Intrinsic pKa values of 3'-N-α-l-aminoacyl-3'-aminodeoxyadenosines determined by pH dependent 1H NMR in H2O.

Kollappillil S Krishnakumar, Benoît Y Michel, Nhat Quang Nguyen-Trung, Bernard Fenet, Peter Strazewski

Université Lyon 1, CNRS UMR 5246, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Laboratoire de Synthèse de Biomolécules, 43 boulevard du 11 novembre 1918, 69622 Villeurbanne, France.

Chemical communications (Cambridge, England) 2011 Mar 21

filter terms:

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 pK(a) units. Only the neutral form of these nucleophiles can be active during ribosomal peptidyl transfer catalysis.

Citation

Kollappillil S Krishnakumar, Benoît Y Michel, Nhat Quang Nguyen-Trung, Bernard Fenet, Peter Strazewski. Intrinsic pKa values of 3'-N-α-l-aminoacyl-3'-aminodeoxyadenosines determined by pH dependent 1H NMR in H2O. Chemical communications (Cambridge, England). 2011 Mar 21;47(11):3290-2