)C(OC(N)=O)C(CO)OC1NC1=N[C@@H]2C(=O)NC[C@@H](O)[C@H]2N1 NRAUADCLPJTGSF-WJPMJIHPSA-N 0.000 description 1
230000002411 adverse Effects 0.000 description 1
239000008272 agar Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
230000003698 anagen phase Effects 0.000 description 1
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150000001448 anilines Chemical class 0.000 description 1
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150000001875 compounds Chemical class 0.000 description 1
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235000005822 corn Nutrition 0.000 description 1
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230000009615 deamination Effects 0.000 description 1
238000006481 deamination reaction Methods 0.000 description 1
239000003814 drug Substances 0.000 description 1
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230000000694 effects Effects 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000012262 fermentative production Methods 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
230000004153 glucose metabolism Effects 0.000 description 1
150000002337 glycosamines Chemical class 0.000 description 1
230000020169 heat generation Effects 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
238000009655 industrial fermentation Methods 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
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239000007788 liquid Substances 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
235000013372 meat Nutrition 0.000 description 1
239000012533 medium component Substances 0.000 description 1
230000000813 microbial effect Effects 0.000 description 1
230000004048 modification Effects 0.000 description 1
238000012986 modification Methods 0.000 description 1
235000013379 molasses Nutrition 0.000 description 1
-1 nourseothricin amino acids Chemical class 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
239000002504 physiological saline solution Substances 0.000 description 1
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239000002243 precursor Substances 0.000 description 1
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239000002689 soil Substances 0.000 description 1
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239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008174 sterile solution Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000008399 tap water Substances 0.000 description 1
235000020679 tap water Nutrition 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
229960005486 vaccine Drugs 0.000 description 1
238000009423 ventilation Methods 0.000 description 1
239000002351 wastewater Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
229960001763 zinc sulfate Drugs 0.000 description 1
229910000368 zinc sulfate Inorganic materials 0.000 description 1