FR1453824A - New process for the preparation of oxytetracycline, by fermentation using a new species of streptomyces - Google Patents
New process for the preparation of oxytetracycline, by fermentation using a new species of streptomycesInfo
- Publication number
- FR1453824A FR1453824A FR6660A FR6660A FR1453824A FR 1453824 A FR1453824 A FR 1453824A FR 6660 A FR6660 A FR 6660A FR 6660 A FR6660 A FR 6660A FR 1453824 A FR1453824 A FR 1453824A
- Authority
- FR
- France
- Prior art keywords
- oxytetracycline
- clarified
- treated
- new
- streptomyces
- Prior art date
- 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
Links
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 title abstract 4
- 239000004100 Oxytetracycline Substances 0.000 title abstract 3
- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 title abstract 3
- 229960000625 oxytetracycline Drugs 0.000 title abstract 3
- 235000019366 oxytetracycline Nutrition 0.000 title abstract 3
- 241000187747 Streptomyces Species 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000000855 fermentation Methods 0.000 title 1
- 230000004151 fermentation Effects 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- 241000894007 species Species 0.000 title 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Substances OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract 1
- PXRKCOCTEMYUEG-UHFFFAOYSA-N 5-aminoisoindole-1,3-dione Chemical compound NC1=CC=C2C(=O)NC(=O)C2=C1 PXRKCOCTEMYUEG-UHFFFAOYSA-N 0.000 abstract 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 229920002472 Starch Polymers 0.000 abstract 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 abstract 1
- 240000008042 Zea mays Species 0.000 abstract 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 abstract 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 abstract 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 abstract 1
- 235000011130 ammonium sulphate Nutrition 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 1
- 235000010216 calcium carbonate Nutrition 0.000 abstract 1
- 239000005018 casein Substances 0.000 abstract 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 abstract 1
- 235000021240 caseins Nutrition 0.000 abstract 1
- 235000005822 corn Nutrition 0.000 abstract 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 abstract 1
- 235000019797 dipotassium phosphate Nutrition 0.000 abstract 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 235000015097 nutrients Nutrition 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 239000012074 organic phase Substances 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000000638 solvent extraction Methods 0.000 abstract 1
- 238000001179 sorption measurement Methods 0.000 abstract 1
- 239000008107 starch Substances 0.000 abstract 1
- 235000019698 starch Nutrition 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 1
- 239000011975 tartaric acid Substances 0.000 abstract 1
- 235000002906 tartaric acid Nutrition 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 229910001868 water Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P29/00—Preparation of compounds containing a naphthacene ring system, e.g. tetracycline
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/886—Streptomyces
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
Oxytetracyline is produced by cultivating Streptomyces henetus (I.M.I. 109532; I.M. 3872) nor. spec. under aerobic conditions in a nutrient medium. A typical medium contains starch, corn steep liquor, calcium carbonate, casein, (NH4)2SO4, K2HPO4 and water. The pH of cultivation is 6.1 to 8.0 and temperature is 24 DEG to 37 DEG C. The broth is acidified to pH 2 to 2.5, clarified, treated with oxalic acid, clarified, adjusted to pH 8-8.5, extracted with a mixture of tricresol and CCl4, the organic phase separated, treated with aqueous HCl and acetone and oxytetracycline recovered from the aqueous phase at pH 7.0. The oxytetracycline may be converted into a salt with a mineral or organic acid, e.g. citric or tartaric acid. Other methods of isolation and purification are (a) solvent extraction with, e.g. butanol, (b) adsorption on, e.g. activated carbon, (c) precipitation with substances capable of forming insoluble derivatives, e.g. N,N1-malonylurea and sulphates.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT424364 | 1964-02-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR1453824A true FR1453824A (en) | 1966-09-23 |
Family
ID=11112541
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR6660A Expired FR1453824A (en) | 1964-02-27 | 1965-02-23 | New process for the preparation of oxytetracycline, by fermentation using a new species of streptomyces |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3408258A (en) |
| JP (1) | JPS499758B1 (en) |
| BE (1) | BE660294A (en) |
| BR (1) | BR6567431D0 (en) |
| CH (1) | CH457719A (en) |
| FR (1) | FR1453824A (en) |
| GB (1) | GB1049434A (en) |
| SE (1) | SE307555B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1324022A (en) * | 1969-10-01 | 1973-07-18 | Squibb & Sons Inc | Purification of tetracycline antibiotics |
| JPS52104551U (en) * | 1976-02-05 | 1977-08-09 | ||
| JPS52157444U (en) * | 1976-05-21 | 1977-11-30 | ||
| JPS52159953U (en) * | 1976-05-28 | 1977-12-05 | ||
| JPS60162423U (en) * | 1983-03-03 | 1985-10-29 | 株式会社ラツクス | manual fruit harvester |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2516080A (en) * | 1949-10-13 | 1950-07-18 | Pfizer & Co C | Terramycin and its production |
-
1965
- 1965-02-22 GB GB7649/65A patent/GB1049434A/en not_active Expired
- 1965-02-23 BR BR167431/65A patent/BR6567431D0/en unknown
- 1965-02-23 CH CH245865A patent/CH457719A/en unknown
- 1965-02-23 FR FR6660A patent/FR1453824A/en not_active Expired
- 1965-02-23 JP JP40009988A patent/JPS499758B1/ja active Pending
- 1965-02-25 US US435336A patent/US3408258A/en not_active Expired - Lifetime
- 1965-02-26 BE BE660294D patent/BE660294A/xx unknown
- 1965-02-26 SE SE2493/65A patent/SE307555B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE660294A (en) | 1965-06-16 |
| US3408258A (en) | 1968-10-29 |
| CH457719A (en) | 1968-06-15 |
| JPS499758B1 (en) | 1974-03-06 |
| GB1049434A (en) | 1966-11-30 |
| DE1492137A1 (en) | 1969-08-07 |
| BR6567431D0 (en) | 1973-08-02 |
| SE307555B (en) | 1969-01-13 |
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