GB897581A - Preparation of a new antibiotic aspartocin - Google Patents

Preparation of a new antibiotic aspartocin

Info

Publication number
GB897581A
GB897581A GB38219/59A GB3821959A GB897581A GB 897581 A GB897581 A GB 897581A GB 38219/59 A GB38219/59 A GB 38219/59A GB 3821959 A GB3821959 A GB 3821959A GB 897581 A GB897581 A GB 897581A
Authority
GB
United Kingdom
Prior art keywords
aspartocin
antibiotic
specified
salts
butanol
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
Application number
GB38219/59A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB897581A publication Critical patent/GB897581A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/195—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
    • C07K14/36—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Actinomyces; from Streptomyces (G)
    • 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
    • C07K7/56—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring the cyclisation not occurring through 2,4-diamino-butanoic acid
    • 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
    • C12P1/00—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes
    • C12P1/06—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes by using actinomycetales
    • 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
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/04—Alpha- or beta- amino acids
    • 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
    • C12P21/00—Preparation of peptides or proteins
    • C12P21/02—Preparation of peptides or proteins having a known sequence of two or more amino acids, e.g. glutathione
    • 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
    • C12R2001/465—Streptomyces
    • 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
    • C12R2001/465—Streptomyces
    • C12R2001/545—Streptomyces griseus

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Microbiology (AREA)
  • Molecular Biology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Virology (AREA)
  • Biomedical Technology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Mycology (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

<FORM:0897581/IV (b)/1> A new antibiotic designated aspartocin is produced by cultivating an antibiotic aspartocin-producing strain of the micro-organism streptomyces griseus var. spiralis especially S. griseus var. spiralis A.T.C.C. 13733 or of the microorganism streptomyces violaceus especially S. violaceus A.T.C.C. 13734 in an aqueous nutrient medium containing assimilable sources of carbon, nitrogen and inorganic salts under submerged aerobic conditions. Specified carbon sources are starch, sugar, molasses and glycerol. Specified nitrogen sources are proteins, protein hydrolysates, polypeptides, soybeanmeal, bactopeptone, amino-acids or corn steep liquor. Specified inorganic salts are those containing the cations and anions potassium, sodium, calcium, sulphate, phosphate, chloride or carbonate. Trace elements such as boron, molybdenum, and copper may be present. Cultivation at a temperature from 20 DEG C.-35 DEG C. for 24 to 240 hours is preferred. The antibiotic is isolated by filtering the broth and then extracting the residual mycelial cake with an aqueous solvent at pH 1-2 and/or 9-10 and precipitating or back extracting the aqueous extract into a water-immiscible or partially miscible organic solvent, e.g. butanol at pH 1-3. The butanol solution is concentrated, the antibiotic precipitated and the precipitate mixture stirred with acetone or petroleum ether and the precipitate removed by centrifugation. Calcium chloride or other alkaline earth metal salts may be added to the culture medium to produce the corresponding salt of aspartocin or to the butanol extract to act as a salting out agent. Aspartocin has the analysis C=53.58%; H= 7.58%, N=13.58%; S=0.36% and O=24.90;; [a ]25 DEG D=226.4 (c, 2.1% solution in methanol); no U.V. spectrum and an I.R. spectrum as shown in Figure with maxima at : 3.07, 3.45, 6.03, 6.53, 6.89, 7.15, 8.10 and 9.82 microns. On acid hydrolysis it gives D or L-aspartic acid, L-proline, L-valine, glycine and glutamic acid and it forms salts with acids and bases. The picrate, sodium, potassium and calcium salts are specified. It is a growth stimulant and may be used in poultry feeds (see Group I) and may be added to clothes as a bacteriostat (see Group VIII). Aspartocin is active against many micro-organisms including gram-positive bacteria, streptococcus C203, diplococcus pneumoniae SVI and staphylococcus aureus.ALSO:The new antibiotic arpartocin (see Group IV(b)) is added as a growth promoter to purified chick diets containing casein as a protein source, sucrose as a carbohydrate source, vitamins and minerals in an amount ranging from 5-500 mg per kilogram of diet.
GB38219/59A 1958-11-14 1959-11-11 Preparation of a new antibiotic aspartocin Expired GB897581A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US77395758A 1958-11-14 1958-11-14

Publications (1)

Publication Number Publication Date
GB897581A true GB897581A (en) 1962-05-30

Family

ID=25099826

Family Applications (1)

Application Number Title Priority Date Filing Date
GB38219/59A Expired GB897581A (en) 1958-11-14 1959-11-11 Preparation of a new antibiotic aspartocin

Country Status (4)

Country Link
BE (1) BE584592A (en)
ES (1) ES253327A1 (en)
FR (1) FR481M (en)
GB (1) GB897581A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1355920A1 (en) * 2001-01-12 2003-10-29 Micrologix Biotech, Inc. Extractive purification of lipopeptide antibiotics

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6511962B1 (en) * 2000-07-17 2003-01-28 Micrologix Biotech Inc. Derivatives of laspartomycin and preparation and use thereof

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7138487B2 (en) 2000-07-17 2006-11-21 Migenix Inc. Extractive purification of lipopeptide antibiotics
EP1355920A1 (en) * 2001-01-12 2003-10-29 Micrologix Biotech, Inc. Extractive purification of lipopeptide antibiotics
EP1355920A4 (en) * 2001-01-12 2005-04-20 Micrologix Biotech Inc Extractive purification of lipopeptide antibiotics

Also Published As

Publication number Publication date
ES253327A1 (en) 1960-05-01
FR481M (en) 1961-05-08
BE584592A (en) 1960-05-13

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