ZA200610818B - Peptide antibiotics and methods for making same - Google Patents
Peptide antibiotics and methods for making same Download PDFInfo
- Publication number
- ZA200610818B ZA200610818B ZA200610818A ZA200610818A ZA200610818B ZA 200610818 B ZA200610818 B ZA 200610818B ZA 200610818 A ZA200610818 A ZA 200610818A ZA 200610818 A ZA200610818 A ZA 200610818A ZA 200610818 B ZA200610818 B ZA 200610818B
- Authority
- ZA
- South Africa
- Prior art keywords
- dab
- thr
- alkyl
- peptide
- fmoc
- Prior art date
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- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- 230000003907 kidney function Effects 0.000 description 1
- 229960004502 levodopa Drugs 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000002757 morpholinyl group Chemical group 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- KVBGVZZKJNLNJU-UHFFFAOYSA-M naphthalene-2-sulfonate Chemical compound C1=CC=CC2=CC(S(=O)(=O)[O-])=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-M 0.000 description 1
- 231100000417 nephrotoxicity Toxicity 0.000 description 1
- 231100000228 neurotoxicity Toxicity 0.000 description 1
- 230000007135 neurotoxicity Effects 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 108010051007 octapeptin C4 Proteins 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 125000001715 oxadiazolyl group Chemical group 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 229960001639 penicillamine Drugs 0.000 description 1
- 239000012026 peptide coupling reagents Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-L phosphoramidate Chemical compound NP([O-])([O-])=O PTMHPRAIXMAOOB-UHFFFAOYSA-L 0.000 description 1
- 125000005544 phthalimido group Chemical group 0.000 description 1
- 229940075930 picrate Drugs 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-M picrate anion Chemical compound [O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-M 0.000 description 1
- HXEACLLIILLPRG-UHFFFAOYSA-N pipecolic acid Chemical compound OC(=O)C1CCCCN1 HXEACLLIILLPRG-UHFFFAOYSA-N 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-M pivalate Chemical compound CC(C)(C)C([O-])=O IUGYQRQAERSCNH-UHFFFAOYSA-M 0.000 description 1
- 229950010765 pivalate Drugs 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
- 229960004919 procaine Drugs 0.000 description 1
- 125000006238 prop-1-en-1-yl group Chemical group [H]\C(*)=C(/[H])C([H])([H])[H] 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229940043230 sarcosine Drugs 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 235000016491 selenocysteine Nutrition 0.000 description 1
- ZKZBPNGNEQAJSX-UHFFFAOYSA-N selenocysteine Natural products [SeH]CC(N)C(O)=O ZKZBPNGNEQAJSX-UHFFFAOYSA-N 0.000 description 1
- 229940055619 selenocysteine Drugs 0.000 description 1
- 229960001153 serine Drugs 0.000 description 1
