Molecular structure of 2-Methylthio-N6-isopentenyladenosine, CAS Number: 20859-00-1
2-Methylthio-N6-isopentenyladenosine (CAS 20859-00-1)
Alternate Names:
N-(3-Methyl-2-butenyl)-2-(methylthio)-adenosine; 2-Methylthio Isopentenyladenosine; 2-Methylthio-6-(3-methyl-2-butenylamino)-β,D-ribofuranosylpurine
Application:
2-Methylthio-N6-isopentenyladenosine is a highly modified nucleoside base
CAS Number:
20859-00-1
Molecular Weight:
381.45
Molecular Formula:
C16H23N5O4S
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
2-Methylthio-N6-isopentenyladenosine may act to affect the accuracy of poly(U) translation. Implicated in processes such as codon-anticodon recognition, reading frame maintenance, and prevention of ribosomal frame-shifting during translation. Found in the transfer RNA (tRNA) of various organisms, including bacteria and eukaryotes. It plays a role in regulating protein synthesis and maintaining proper translation efficiency.
2-Methylthio-N6-isopentenyladenosine (CAS 20859-00-1) References
- Nucleotide sequence and functional characterization of a mitochondrial tRNA(Trp) from Tetrahymena thermophila. | Hekele, A. and Beier, H. 1991. Nucleic Acids Res. 19: 1941. PMID: 1709497
- ms2i6A deficiency enhances proofreading in translation. | Díaz, I. and Ehrenberg, M. 1991. J Mol Biol. 222: 1161-71. PMID: 1762149
- Improving CMC-derivatization of pseudouridine in RNA for mass spectrometric detection. | Durairaj, A. and Limbach, PA. 2008. Anal Chim Acta. 612: 173-81. PMID: 18358863
- CDK5RAP1 deficiency induces cell cycle arrest and apoptosis in human breast cancer cell line by the ROS/JNK signaling pathway. | Wang, H., et al. 2015. Oncol Rep. 33: 1089-96. PMID: 25607831
- Influence of modification next to the anticodon in tRNA on codon context sensitivity of translational suppression and accuracy. | Bouadloun, F., et al. 1986. J Bacteriol. 166: 1022-7. PMID: 3086285
- Effect of a 2-methylthio-N6-isopentenyladenosine deficiency on peptidyl-tRNA release in Escherichia coli. | Petrullo, LA. and Elseviers, D. 1986. J Bacteriol. 165: 608-11. PMID: 3511038
- The presence of 2-methylthio-N6-(delta-2-isopentenyl) adenosine in serine and phenylalanine transfer RNA's from Escherichia coli. | Nishimura, S., et al. 1969. Biochim Biophys Acta. 179: 517-20. PMID: 4890605
- Isolation and characterization of N6-methyladenosine from Escherichia coli valine transfer RNA. | Saneyoshi, M., et al. 1969. Biochim Biophys Acta. 190: 264-73. PMID: 4900574
- Iodine modification of E. coli tRNA Phe: reversible modification of 2-methylthio-N 6 -isopentenyladenosine and lack of disulfide formation. | Faulkner, RD. and Uziel, M. 1971. Biochim Biophys Acta. 238: 464-74. PMID: 5565894
- The role of 2-methylthio-N6-isopentenyladenosine in readthrough and suppression of nonsense codons in Escherichia coli. | Petrullo, LA., et al. 1983. Mol Gen Genet. 190: 289-94. PMID: 6410151
- UGA codon context which spans three codons. Reversal by ms2i6A37 in tRNA, mutation in rpsD(S4) or streptomycin. | Björnsson, A. and Isaksson, LA. 1993. J Mol Biol. 232: 1017-29. PMID: 8371264
- The modified nucleoside 2-methylthio-N6-isopentenyladenosine in tRNA of Shigella flexneri is required for expression of virulence genes. | Durand, JM., et al. 1997. J Bacteriol. 179: 5777-82. PMID: 9294434
- Ein neues bakterielles, von Adenosin abgeleitetes Nukleosid als Beispiel für RNA-Modifikationsschäden | Bessler, L., Vogt, L. M., Lander, M., Dal Magro, C., Keller, P., Kühlborn, J.,.. & Helm, M. 2023. Angewandte Chemie. 135(11): e202217128.
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
2-Methylthio-N6-isopentenyladenosine, 2.5 mg | sc-484230 | 2.5 mg | $406.00 |