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

作者：Matuszewski Michal; Sochacka Elzbieta^*

来源：Bioorganic & Medicinal Chemistry Letters, 2014, 24(12): 2703-2706.

DOI：10.1016/j.bmcl.2014.04.048

• Cyclic N-6-threonylcarbamoyladenosine
• (ct(6)A)
• N-6-threonylcarbamoyladenosine (t(6)A)
• tRNA
• Modified nucleosides
• Oxazolones

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 (100 mM HCl, pH 1) and basic (0.1 mM NaOH, pH 10) conditions. This feature may allow for the post-synthetic conversion of t(6)A into ct(6)A in assembled oligoribonucleotides.

• 出版日期2014-6-15