Molecular structure of 5-Methyl-2-thiouridine, CAS Number: 32738-09-3
5-Methyl-2-thiouridine (CAS 32738-09-3)
Alternate Names:
2-Thioribothymidine; m5s2U
Application:
5-Methyl-2-thiouridine is a modified base found in the tRNA of certain extreme thermophiles
CAS Number:
32738-09-3
Molecular Weight:
274.29
Molecular Formula:
C10H14N2O5S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
5-Methyl-2-thiouridine (m5s2U) is a modified base found in the tRNA of certain extreme thermophiles. 5-Methyl-2-thiouridine may be used to study the physical chemical properties that confer high stability to tRNA and other nucleic acid structures. 5-Methyl-2-thiouridine (5-Me-2-thiouridine or 5-Me-T) is a modified nucleoside present in tRNA. It serves as a methylated form of thiouridine within certain tRNAs and is believed to be involved in gene expression regulation. This modified nucleoside arises from the methylation of thiouridine at the 5′ position of the nucleoside.
5-Methyl-2-thiouridine (CAS 32738-09-3) References
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- 5-methyl-2-thiouridine: A new sulfur-containing minor constituent from rat liver glutamic acid and lysine tRNAs. | Kimura-Harada, F., et al. 1971. FEBS Lett. 13: 335-338. PMID: 11945700
- 2'-modified-2-thiothymidine oligonucleotides. | Rajeev, KG., et al. 2003. Org Lett. 5: 3005-8. PMID: 12916967
- Stabilizing contributions of sulfur-modified nucleotides: crystal structure of a DNA duplex with 2'-O-[2-(methoxy)ethyl]-2-thiothymidines. | Diop-Frimpong, B., et al. 2005. Nucleic Acids Res. 33: 5297-307. PMID: 16170156
- Mechanistic characterization of the sulfur-relay system for eukaryotic 2-thiouridine biogenesis at tRNA wobble positions. | Noma, A., et al. 2009. Nucleic Acids Res. 37: 1335-52. PMID: 19151091
- Effects of polyamines from Thermus thermophilus, an extreme-thermophilic eubacterium, on tRNA methylation by tRNA (Gm18) methyltransferase (TrmH). | Hori, H., et al. 2016. J Biochem. 159: 509-17. PMID: 26721905
- Identification of a rhodanese-like protein involved in thiouridine biosynthesis in Thermus thermophilus tRNA. | Shigi, N., et al. 2016. FEBS Lett. 590: 4628-4637. PMID: 27878988
- Synthesis of 2'-O-(N-methylcarbamoylethyl) 5-methyl-2-thiouridine and its application to splice-switching oligonucleotides. | Masaki, Y., et al. 2019. Bioorg Med Chem Lett. 29: 160-163. PMID: 30551900
- A selective and sensitive detection system for 4-thiouridine modification in RNA. | Sugio, Y., et al. 2023. RNA. 29: 241-251. PMID: 36411056
- 5-Methyl-2-thiouridine in the tRNA of Candida tropicalis and its localization in lysine tRNA. | Patwardhan, S. and Cherayil, JD. 1985. J Bacteriol. 162: 55-60. PMID: 3845081
- Molecular mechanism of codon recognition by tRNA species with modified uridine in the first position of the anticodon. | Yokoyama, S., et al. 1985. Proc Natl Acad Sci U S A. 82: 4905-9. PMID: 3860833
- Synthesis and studies on the effect of 2-thiouridine and 4-thiouridine on sugar conformation and RNA duplex stability. | Kumar, RK. and Davis, DR. 1997. Nucleic Acids Res. 25: 1272-80. PMID: 9092639
- CD spectra of 5-methyl-2-thiouridine in tRNA-Met-f from an extreme thermophile. | Watanabe, K., et al. 1976. Nucleic Acids Res. 3: 1703-13. PMID: 967669
- Heat-induced stability of tRNA from an extreme thermophile, Thermus thermophilus. | Watanabe, K., et al. 1976. Biochem Biophys Res Commun. 72: 1137-44. PMID: 985514
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
5-Methyl-2-thiouridine, 5 mg | sc-221035 | 5 mg | $204.00 |