DE1065983B - - Google Patents

Info

Publication number

DE1065983B

DE1065983B DENDAT1065983D DE1065983DA DE1065983B DE 1065983 B DE1065983 B DE 1065983B DE NDAT1065983 D DENDAT1065983 D DE NDAT1065983D DE 1065983D A DE1065983D A DE 1065983DA DE 1065983 B DE1065983 B DE 1065983B

Authority

DE

Germany

Prior art keywords

tetracycline

medium

additives

chlorine

nacl

Prior art date

1959-09-24

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.)

Pending

Links

• Espacenet
• Global Dossier
• DPMA
• Discuss

• 239000004098 Tetracycline Substances 0.000 claims description 25
• 229960002180 tetracycline Drugs 0.000 claims description 25
• 235000019364 tetracycline Nutrition 0.000 claims description 25
• 229930101283 tetracycline Natural products 0.000 claims description 25
• 150000003522 tetracyclines Chemical class 0.000 claims description 25
• CYDMQBQPVICBEU-UHFFFAOYSA-N chlorotetracycline Natural products C1=CC(Cl)=C2C(O)(C)C3CC4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-UHFFFAOYSA-N 0.000 claims description 20
• CYDMQBQPVICBEU-XRNKAMNCSA-N chlortetracycline Chemical compound C1=CC(Cl)=C2[C@](O)(C)[C@H]3C[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 CYDMQBQPVICBEU-XRNKAMNCSA-N 0.000 claims description 20
• 239000000460 chlorine Substances 0.000 claims description 15
• 229910052801 chlorine Inorganic materials 0.000 claims description 15
• -1 chlorine ions Chemical class 0.000 claims description 14
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 8
• 239000000654 additive Substances 0.000 claims description 8
• 240000008042 Zea mays Species 0.000 claims description 7
• 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 7
• 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 7
• 235000005822 corn Nutrition 0.000 claims description 7
• 239000007788 liquid Substances 0.000 claims description 7
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
• YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 claims description 4
• 239000003112 inhibitor Substances 0.000 claims description 4
• 235000015097 nutrients Nutrition 0.000 claims description 4
• SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 claims description 4
• 239000011780 sodium chloride Substances 0.000 claims description 4
• 241000186984 Kitasatospora aureofaciens Species 0.000 claims description 3
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
• 229910052794 bromium Inorganic materials 0.000 claims description 3
• KKHBRTFQIYIHEI-UHFFFAOYSA-N 4,5-dimethyl-3h-1,3-thiazole-2-thione Chemical compound CC=1N=C(S)SC=1C KKHBRTFQIYIHEI-UHFFFAOYSA-N 0.000 claims description 2
• 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 claims description 2
• 229930006000 Sucrose Natural products 0.000 claims description 2
• 235000013312 flour Nutrition 0.000 claims description 2
• 239000002054 inoculum Substances 0.000 claims description 2
• 238000004816 paper chromatography Methods 0.000 claims description 2
• 229910001961 silver nitrate Inorganic materials 0.000 claims description 2
• 229960004793 sucrose Drugs 0.000 claims description 2
• FLFWJIBUZQARMD-UHFFFAOYSA-N 2-mercapto-1,3-benzoxazole Chemical compound C1=CC=C2OC(S)=NC2=C1 FLFWJIBUZQARMD-UHFFFAOYSA-N 0.000 claims 1
• 238000010521 absorption reaction Methods 0.000 claims 1
• 238000004458 analytical method Methods 0.000 claims 1
• 238000005660 chlorination reaction Methods 0.000 claims 1
• 235000012343 cottonseed oil Nutrition 0.000 claims 1
• 238000000605 extraction Methods 0.000 claims 1
• 239000004099 Chlortetracycline Substances 0.000 description 15
• 229960004475 chlortetracycline Drugs 0.000 description 15
• 235000019365 chlortetracycline Nutrition 0.000 description 15
• 238000000855 fermentation Methods 0.000 description 13
• 230000004151 fermentation Effects 0.000 description 13
• 238000000034 method Methods 0.000 description 11
• 230000015572 biosynthetic process Effects 0.000 description 10
• 150000001649 bromium compounds Chemical class 0.000 description 7
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
