KR850005502A - 세펨 화합물의 제조방법 - Google Patents
세펨 화합물의 제조방법 Download PDFInfo
- Publication number
- KR850005502A KR850005502A KR1019840007985A KR840007985A KR850005502A KR 850005502 A KR850005502 A KR 850005502A KR 1019840007985 A KR1019840007985 A KR 1019840007985A KR 840007985 A KR840007985 A KR 840007985A KR 850005502 A KR850005502 A KR 850005502A
- Authority
- KR
- South Korea
- Prior art keywords
- residue
- alanine
- serine
- compound
- hydrogen
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims 3
- 238000000034 method Methods 0.000 claims 15
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 12
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims 12
- 235000004279 alanine Nutrition 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 235000001014 amino acid Nutrition 0.000 claims 5
- 150000001413 amino acids Chemical class 0.000 claims 5
- -1 formyl amino Chemical group 0.000 claims 5
- 108090000765 processed proteins & peptides Proteins 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 244000005700 microbiome Species 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 239000000463 material Substances 0.000 claims 2
- 239000007858 starting material Substances 0.000 claims 2
- 229940126062 Compound A Drugs 0.000 claims 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 241000589516 Pseudomonas Species 0.000 claims 1
- 241000589774 Pseudomonas sp. Species 0.000 claims 1
- 241001480014 Trigonopsis Species 0.000 claims 1
- 241001480015 Trigonopsis variabilis Species 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 102000004196 processed proteins & peptides Human genes 0.000 claims 1
- URYAFVKLYSEINW-UHFFFAOYSA-N Chlorfenethol Chemical compound C=1C=C(Cl)C=CC=1C(O)(C)C1=CC=C(Cl)C=C1 URYAFVKLYSEINW-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
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
- C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
-
- 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
- C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
- C12P35/08—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin disubstituted in the 7 position
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/14—Fungi; Culture media therefor
- C12N1/145—Fungal isolates
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
- C12N1/205—Bacterial isolates
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/38—Pseudomonas
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/645—Fungi ; Processes using fungi
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Virology (AREA)
- Biomedical Technology (AREA)
- Botany (AREA)
- Mycology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 실시예 1 및 9에서 수득된 화합물(Ⅵ)의 자외선 흡수 스펙트라를 나타내며,
제2,3도는 실시예 1에서 수득된 화합물(Ⅵ), 실시예 9에서 수득된 화합물(Ⅵ), 실시예 5에서 수득된 DCPC, 실시예 17에서 수득된 DCPC, 실시예 21에서 수득된 화합물(Ⅲ) 및 실시예 22에서 수득된 화합물(Ⅱ)의 적외선 흡수 스펙트라를 나타낸다.
Claims (17)
- 하기 일반식(Ⅲ)의 화합물 또는 그의 염을슈도모나스속에 속하며 출발 물질의 7-위치의 HOOC-(CH2)3-CO-NH-기를 NH2-기로 전환시킬 수 있는 미생물의 배양브로스 또는 배양 브로스의 가공물질과 접촉시킴을 특징으로 하는 하기 일반식(Ⅱ)의 화합물 또는 그의 염의 제조방법.
- 제1항에 있어서, 미생물이슈도모나스sp. UK-2221(IFO 14366, FERM BP-637, KAIST 841109-14511)인 방법.
- 하기 일반식(Ⅳ)의 화합물 또는 그의 염을트리고노프시스속에 속하며 출발 화합물의 7-위치의기를 HOOC-(CH2)3-CO-NH-기를 전환 시킬 수 있는 미생물의 배양브로스 또는 배양브로스의 가공 물질과 접촉시킴을 특징으로 하는 하기 일반식(Ⅲ)의 화합물 또는 그의 염의 제조방법.
- 제3항에 있어서, 미생물이트리고노프시스 바리아빌리스IFO 0755인 방법.