- AWUCVROLDVIAJX-GSVOUGTGSA-N sn-glycerol 3-phosphate Chemical compound OC[C@@H](O)COP(O)(O)=O AWUCVROLDVIAJX-GSVOUGTGSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- DFVFTMTWCUHJBL-BQBZGAKWSA-N statine Chemical compound CC(C)C[C@H](N)[C@@H](O)CC(O)=O DFVFTMTWCUHJBL-BQBZGAKWSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- FGMPLJWBKKVCDB-UHFFFAOYSA-N trans-L-hydroxy-proline Natural products ON1CCCC1C(O)=O FGMPLJWBKKVCDB-UHFFFAOYSA-N 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0815—Tripeptides with the first amino acid being basic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06086—Dipeptides with the first amino acid being basic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/50—Cyclic peptides containing at least one abnormal peptide link
- C07K7/54—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring
- C07K7/60—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring the cyclisation occurring through the 4-amino group of 2,4-diamino-butanoic acid
- C07K7/62—Polymyxins; Related peptides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/64—Cyclic peptides containing only normal peptide links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Enzymes And Modification Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/881,160 US20060004185A1 (en) | 2004-07-01 | 2004-07-01 | Peptide antibiotics and peptide intermediates for their prepartion |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200610818B true ZA200610818B (en) | 2008-07-30 |
Family
ID=35514884
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200610818A ZA200610818B (en) | 2004-07-01 | 2006-12-21 | Peptide antibiotics and methods for making same |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US20060004185A1 (https=) |
| EP (2) | EP2332965A1 (https=) |
| JP (2) | JP2008505858A (https=) |
| KR (1) | KR20070047770A (https=) |
| CN (1) | CN101010336A (https=) |
| AU (1) | AU2005326770B2 (https=) |
| BR (1) | BRPI0512941A (https=) |
| CA (1) | CA2571944A1 (https=) |
| IL (1) | IL180458A0 (https=) |
| MX (1) | MXPA06015239A (https=) |
| NO (1) | NO20070563L (https=) |
| NZ (2) | NZ579261A (https=) |
| RU (2) | RU2428429C2 (https=) |
| WO (1) | WO2006083317A2 (https=) |
| ZA (1) | ZA200610818B (https=) |
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| US20060004185A1 (en) | 2004-07-01 | 2006-01-05 | Leese Richard A | Peptide antibiotics and peptide intermediates for their prepartion |
| SK287315B6 (sk) * | 2006-06-02 | 2010-06-07 | Biotika, A. S. | Spôsob izolácie polymyxínu B z vyfermentovanej pôdy |
| US7807637B2 (en) | 2006-08-11 | 2010-10-05 | Northern Antibiotics Oy | Polymyxin derivatives and uses thereof |
| HUE028271T2 (en) * | 2006-08-11 | 2016-12-28 | Northern Antibiotics Oy | Polymixin derivatives and their applications |
| US8193148B2 (en) | 2008-02-08 | 2012-06-05 | Northern Antibiotics Ltd. | Short fatty acid tail polymyxin derivatives and uses thereof |
| FI20085469A0 (fi) * | 2008-02-08 | 2008-05-16 | Northern Antibiotics Oy | Polymyksiinijohdannaiset, joissa on lyhyt rasvahappohäntä, ja niiden käyttöjä |
| US9096649B2 (en) | 2008-02-08 | 2015-08-04 | Northern Antibiotics Ltd. | Polymyxin derivatives and uses thereof |
| US8329645B2 (en) * | 2008-02-08 | 2012-12-11 | Northern Antibiotics Ltd. | Polymyxin derivatives and uses thereof |
| JP5387567B2 (ja) * | 2008-03-14 | 2014-01-15 | アステラス製薬株式会社 | 環状化合物およびその塩 |
| TW201035111A (en) | 2008-12-23 | 2010-10-01 | Biosource Pharm Inc | Antibiotic compositions for the treatment of gram negative infections |