• 230000003115 biocidal effect Effects 0.000 description 5
• 238000007792 addition Methods 0.000 description 4
• 235000013379 molasses Nutrition 0.000 description 4
• JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 4
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
• 150000001875 compounds Chemical class 0.000 description 3
• 230000000694 effects Effects 0.000 description 3
• 231100000252 nontoxic Toxicity 0.000 description 3
• 230000003000 nontoxic effect Effects 0.000 description 3
• WGJCBBASTRWVJL-UHFFFAOYSA-N 1,3-thiazolidine-2-thione Chemical compound SC1=NCCS1 WGJCBBASTRWVJL-UHFFFAOYSA-N 0.000 description 2
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
• CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
• RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
• CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
• 241000187747 Streptomyces Species 0.000 description 2
• 150000001805 chlorine compounds Chemical class 0.000 description 2
• 150000002391 heterocyclic compounds Chemical class 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• 239000008399 tap water Substances 0.000 description 2
• 235000020679 tap water Nutrition 0.000 description 2
• LJVDOBHBFMLPMI-XRNKAMNCSA-N (4s,4as,5as,6s,12ar)-7-bromo-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C1=CC(Br)=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O LJVDOBHBFMLPMI-XRNKAMNCSA-N 0.000 description 1
• 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
• 241000196324 Embryophyta Species 0.000 description 1
• 241001233242 Lontra Species 0.000 description 1
• 241001465754 Metazoa Species 0.000 description 1
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
• 235000021536 Sugar beet Nutrition 0.000 description 1
• 239000002253 acid Substances 0.000 description 1
• 230000000996 additive effect Effects 0.000 description 1
• 238000010564 aerobic fermentation Methods 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• SWLVFNYSXGMGBS-UHFFFAOYSA-N ammonium bromide Chemical compound [NH4+].[Br-] SWLVFNYSXGMGBS-UHFFFAOYSA-N 0.000 description 1
• 239000003242 anti bacterial agent Substances 0.000 description 1
• 229910001622 calcium bromide Inorganic materials 0.000 description 1
• WGEFECGEFUFIQW-UHFFFAOYSA-L calcium dibromide Chemical compound [Ca+2].[Br-].[Br-] WGEFECGEFUFIQW-UHFFFAOYSA-L 0.000 description 1
• 230000015556 catabolic process Effects 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 230000006957 competitive inhibition Effects 0.000 description 1
• 238000011109 contamination Methods 0.000 description 1
• 238000006731 degradation reaction Methods 0.000 description 1
• 230000001419 dependent effect Effects 0.000 description 1
• 238000007865 diluting Methods 0.000 description 1
• 230000002255 enzymatic effect Effects 0.000 description 1
• 235000013305 food Nutrition 0.000 description 1
• 230000012010 growth Effects 0.000 description 1
• 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
• 239000012535 impurity Substances 0.000 description 1
• 230000005764 inhibitory process Effects 0.000 description 1
• 150000002500 ions Chemical class 0.000 description 1
• 239000000463 material Substances 0.000 description 1
• 244000005700 microbiome Species 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 229910052757 nitrogen Inorganic materials 0.000 description 1
• 239000002574 poison Substances 0.000 description 1
• 231100000614 poison Toxicity 0.000 description 1
• 239000011591 potassium Substances 0.000 description 1
• IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Inorganic materials [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 1
• 230000001737 promoting effect Effects 0.000 description 1
• 230000001932 seasonal effect Effects 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• 238000002560 therapeutic procedure Methods 0.000 description 1
• 231100000331 toxic Toxicity 0.000 description 1
• 230000002588 toxic effect Effects 0.000 description 1
• 230000009105 vegetative growth Effects 0.000 description 1
• 210000002268 wool Anatomy 0.000 description 1