- 하기 일반식(Ⅴ)의 화합물 또는 그의 염을 가수분해함을 특징으로 하는 하기 일반식(Ⅳ')의 화합물 또는 그의 염의 제조방법.(상기 식중, R4는 포르밀 아미노 또는 수소이고, R2는 세린 및 알라닌의 군에서 선택된 아미노산 또는 펩티드의 1 또는 2잔기 또는 수소이며, R3는 -NH-C(=NH)-NH2또는 -CH2NH2이고, X는 알라닌 또는 세린의 잔기이며; 단, X가 알라닌의 잔기일때, R2는 알라닌의 아미노산 또는 펩티드의 1 또는 2잔기 또는 수소이며, R3는 -NH-C(=NH)-NH2이고, X가 세린의 잔기일 때, R2는 세린 및 알라닌의 군에서 선택된 아미노산 또는 펩티드의 1 또는 2잔기 또는 수소이며, R3는 -NH-C(=NH)-NH2또는 -CH2NH2이다.)
- 제5항에 있어서, R4가 포르밀 아미노인 방법.
- 제5항에 있어서, X가 알라닌의 잔기이고, R2가 알라닌의 아미노산 또는 펩티드의 1 또는 2잔기이며 R3가 -NH-C(=NH)-NH2인 방법.
- 제5항에 있어서, X가 세린의 잔기이고, R2가 세린 및 알라닌의 군에서 선택된 아미노산 또는 펩티드의 1 또는 2잔기이며, R3가 -NH-C(=NH)-NH2또는 -CH2NH2인 방법.
- 제5항에 있어서, R4가 포르밀아미노이고, X가 알라닌의 잔기이며, R2가 수소이고, R3가 -NH-C(=NH)-NH2인 방법.
- 제5항에 있어서, R4가 포르밀아미노이고, X가 알라닌의 잔기이며, R2가 알라닌의 잔기이고, R3가 -NH-C(=NH)-NH2인 방법.
- 제5항에 있어서, R4가 포르밀 아미노이고, X가 알라닌의 잔기이며, R2가 -알라닌-알라닌의 잔기이고, R3가 -NH-C(=NH)-NH2인 방법.
- 제5항에 있어서, R4가 포르밀 아미노이고, X가 세린의 잔기이며, R2가 수소이고, R3가 -NH-C(=NH)-NH2인 방법.
- 제5항에 있어서, R4가 포르밀 아미노이고, X가 세린의 잔기이며, R2가 세린의 잔기이고, R3가 -NH-C(=NH)-NH2인 방법.
- 제5항에 있어서, R4가 포르밀아미노이고, X가-세린-알라닌의 잔기이며, R3가 -NH-C(=NH)-NH2인 방법.
- 제5항에 있어서, R4가 포르밀아미노이고, X가 세린의 잔기이며, R2가 수소이고, R3가 -CH2NH2인 방법.
- 제5항에 있어서, R4가 포르밀아미노이고, X가 세린의 잔기이며, R2가 세린의 잔기이고, R3가 -CH2NH2인 방법.
- 제5항에 있어서, R4가 포르밀아미노이고, X가 세린-알라닌의 잔기이며, R3가 -CH2NH2인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10856 | 1984-01-13 | ||
JP1085684A JPS60155184A (ja) | 1984-01-23 | 1984-01-23 | セフアロスポリンc誘導体およびその製造法 |
JP10856/1984 | 1984-01-23 | ||
JP177293/1984 | 1984-08-24 | ||
JP177293 | 1984-08-24 | ||
JP17729384A JPS6156184A (ja) | 1984-08-24 | 1984-08-24 | セフアロスポリンc誘導体の製造法 |
JP19598584A JPS6172789A (ja) | 1984-09-18 | 1984-09-18 | 7−ホルミルアミノ−セフエム化合物およびその製造法 |
JP195985/1984 | 1984-09-18 | ||
JP195985 | 1984-09-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR850005502A true KR850005502A (ko) | 1985-08-26 |
KR930000276B1 KR930000276B1 (ko) | 1993-01-14 |
Family
ID=27279124
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019840007985A KR930000276B1 (ko) | 1984-01-13 | 1984-12-15 | 세펨 화합물의 제조방법 |
Country Status (5)
Country | Link |
---|---|
US (1) | US4723004A (ko) |
EP (1) | EP0150378B1 (ko) |
KR (1) | KR930000276B1 (ko) |
CA (1) | CA1297056C (ko) |
DE (1) | DE3481769D1 (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6230789A (ja) * | 1985-08-01 | 1987-02-09 | Yamanouchi Pharmaceut Co Ltd | 7−ホルミルアミノセフアロスポリン化合物およびその製造法 |
AT400717B (de) * | 1993-07-30 | 1996-03-25 | Biochemie Gmbh | Neue guanidin- und amidinsalze von 7-amino-3- hydroxymethyl-3-cephem-4-carbonsäure |
CA2320900C (en) | 1998-03-19 | 2009-10-27 | Bristol-Myers Squibb Company | Biphasic controlled release delivery system for high solubility pharmaceuticals and method |
