GB817692A - Production of cobalamine analogues - Google Patents

Production of cobalamine analogues

Info

Publication number
GB817692A
GB817692A GB20627/56A GB2062756A GB817692A GB 817692 A GB817692 A GB 817692A GB 20627/56 A GB20627/56 A GB 20627/56A GB 2062756 A GB2062756 A GB 2062756A GB 817692 A GB817692 A GB 817692A
Authority
GB
United Kingdom
Prior art keywords
hydroxybenzimidazole
cobalamines
diaminophenol
analogues
amino
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
GB20627/56A
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB817692A publication Critical patent/GB817692A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H23/00Compounds containing boron, silicon, or a metal, e.g. chelates, vitamin B12
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/26Preparation of nitrogen-containing carbohydrates
    • C12P19/28N-glycosides
    • C12P19/42Cobalamins, i.e. vitamin B12, LLD factor

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

The invention comprises a composition having LLD activity which comprises an intimate mixture of cobalamines and hydroxybenzimidazole analogues of cobalamines and a process for producing hydroxybenzimidazole analogues of cobalamines having LLD activity which comprises fermenting a nutrient medium containing a 3,4-diaminophenol compound by means of a strain of a microorganism selected from the genus Pseudomonas and capable of producing cobalamines having LLD activity. Suitable strains of fungi are P. aeruginosa, P. fiuorescens, P. mildenbergii, P. mucidolens, P. lumichroma, P. denitrificans, P. chloraraphis, P. rugosa, P. nigrificans and P. salinaria. Typical 3,4-diaminophenol compounds are compounds having the formula <FORM:0817692/IV (b)/1> where R is hydrogen or a polyhydroxyalkyl or acyl group and where each of A and B represents a pair of hydrogen atoms or a group convertible by hydrolysis or reduction to a pair of hydrogen atoms, or where A and B are linked together to form a ring structure. If R is acyl, preferably it is of the form R1.CO- wherein R1 is an alkyl, aryl or aralkyl group having 1-8 carbon atoms. Examples of polyhydroxyalkyl groups are methyl D-glucoside, D-fructoside, 1-a -D-riboturenoside - 5 - hydroxybenzimidazole, 1 - a - D - ribopyranosido - 5 - hydroxy - benzimidazole, 1 - L - arabinopyranosido - 5 - hydroxybenzimidazole, 1 - L - xylopyranisido-5 - hydroxybenzimidazole, and 1 - b - D - ribopyraniside - 5 - hydroxybenzimidazole. Among the precursors mentioned are 5-hydroxybenzimidazole, N - acetyl - 5 - hydroxybenzimidazole, 3,4 - diaminophenol 3 - amino - 4 - nitrophenol, N,N1 - diacetyl - 3,4 - diaminophenol, 3 - amino - 4 - nitrosophenol, N - (D - glucosido) - 5 - hydroxybenzimidazole, and their acid salts such as hydrochloride hydrobromide and sulphate. In examples, Pseudomonas denitrificans is employed in fermenting different media. Specifications 681,503, 694,943 and 695,273 are referred to.
GB20627/56A 1955-07-08 1956-07-03 Production of cobalamine analogues Expired GB817692A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US817692XA 1955-07-08 1955-07-08

Publications (1)

Publication Number Publication Date
GB817692A true GB817692A (en) 1959-08-06

Family

ID=22166268

Family Applications (1)

Application Number Title Priority Date Filing Date
GB20627/56A Expired GB817692A (en) 1955-07-08 1956-07-03 Production of cobalamine analogues

Country Status (1)

Country Link
GB (1) GB817692A (en)

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