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  • Chemistry  (4)
  • 1965-1969  (4)
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  • 1
    Electronic Resource
    Electronic Resource
    Zur Kenntnis der Benzylpenicilloinsäure (1967)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 50 (1967), S. 2011-2018 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The molar penamaldate value of benzylpenicilloic acid and the influence of large amounts of benzylpenicillin on the estimation of penamaldate values and penamaldate stabilities of benzylpenicilloic acid and ε-(benzylpenicilloyl-α-amido)-caproic acid have been determined. The molar penamaldate values of purified benzylpenicilloate and of benzylpenicillin hydrolyzed in alkali were equal, indicating that benzylpenicillin upon alkaline hydrolysis is converted to penicilloic acid exclusively, with no side reactions occurring to any considerable degree. Benzylpenicilloate mutarotates in neutral solution as well as in alkali, the reaction being unaffected by metal ion complexing with ethylene diamine tetraacetate. ε-(Benzylpenicilloyl-α-amido)-caproate also mutarotates in alkali; no mutarotation occurs however in neutral solution. Different mechanisms of epimerisation have therefore to be considered for the mutarotations of penicilloates and of α-amides of penicilloic acid respectively.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19670500734
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  • 2
    Electronic Resource
    Electronic Resource
    Chemische Aspekte der Penicillin-Allergie: Die direkte Penicilloylierung von ε-Aminogruppen durch Penicilline bei pH 7, 4Über einen Teil dieser Ergebnisse wurde bereits kurz berichtet [1]. (1966)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 49 (1966), S. 1695-1707 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The aminolysis of penicillins by ε-amino groups at pH 7,4 is demonstrated. It is shown that penicillenic acid, formed spontaneously under these conditions from penicillins, does not contribute significantly to the penicilloylations observed. Penicillin therefore can directly form penicilloylamides under physiological conditions.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19660490532
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  • 3
    Electronic Resource
    Electronic Resource
    Chemische Aspekte der Penicillin-Allergie: die direkte Bildung der Penicilloyl-Determinanten aus PenicillinÜber einen Teil dieser Ergebnisse wurde bereits kurz berichtet [1]. (1966)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 49 (1966), S. 1707-1714 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The aminolysis of two penicillin-like compounds which cannot form penicillenic acid has been studied: 16-Aminopenicillanic acid (which is highly immunogenic) reacts directly with ε-amino groups at pH 7,4 under CO2-free conditions; the possible role of its polymerisation in this reaction remains to be studied.26-Dinitrophenylamino-penicillanic acid reacts with εamino groups at pH 7,4 as fast as benzylpenicillin and other penicillins. Its immunogenicity in the rabbit is similar to that of benzylpenicillin.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19660490533
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  • 4
    Electronic Resource
    Electronic Resource
    Unterscheidung der Penicilloinsäuren von funktionellen Derivaten ihrer. α-Carboxylgruppe mittels Penamaldat-Stabilitätsbestimmung (1966)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 49 (1966), S. 1689-1694 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The distinction between derivatives of penicilloic acids with modified α-carboxyl function and the corresponding penicilloic acids themselves by means of a photometric test is described. The procedure involves conversion of the penicillin derivatives to penamaldates by the action of mercuric chloride, and comparison of the stability of the extinction at 282 nm in phosphate buffer at pH 7,4. The stabilities of the free penamaldates made from penicilloic acids are quite low (half life 4 to 5 minutes) and contrast with the high stabilities of penamaldoyl derivatives obtained from the α-derivatives of penicilloic acids. Some characteristics of the method are discussed, and its potential usefulness for the quantitative analysis of mixtures of penicilloic acid and α-derivatives of penicilloic acid is demonstrated.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19660490531
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