MX342120B (es) | 2010-07-09 | 2016-09-14 | William Owen Wilkison | Combinación de sistema de liberación prolongada/inmediata para productos farmacéuticos de vida media corta como el remogliflozin. |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK158316C (da) * | 1974-01-23 | 1990-10-08 | Toyo Jozo Kk | Fremgangsmaade til fremstilling af 3-substituerede 7-amino-3-cephem-4-carboxylsyrederivater |
US4031085A (en) * | 1974-10-23 | 1977-06-21 | Merck & Co., Inc. | Preparation of 3-hydroxymethyl-7β-aminoadipoyl-7α-methoxy-3-cephem-4-carboxylic acid |
JPS5733039B2 (ko) * | 1975-01-20 | 1982-07-14 | ||
GB2107307B (en) * | 1981-07-25 | 1986-02-26 | Beecham Group Plc | B-lactum antibacterial agents |
GR79784B (ko) * | 1983-01-21 | 1984-10-31 | Beecham Group Plc | |
GB8301688D0 (en) * | 1983-01-21 | 1983-02-23 | Beecham Group Plc | Preparation of beta-lactam compounds |
GB8301690D0 (en) * | 1983-01-21 | 1983-02-23 | Beecham Group Plc | Beta-lactam antibacterial agents |
GR79174B (ko) * | 1983-01-21 | 1984-10-02 | Beecham Group Plc | |
GB8301874D0 (en) * | 1983-01-24 | 1983-02-23 | Beecham Group Plc | Beta-lactam antibacterial agents |
NZ206893A (en) * | 1983-01-24 | 1987-02-20 | Beecham Group Plc | Cephalosporin derivatives and pharmaceutical compositions;and 7-amino intermediates |
JPS6066987A (ja) * | 1983-09-20 | 1985-04-17 | Takeda Chem Ind Ltd | 抗生物質taν−547,その製造法および微生物 |
DE3444189A1 (de) * | 1984-03-21 | 1985-09-26 | Kraftwerk Union AG, 4330 Mülheim | Einrichtung zur indirekten gaskuehlung der staenderwicklung und/oder zur direkten gaskuehlung des staenderblechpaketes dynamoelektrischer maschinen, vorzugsweise fuer gasgekuehlte turbogeneratoren |
EP0160745A3 (en) * | 1984-05-07 | 1986-11-05 | Takeda Chemical Industries, Ltd. | Cephem compounds and their production |
-
1984
- 1984-12-11 EP EP84115168A patent/EP0150378B1/en not_active Expired - Lifetime
- 1984-12-11 DE DE8484115168T patent/DE3481769D1/de not_active Expired - Fee Related
- 1984-12-14 CA CA000470115A patent/CA1297056C/en not_active Expired - Lifetime
- 1984-12-14 US US06/681,784 patent/US4723004A/en not_active Expired - Fee Related
- 1984-12-15 KR KR1019840007985A patent/KR930000276B1/ko not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
KR930000276B1 (ko) | 1993-01-14 |
DE3481769D1 (de) | 1990-05-03 |
EP0150378A2 (en) | 1985-08-07 |
EP0150378A3 (en) | 1986-03-26 |
EP0150378B1 (en) | 1990-03-28 |
CA1297056C (en) | 1992-03-10 |
US4723004A (en) | 1988-02-02 |
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