Date published: 2026-8-13

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2-Methylthio-N6-threonylcarbamoyladenosine (CAS 70333-82-3)

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Alternate Names:
N-[[[2-(Methylthio)-9-β-D-ribofuranosyl-9H-purin-6-yl]amino]carbonyl]-L-threonine
CAS Number:
70333-82-3
Purity:
≥98%
Molecular Weight:
458.45
Molecular Formula:
C16H22N6O8S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Methylthio-N6-threonylcarbamoyladenosine is a modified nucleoside that plays a critical role in the structure and function of both bacterial and eukaryotic transfer RNAs (tRNAs). As a derivative of threonine, it is particularly significant in the modification of the anticodon loop of tRNA, which is essential for the accuracy and efficiency of protein synthesis. This modification enhances the stability of tRNA interactions with ribosomes, thereby facilitating the correct decoding of mRNA during translation. The presence of this modified nucleoside is for maintaining the integrity of the genetic code translation and plays a role in the regulation of gene expression. Research into 2-Methylthio-N6-threonylcarbamoyladenosine contributes significantly to our understanding of translational fidelity and the adaptive responses of organisms to environmental stresses, making it a subject of interest in molecular biology and genetics studies.


2-Methylthio-N6-threonylcarbamoyladenosine (CAS 70333-82-3) References

  1. Modified nucleoside dependent Watson-Crick and wobble codon binding by tRNALysUUU species.  |  Yarian, C., et al. 2000. Biochemistry. 39: 13390-5. PMID: 11063576
  2. Functional anticodon architecture of human tRNALys3 includes disruption of intraloop hydrogen bonding by the naturally occurring amino acid modification, t6A.  |  Stuart, JW., et al. 2000. Biochemistry. 39: 13396-404. PMID: 11063577
  3. Bringing order to translation: the contributions of transfer RNA anticodon-domain modifications.  |  Agris, PF. 2008. EMBO Rep. 9: 629-35. PMID: 18552770
  4. Identification of urinary modified nucleosides and ribosylated metabolites in humans via combined ESI-FTICR MS and ESI-IT MS analysis.  |  Bullinger, D., et al. 2008. J Am Soc Mass Spectrom. 19: 1500-13. PMID: 18657436
  5. Identification of eukaryotic and prokaryotic methylthiotransferase for biosynthesis of 2-methylthio-N6-threonylcarbamoyladenosine in tRNA.  |  Arragain, S., et al. 2010. J Biol Chem. 285: 28425-33. PMID: 20584901
  6. Identification of a splicing variant that regulates type 2 diabetes risk factor CDKAL1 level by a coding-independent mechanism in human.  |  Zhou, B., et al. 2014. Hum Mol Genet. 23: 4639-50. PMID: 24760768
  7. Diversity of the biosynthesis pathway for threonylcarbamoyladenosine (t(6)A), a universal modification of tRNA.  |  Thiaville, PC., et al. 2014. RNA Biol. 11: 1529-39. PMID: 25629598
  8. Erchen Decoction Prevents High-Fat Diet Induced Metabolic Disorders in C57BL/6 Mice.  |  Gao, BZ., et al. 2015. Evid Based Complement Alternat Med. 2015: 501272. PMID: 26504476
  9. Reactive sulfur species regulate tRNA methylthiolation and contribute to insulin secretion.  |  Takahashi, N., et al. 2017. Nucleic Acids Res. 45: 435-445. PMID: 27568003
  10. Chemical Synthesis of Oligoribonucleotide (ASL of tRNALys T. brucei) Containing a Recently Discovered Cyclic Form of 2-Methylthio-N6 -threonylcarbamoyladenosine (ms2 ct6 A).  |  Debiec, K., et al. 2019. Chemistry. 25: 13309-13317. PMID: 31328310
  11. Biosynthesis and Degradation of Sulfur Modifications in tRNAs.  |  Shigi, N. 2021. Int J Mol Sci. 22: PMID: 34769366
  12. New Efficient Synthesis of tRNA Related Adenosines Bearing the Hydantoin Ring (ct6 A, ms2 ct6 A) by Intramolecular Cyclization of N6 -(N-Boc-α-aminoacyl)-adenosine Derivatives.  |  Frankowska, K. and Sochacka, E. 2022. Chembiochem. 23: e202100655. PMID: 34997683
  13. Abundances of transfer RNA modifications and transcriptional levels of tRNA-modifying enzymes are sex-associated in mosquitoes.  |  Kelley, M., et al. 2022. Insect Biochem Mol Biol. 143: 103741. PMID: 35181477

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Methylthio-N6-threonylcarbamoyladenosine, 5 mg

sc-500885
5 mg
$401.00