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Issue 13, 2011
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Alternating chemical ligation reactivity of S-acyl peptides explained with theory and computations

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Abstract

Previously discovered alternating reactivity of S-acyl di-, tri-, and tetrapeptide in internal chemical ligation reactions is rationalised using conformational search, virtual screening methods and quantum chemical calculations. Conformational preorganisation is shown to be the major controller of reactivity, with hydrogen bonding providing additional stabilisation for the tetrapeptide structure.

Graphical abstract: Alternating chemical ligation reactivity of S-acyl peptides explained with theory and computations

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Publication details

The article was received on 05 Apr 2011, accepted on 26 Apr 2011 and first published on 26 Apr 2011


Article type: Communication
DOI: 10.1039/C1OB05536D
Citation: Org. Biomol. Chem., 2011,9, 4756-4759
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    Alternating chemical ligation reactivity of S-acyl peptides explained with theory and computations

    A. A. Oliferenko and A. R. Katritzky, Org. Biomol. Chem., 2011, 9, 4756
    DOI: 10.1039/C1OB05536D

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