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Issue 11, 2011
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Intrinsic pKa values of 3′-N-α-L-aminoacyl-3′-aminodeoxyadenosines determined by pH dependent 1H NMR in H2O

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Abstract

3′-(α-L-Aminoacylamido)deoxyadenosines are ribosomal A-site binders and mimic the nascent peptide accepting 3′-terminus of aminoacyl transfer RNA. Their α-amino groups exhibit intrinsic basicities in bulk water that differ by up to 1.8 pKa units. Only the neutral form of these nucleophiles can be active during ribosomal peptidyl transfer catalysis.

Graphical abstract: Intrinsic pKa values of 3′-N-α-l-aminoacyl-3′-aminodeoxyadenosines determined by pH dependent 1H NMR in H2O

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Publication details

The article was received on 23 Nov 2010, accepted on 17 Jan 2011 and first published on 01 Feb 2011


Article type: Communication
DOI: 10.1039/C0CC05136E
Citation: Chem. Commun., 2011,47, 3290-3292
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    Intrinsic pKa values of 3′-N-α-L-aminoacyl-3′-aminodeoxyadenosines determined by pH dependent 1H NMR in H2O

    K. S. Krishnakumar, B. Y. Michel, N. Q. Nguyen-Trung, B. Fenet and P. Strazewski, Chem. Commun., 2011, 47, 3290
    DOI: 10.1039/C0CC05136E

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