Publication: A novel acid-catalyzed isomerization of Aib-containing thiodipeptides
A novel acid-catalyzed isomerization of Aib-containing thiodipeptides
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Lehmann, J., Linden, A., & Heimgartner, H. (1999). A novel acid-catalyzed isomerization of Aib-containing thiodipeptides. Helvetica Chimica Acta, 82, 888–908. https://doi.org/10.1002/(SICI)1522-2675(19990609)82:6<888::AID-HLCA888>3.0.CO;2-5
Abstract
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Abstract
The use of amino thioacids in the 'azirine/oxazolone method' led to completely epimerized Aib-containing endothiodipeptides (Aib = 2-aminoisobutyric acid). It could be established that the epimerization occurred during the acidic hydrolysis of the primarily formed dipeptide thioanilides in which the thiocarbonyl group was shifted from the last to the penultimate amino-acid residue. Several conditions for the hydrolysis were tested, and, in some of them, the degree of epimerization could be reduced. By treatment of the Aib-containing d
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- Lehmann, Jürg
- Heimgartner, Heinz
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Lehmann, J., Linden, A., & Heimgartner, H. (1999). A novel acid-catalyzed isomerization of Aib-containing thiodipeptides. Helvetica Chimica Acta, 82, 888–908. https://doi.org/10.1002/(SICI)1522-2675(19990609)82:6<888::AID-HLCA888>3.0.CO;2-5
