title: Intrinsic pKa values of 3'-N-α-l-aminoacyl-3'-aminodeoxyadenosines determined by pH dependent 1H NMR in H2O.
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 pK(a) units. Only the neutral form of these nucleophiles can be active during ribosomal peptidyl transfer catalysis.
authors.affiliation: 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.
authors.forename: Kollappillil S
authors.initials: KS
authors.lastname: Krishnakumar
authors.forename: Benoît Y
authors.initials: BY
authors.lastname: Michel
authors.forename: Nhat Quang
authors.initials: NQ
authors.lastname: Nguyen-Trung
authors.forename: Bernard
authors.initials: B
authors.lastname: Fenet
authors.forename: Peter
authors.initials: P
authors.lastname: Strazewski
mesh_terms: D003839:Deoxyadenosines / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D012346:RNA, Transfer, Amino Acyl / Q000737:chemistry; D014867:Water / Q000737:chemistry
chemical_list: D003839:Deoxyadenosines; D012346:RNA, Transfer, Amino Acyl; D014867:Water