Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 24, Issue 12, Pages 2703-2706Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2014.04.048
Keywords
Cyclic N-6-threonylcarbamoyladenosine; (ct(6)A); N-6-threonylcarbamoyladenosine (t(6)A); tRNA; Modified nucleosides; Oxazolones
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Funding
- Statutory Funds of Lodz University of Technology [I-18/15/DzS]
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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. (C) 2014 Elsevier Ltd. All rights reserved.
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