GB1493969A - Physiologically active tetrapeptides and their n-acyl derivatives and processes for producing the same - Google Patents

Physiologically active tetrapeptides and their n-acyl derivatives and processes for producing the same

Info

Publication number
GB1493969A
GB1493969A GB681975A GB681975A GB1493969A GB 1493969 A GB1493969 A GB 1493969A GB 681975 A GB681975 A GB 681975A GB 681975 A GB681975 A GB 681975A GB 1493969 A GB1493969 A GB 1493969A
Authority
GB
United Kingdom
Prior art keywords
val
isovaleryl
ala
feb
dec
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
GB681975A
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.)
Sanraku Ocean Co Ltd
Original Assignee
Sanraku Ocean Co Ltd
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
Priority claimed from JP2395374A external-priority patent/JPS5339513B2/ja
Priority claimed from JP2884974A external-priority patent/JPS5533880B2/ja
Priority claimed from JP49040696A external-priority patent/JPS5233094B2/ja
Priority claimed from JP14520874A external-priority patent/JPS537516B2/ja
Priority claimed from JP14647474A external-priority patent/JPS5173187A/en
Application filed by Sanraku Ocean Co Ltd filed Critical Sanraku Ocean Co Ltd
Publication of GB1493969A publication Critical patent/GB1493969A/en
Expired legal-status Critical Current

Links

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
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/0205—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-(X)3-C(=0)-, e.g. statine or derivatives thereof
    • 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
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • C12N9/48—Hydrolases (3) acting on peptide bonds (3.4)
    • C12N9/50—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25)
    • C12N9/52—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25) derived from bacteria or Archaea
    • 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
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • C12N9/48—Hydrolases (3) acting on peptide bonds (3.4)
    • C12N9/50—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25)
    • C12N9/58—Proteinases, e.g. Endopeptidases (3.4.21-3.4.25) derived from fungi
    • 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
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • C12N9/78—Hydrolases (3) acting on carbon to nitrogen bonds other than peptide bonds (3.5)
    • C12N9/80—Hydrolases (3) acting on carbon to nitrogen bonds other than peptide bonds (3.5) acting on amide bonds in linear amides (3.5.1)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Genetics & Genomics (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Biomedical Technology (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Biophysics (AREA)
  • Mycology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Peptides Or Proteins (AREA)

Abstract

1493969 Tetrapeptide, and the N-acyl derivatives thereof SANRAKU-OCEAN CO Ltd 18 Feb 1975 [28 Feb 1974 12 March 1974 10 April 1974 17 Dec 1974 19 Dec 1974] 6819/75 Heading C3H A compound of the Formula (I) wherein X is a radical derived from 4-amino-3- hydroxy-6-methylheptanoic acid, may be obtained by the decomposition of the peptide of Formula (II) R-Val-Val-X-Ala-X-OH wherein R is an acyl group of 2 to 16 carbon atoms which may be substituted by hydroxy or halogen toms by treating with an enzyme which yields RH, L-valine and I, and is produced by a microorganism selected from Bacillus megaterium, B. circulans, B. sphaericus, B. cereus, B. subtilis, Clostridium butyricum, Pseudomonas segnis, Xanthomonas campestris, Acetobacter rancens, Aeromonas hydrophilia, Protaminobacter rubens, Microcyclus flavus, Agrobacterium radiobacter, Alicaligenes faecalis, Escherichia coli, Citrobacter freundii, Enterobacter aerogenes, Micrococcus rubens, Staphylococcus epidermidis, Sarcina lutea, Brevibacterium ammoniagenes, Streptococcus faecalis, Leuconostoc mesenteroides, Lactobacillus brevis, Propionibacterium shermanii Cornybacterium equi, Microbacterium lacticum, Cellulomonas fimi, Arthrobacter ureafaeciens, Macrophomina phaseoli, Ascochyta phaseolorum, Colletotrichum sp, Rabatiella caulivora, Stemphylium sarcinaeforme, Rhizoctonia sp and Fusarium sp. The compound (I) may be acylated to produce R<SP>1</SP>-Val-X-Ala-X-OH wherein R<SP>1</SP> is defined as for R. The production of the enzyme is described. In the examples, many of the above microorganisms are illustrated on substrates wherein R is n-caproyl or isovaleryl, and the R<SP>1</SP> prepared are acetyl, isobutyryl, isovaleryl, benzoyl, phenoxyacetyl, 2-phenoxypropionyl, oxalyl, malonyl, palmitoyl, 2-hydroxypropionyl; and the acetyl derivative with the c-methyl ester.
GB681975A 1974-02-28 1975-02-18 Physiologically active tetrapeptides and their n-acyl derivatives and processes for producing the same Expired GB1493969A (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP2395374A JPS5339513B2 (en) 1974-02-28 1974-02-28
JP2884974A JPS5533880B2 (en) 1974-03-12 1974-03-12
JP49040696A JPS5233094B2 (en) 1974-04-10 1974-04-10
JP14520874A JPS537516B2 (en) 1974-12-17 1974-12-17
JP14647474A JPS5173187A (en) 1974-12-19 1974-12-19 nn ashirupeputaidoruibunkaikosono seizoho

Publications (1)

Publication Number Publication Date
GB1493969A true GB1493969A (en) 1977-12-07

Family

ID=27520592

Family Applications (1)

Application Number Title Priority Date Filing Date
GB681975A Expired GB1493969A (en) 1974-02-28 1975-02-18 Physiologically active tetrapeptides and their n-acyl derivatives and processes for producing the same

Country Status (4)

Country Link
CA (1) CA1040123A (en)
DE (1) DE2506601C3 (en)
FR (1) FR2262532B1 (en)
GB (1) GB1493969A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5424845A (en) * 1977-07-22 1979-02-24 Microbial Chem Res Found Novel bio-active peptide and its derivative
CA1258748A (en) * 1981-10-08 1989-08-22 Daniel F. Veber Renin inhibitory peptides
US4384994A (en) * 1981-10-08 1983-05-24 Merck & Co., Inc. Renin inhibitory peptides
CA1245217A (en) * 1981-12-10 1988-11-22 Joshua S. Boger Renin inhibitory peptides having phe su13 xx deletion
FR2531951A1 (en) * 1982-08-17 1984-02-24 Sanofi Sa PEPTIDE DERIVATIVES INHIBITORS OF ACIDIC PROTEASES, PROCESS FOR THEIR PREPARATION AND MEDICAMENTS CONTAINING THEM

Also Published As

Publication number Publication date
DE2506601A1 (en) 1975-09-04
FR2262532B1 (en) 1978-12-22
DE2506601C3 (en) 1980-12-11
FR2262532A1 (en) 1975-09-26
CA1040123A (en) 1978-10-10
DE2506601B2 (en) 1980-04-24

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee