Stability studies on the newly discovered cyclic form of tRNA N(6)-threonylcarbamoyladenosine (ct(6)A).

Authors :: Matuszewski M
Sochacka E
Source :: Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2014 Jun 15; Vol. 24 (12), pp. 2703-6. Date of Electronic Publication: 2014 Apr 21.
Publication Year :: 2014
Abstract: A cyclic form of N(6)-threonylcarbamoyladenosine bearing an oxazolone moiety (ct(6)A) was discovered very recently at the position 37 in several tRNA sequences. Our study on the synthesized 5',3',2'-O-acetylated derivative of ct(6)A confirmed high stability of the modified nucleoside under physiological conditions (PBS buffer, pH 7.4) and revealed remarkable stability of the oxazolone ring in acidic (100mM HCl, pH 1) and basic (0.1mM NaOH, pH 10) conditions. This feature may allow for the post-synthetic conversion of t(6)A into ct(6)A in assembled oligoribonucleotides.<br /> (Copyright © 2014 Elsevier Ltd. All rights reserved.)

Subjects :: Adenosine chemistry
Cyclization
Drug Stability
Magnetic Resonance Spectroscopy
Molecular Structure
Adenosine analogs & derivatives
Drug Discovery
RNA, Transfer chemistry

Full Text Access

Tools