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  • 1
    Electronic Resource
    Electronic Resource
    Versuche zur Anwendung von Thermitase als Katalysator zur Knüpfung der Peptidbindung (1981)
    Springer
    Monatshefte für Chemie 112 (1981), S. 1099-1102 
    Details
    ISSN: 1434-4475
    Keywords: Enzymatic peptide synthesis ; Thermitase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The utility of thermitase, a thermophilic proteolytic enzyme fromThermoactinomyces vulgaris, as a catalyst for peptide synthesis has been studied using several Nα-benzyloxycarbonyl dipeptide esters as carboxyl components and Leu-NH2 as nucleophile. Couplings were most successful with substrates containing Met, Leu, Ala, Phe, Tyr in P1-position, and Val, Ala, Pro in P2, whereas the substrates with Val, Ile, Pro in P1 failed to couple.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00905078
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Solubilisierende Schutzgruppen für enzymatische Peptidsynthesen Untersuchungen mit Polyoxyethylen-gebundenen Substraten (1985)
    Springer
    Monatshefte für Chemie 116 (1985), S. 111-117 
    Details
    ISSN: 1434-4475
    Keywords: Chymotrypsin ; Enzymatic peptide synthesis ; Liquid phase peptide synthesis ; Solubilizing protective groups ; Polyoxyethylene
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The utility of amino acids and dipeptides esterified to solubilizing polyoxyethylene supports as substrates for protease-mediated peptide bond formation was studied using free and immobilized α-chymotrypsin as a catalyst. Poor yields were obtained with Nα-protected amino acid or dipeptide polyoxyethylene esters as carboxyl components, most probably due to a shielding of the active site of the acyl enzyme intermediate by the polymer favouring hydrolytic cleavage. Experiments with polyoxyethylene esters as nucleophiles gave good results with free chymotrypsin, immobilized chymotrypsin predominantly caused hydrolysis of the ester carboxyl component due to unfavourable interactions between the soluble and insoluble polymers.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00798284
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Model studies on the utility of nucleophiles bound to insoluble supports for enzymatic peptide synthesis (1982)
    Springer
    Monatshefte für Chemie 113 (1982), S. 331-337 
    Details
    ISSN: 1434-4475
    Keywords: α-Chymotrypsin ; Enzymatic peptide synthesis ; Papain ; Solidphase peptide synthesis ; Thermolysin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Thermolysin, α-Chymotrypsin und Papain wurden als Biokatalysatoren für die Kupplung verschiedener Carboxylkomponenten an kieselgel-gebundenes Leucinamid als Nucleophil eingesetzt. Für erfolgreiche Kupplungen war eine Spacerlänge von 21 kovalenten Bindungen entsprechend 7 Aminosäureresten erforderlich. Diese Synthesevariante eröffnet die Möglichkeit, racemisierungsfreie Segmentkondensationen an unlöslichen polymeren Trägern mit Hilfe von Proteasen durchzuführen.
    Notes: Abstract Thermolysin, α-chymotrypsin, and papain were used as biocatalysts for the coupling of several carboxyl components to silica-supported leucine amide as a nucleophile. A spacer length of 21 covalent bonds corresponding to 7 amino acid residues was required for successful coupling. This approach offers the possibility of using proteases for racemization-free segment condensations on insoluble polymeric supports.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00799560
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    Paper (German National Licenses)
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  • 4
    Electronic Resource
    Electronic Resource
    Papainkatalysierte kinetisch kontrollierte Peptidsynthese. Verwendung von Alkylestern des Arginins als Aminokomponente (1989)
    Springer
    Monatshefte für Chemie 120 (1989), S. 437-443 
    Details
    ISSN: 1434-4475
    Keywords: Enzymatic peptide synthesis ; Arginine peptides ; Papain
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary The papain-catalyzed reaction of esters of Z-alanine with various arginine esters was investigated. Using H-Arg-OPr i as a nucleophile the expected dipeptide product results in high yield. Otherwise, reactions with arginine esters of primary alkohols provide products undergoing further reactions. This allows the synthesis of N-protected peptide esters containing two or more arginine residues in a one-step reaction. The influence of reaction conditions on the process was investigated.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00811555
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    Paper (German National Licenses)
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  • 5
    Electronic Resource
    Electronic Resource
    Model studies on protease-catalysed peptide synthesis using 9-fluorenylmethoxycarbonyl protected amino acid derivatives (1992)
    Springer
    Monatshefte für Chemie 123 (1992), S. 1015-1022 
    Details
    ISSN: 1434-4475
    Keywords: Enzymatic peptide synthesis ; Fmoc-protected amino acid derivatives ; Chymotrypsin ; Papain ; Thermolysin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Fmoc-Phe-OMe,Fmoc-Ala-OMe undFmoc-Gly-OH wurden unter katalytischer Wirkung von Chymotrypsin, Papain bzw. Thermolysin mit H-Leu-NH2 gekuppelt und der Einfluß verschiedener Reaktionsmedien und -parameter, wie Reaktanden- und Enzymkonzentration sowie Reaktionszeit, auf die Peptidbindungsbildung untersucht.
    Notes: Summary Fmoc-Phe-OMe,Fmoc-Ala-OMe andFmoc-Gly-OH were coupled with H-Leu-NH2 under catalytic action of chymotrypsin, papain and thermolysin, respectively. The influence of different reaction media and several reaction parameters, such as reactants and enzyme concentrations as well as reaction time, on the peptide bond formation was investigated.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00810932
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    Paper (German National Licenses)
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