| WO2010130007A1 (en) * | 2009-05-14 | 2010-11-18 | Monash University | Antimicrobial compounds |
| ES2374779B1 (es) * | 2010-03-10 | 2012-12-27 | Universidad De Barcelona | Compuestos péptidicos útiles como agentes antibacterianos. |
| US8415307B1 (en) | 2010-06-23 | 2013-04-09 | Biosource Pharm, Inc. | Antibiotic compositions for the treatment of gram negative infections |
| WO2012051663A1 (en) * | 2010-10-21 | 2012-04-26 | Monash University | Antimicrobial compounds |
| WO2012168820A1 (en) * | 2011-06-08 | 2012-12-13 | Pfizer Inc. | Polymyxin derivatives useful as antibacterial agents |
| BR112014012016A2 (pt) | 2011-11-18 | 2017-05-16 | Cantab Anti-Infectives Ltd | compostos |
| EP2679236A1 (de) | 2012-06-29 | 2014-01-01 | Zentrum für biomedizinische Technologie der Donau- Universität Krems | Dosierungsanleitung für endotoxinbindende Lipopeptide |
| JP6643758B2 (ja) | 2013-05-22 | 2020-02-12 | スペロ・セラピューティクス・インコーポレーテッド | 異なった抗生物質と一緒の組合せ療法におけるポリミキシン誘導体及びその使用 |
| CN103396475B (zh) * | 2013-08-06 | 2015-08-26 | 深圳翰宇药业股份有限公司 | 一种纯固相合成多肽类抗生素Colistin的方法 |
| JP6754997B2 (ja) * | 2013-08-26 | 2020-09-16 | 国立大学法人 東京大学 | 大環状ペプチド、その製造方法、及び大環状ペプチドライブラリを用いるスクリーニング方法 |
| RU2740190C2 (ru) * | 2014-03-11 | 2021-01-12 | Сперо Терапьютикс, Инк. | Производные полимиксина и их применение в комбинированной терапии совместно с различными антибиотиками |
| US10047126B2 (en) * | 2014-04-01 | 2018-08-14 | Monash University | Polymyxin derivatives as antimicrobial compounds |
| CN103993059B (zh) * | 2014-05-28 | 2016-08-17 | 河北圣雪大成制药有限责任公司 | 优化多粘芽孢杆菌发酵液中e1和e2组分比例的方法 |
| US11466050B2 (en) * | 2014-09-29 | 2022-10-11 | Sulfotools Gmbh | Method for peptide synthesis and apparatus for carrying out a method for solid phase synthesis of peptides |
| GB2530776A (en) * | 2014-10-01 | 2016-04-06 | Randox Lab Ltd | Detection of polymyxins |
| CN107108699A (zh) | 2014-11-26 | 2017-08-29 | 新药物许可控股有限公司 | 化合物 |
| US9771394B2 (en) | 2014-12-16 | 2017-09-26 | Micurx Pharmaceuticals, Inc. | Antimicrobial polymyxins for treatment of bacterial infections |
| JO3669B1 (ar) * | 2015-01-06 | 2020-08-27 | Ferring Bv | بيبتيدات مضَادَّة لببتيد المرتبط بجين الكالسيتونين |
| FI126143B (en) | 2015-01-15 | 2016-07-15 | Northern Antibiotics Oy | Polymyxine derivative and its uses |
| US9763996B2 (en) | 2015-01-16 | 2017-09-19 | Northern Antibiotics, Ltd. | Polymyxin derivative and uses thereof |
| EP3356387B1 (en) * | 2015-09-29 | 2024-06-26 | Monash University | Antimicrobial polymyxin derivative compounds |
| AU2016347456B2 (en) | 2015-10-27 | 2018-12-13 | F. Hoffmann-La Roche Ag | Peptide macrocycles against acinetobacter baumannii |
| KR102480965B1 (ko) | 2016-09-13 | 2022-12-26 | 알레간 인코포레이티드 | 안정화된 비단백질 클로스트리듐 독소 조성물 |
| JP6975433B2 (ja) * | 2016-12-16 | 2021-12-01 | 中国医学科学院医薬生物技術研究所 | ポリミキシン誘導体及びその製造方法と応用 |
| CN106868079B (zh) * | 2017-04-26 | 2020-12-08 | 山东鲁抗医药股份有限公司 | 发酵硫酸多粘菌素b用培养基及发酵生产硫酸多粘菌素b的方法 |
| AU2018359018B2 (en) * | 2017-11-02 | 2022-11-24 | The University Of Queensland | Peptide antibiotics |
| US11819532B2 (en) | 2018-04-23 | 2023-11-21 | Hoffmann-La Roche Inc. | Peptide macrocycles against Acinetobacter baumannii |
| MD3810633T2 (ro) | 2018-06-25 | 2024-05-31 | Spero Therapeutics Inc | Compuşi |
