title: Stability studies on the newly discovered cyclic form of tRNA N(6)-threonylcarbamoyladenosine (ct(6)A).
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.
authors.affiliation: Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, Lodz 90-924, Poland.
authors.forename: Michal
authors.initials: M
authors.lastname: Matuszewski
authors.affiliation: Institute of Organic Chemistry, Faculty of Chemistry, Lodz University of Technology, Lodz 90-924, Poland. Electronic address: elzbieta.sochacka@p.lodz.pl.
authors.forename: Elzbieta
authors.initials: E
authors.lastname: Sochacka
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000737:chemistry; D003500:Cyclization; D055808:Drug Discovery; D004355:Drug Stability; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012343:RNA, Transfer / Q000737:chemistry*
chemical_list: C111429:N6-methyl-N6-threonylcarbamoyladenosine; D012343:RNA, Transfer; D000241:Adenosine
keywords: Cyclic N(6)-threonylcarbamoyladenosine (ct(6)A); Modified nucleosides; N(6)-threonylcarbamoyladenosine (t(6)A); Oxazolones; tRNA