Molecular structure of 5-methoxycarbonylmethyl-2-thiouridine, CAS Number: 20299-15-4
5-methoxycarbonylmethyl-2-thiouridine (CAS 20299-15-4)
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CAS Number:
20299-15-4
Molecular Weight:
332.33
Molecular Formula:
C12H16N2O7S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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5-(Methoxycarbonylmethyl)-2-thiouridine or Mcm5s2U,, is a thiourea derivative of uridine present in RNA and DNA. It plays a role in altering the structure of RNA and DNA, enabling the manipulation of gene expression and regulation. Moreover, 5-methoxycarbonylmethyl-2-thiouridine has been utilized for modifying proteins and peptides, facilitating the adjustment of their structure and activity. This modification process involves the formation of covalent bonds between 5-methoxycarbonylmethyl-2-thiouridine and various biological molecules such as proteins, peptides, RNA, and DNA. These covalent bonds ultimately lead to the modification of the target molecule′s structure and activity.
5-methoxycarbonylmethyl-2-thiouridine (CAS 20299-15-4) References
- Kluyveromyces lactis gamma-toxin, a ribonuclease that recognizes the anticodon stem loop of tRNA. | Lu, J., et al. 2008. Nucleic Acids Res. 36: 1072-80. PMID: 18096622
- A genome-wide screen identifies genes required for formation of the wobble nucleoside 5-methoxycarbonylmethyl-2-thiouridine in Saccharomyces cerevisiae. | Huang, B., et al. 2008. RNA. 14: 2183-94. PMID: 18755837
- 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
- Functional recognition of the modified human tRNALys3(UUU) anticodon domain by HIV's nucleocapsid protein and a peptide mimic. | Graham, WD., et al. 2011. J Mol Biol. 410: 698-715. PMID: 21762809
- Human tRNA(Lys3)(UUU) is pre-structured by natural modifications for cognate and wobble codon binding through keto-enol tautomerism. | Vendeix, FA., et al. 2012. J Mol Biol. 416: 467-85. PMID: 22227389
- Translational infidelity-induced protein stress results from a deficiency in Trm9-catalyzed tRNA modifications. | Patil, A., et al. 2012. RNA Biol. 9: 990-1001. PMID: 22832247
- Familial dysautonomia (FD) patients have reduced levels of the modified wobble nucleoside mcm(5)s(2)U in tRNA. | Karlsborn, T., et al. 2014. Biochem Biophys Res Commun. 454: 441-5. PMID: 25450681
- The role of wobble uridine modifications in +1 translational frameshifting in eukaryotes. | Tükenmez, H., et al. 2015. Nucleic Acids Res. 43: 9489-99. PMID: 26283182
- Independent suppression of ribosomal +1 frameshifts by different tRNA anticodon loop modifications. | Klassen, R., et al. 2017. RNA Biol. 14: 1252-1259. PMID: 27937809
- The Profile and Dynamics of RNA Modifications in Animals. | van Delft, P., et al. 2017. Chembiochem. 18: 979-984. PMID: 28449301
- Monitoring the 5-methoxycarbonylmethyl-2-thiouridine (mcm5s2U) modification in eukaryotic tRNAs via the γ-toxin endonuclease. | Lentini, JM., et al. 2018. RNA. 24: 749-758. PMID: 29440318
- tRNA Modification Detection Using Graphene Nanopores: A Simulation Study. | Onanuga, K., et al. 2017. Biomolecules. 7: PMID: 32962315
- Development of a highly sensitive method for the quantitative analysis of modified nucleosides using UHPLC-UniSpray-MS/MS. | Kogaki, T., et al. 2021. J Pharm Biomed Anal. 197: 113943. PMID: 33601155
- Monitoring the 5-Methoxycarbonylmethyl-2-Thiouridine (mcm5s2U) Modification Utilizing the Gamma-Toxin Endonuclease. | Lentini, JM. and Fu, D. 2021. Methods Mol Biol. 2298: 197-216. PMID: 34085247
- HITS-CLIP analysis of human ALKBH8 reveals interactions with fully processed substrate tRNAs and with specific noncoding RNAs. | Cavallin, I., et al. 2022. RNA. 28: 1568-1581. PMID: 36192131
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
5-methoxycarbonylmethyl-2-thiouridine, 5 mg | sc-500886 | 5 mg | $397.00 |