| WO2021150792A1 (en) | 2020-01-21 | 2021-07-29 | Micurx Pharmaceuticals, Inc. | Novel compounds and composition for targeted therapy of kidney-associated cancers |
| CN111410682A (zh) * | 2020-04-28 | 2020-07-14 | 梯尔希（南京）药物研发有限公司 | 多粘菌素b相关化合物的环化制备方法 |
| CN113215185B (zh) * | 2021-04-22 | 2022-04-29 | 浙江工业大学 | 一种用于重组表达棘白菌素b脱酰基酶的重组基因序列 |
| CN113174398B (zh) * | 2021-04-22 | 2022-04-29 | 浙江工业大学 | 一种用于重组表达棘白菌素b脱酰基酶的表达盒及应用 |
| CN121108243A (zh) * | 2025-01-03 | 2025-12-12 | 中国药科大学 | 一种非核糖体多肽化合物及其合成基因簇bnp37和应用 |
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| FR2124060B1 (https=) * | 1971-02-02 | 1974-04-12 | Rhone Poulenc Sa | |
| US4091092A (en) * | 1976-09-20 | 1978-05-23 | E. R. Squibb & Sons, Inc. | Polymyxin F and process of producing polymyxin F |
| IE52535B1 (en) * | 1981-02-16 | 1987-12-09 | Ici Plc | Continuous release pharmaceutical compositions |
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-
2004
- 2004-07-01 US US10/881,160 patent/US20060004185A1/en active Pending
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2005
- 2005-07-01 EP EP10184953A patent/EP2332965A1/en not_active Withdrawn
- 2005-07-01 BR BRPI0512941-9A patent/BRPI0512941A/pt not_active IP Right Cessation
- 2005-07-01 JP JP2007519447A patent/JP2008505858A/ja active Pending
- 2005-07-01 RU RU2007103811/04A patent/RU2428429C2/ru not_active IP Right Cessation
- 2005-07-01 AU AU2005326770A patent/AU2005326770B2/en not_active Ceased
- 2005-07-01 CN CNA2005800294199A patent/CN101010336A/zh active Pending
- 2005-07-01 US US11/630,847 patent/US8889826B2/en not_active Expired - Fee Related
- 2005-07-01 CA CA002571944A patent/CA2571944A1/en not_active Abandoned
- 2005-07-01 EP EP05856867A patent/EP1761554A2/en not_active Withdrawn
- 2005-07-01 KR KR1020077002649A patent/KR20070047770A/ko not_active Ceased
- 2005-07-01 NZ NZ579261A patent/NZ579261A/en not_active IP Right Cessation
- 2005-07-01 MX MXPA06015239A patent/MXPA06015239A/es not_active Application Discontinuation
- 2005-07-01 NZ NZ552730A patent/NZ552730A/en not_active IP Right Cessation
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2011
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- 2011-08-01 JP JP2011168634A patent/JP2011256189A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| RU2428429C2 (ru) | 2011-09-10 |
| IL180458A0 (en) | 2007-06-03 |
| WO2006083317A3 (en) | 2007-01-18 |
| US20060004185A1 (en) | 2006-01-05 |
| EP2332965A1 (en) | 2011-06-15 |
| CA2571944A1 (en) | 2006-08-10 |
| NZ579261A (en) | 2011-02-25 |
| KR20070047770A (ko) | 2007-05-07 |
| WO2006083317A2 (en) | 2006-08-10 |
| RU2007103811A (ru) | 2008-08-10 |
| MXPA06015239A (es) | 2007-12-10 |
| NZ552730A (en) | 2009-09-25 |
| EP1761554A2 (en) | 2007-03-14 |
| JP2008505858A (ja) | 2008-02-28 |
| AU2005326770B2 (en) | 2011-11-03 |
| RU2011115077A (ru) | 2012-10-20 |
| JP2011256189A (ja) | 2011-12-22 |
| US8889826B2 (en) | 2014-11-18 |
| WO2006083317A9 (en) | 2007-03-01 |
| AU2005326770A1 (en) | 2006-08-10 |
| CN101010336A (zh) | 2007-08-01 |
| BRPI0512941A (pt) | 2007-10-30 |
| US20080207874A1 (en) | 2008-08-28 |
| NO20070563L (no) | 2007-03-27 |
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