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Uridine-5-oxyacetic acid (CAS 28144-25-4)

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Alternate Names:
5-carboxymethoxyuridine
CAS Number:
28144-25-4
Purity:
≥98%
Molecular Weight:
318.24
Molecular Formula:
C11H14N2O9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Uridine-5-oxyacetic acid (U5OA) is a significant biochemical compound extensively studied in recent years. It is a naturally occurring substance in the human body, sharing structural similarities with uridine, an RNA nucleoside. Uridine-5-oxyacetic acid plays a vital role in various biochemical and physiological processes and has found applications in diverse scientific research studies. Scientists have employed Uridine-5-oxyacetic acid in investigations related to gene expression, cell signaling, and metabolic processes. It has proven valuable in examining the impact of oxidative stress on cells and understanding the regulatory role of Uridine-5-oxyacetic acid in energy metabolism. Additionally, Uridine-5-oxyacetic acid has been explored in cancer research, demonstrating its ability to impede the growth of specific tumor cells.The mechanism of action of Uridine-5-oxyacetic acid involves inhibiting certain enzymes responsible for carbohydrate and protein metabolism. Notably, it hinders the activity of glycolytic enzymes involved in glucose breakdown. Furthermore, Uridine-5-oxyacetic acid has been observed to inhibit proteolytic enzymes responsible for protein breakdown.


Uridine-5-oxyacetic acid (CAS 28144-25-4) References

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  2. Mechanism for expanding the decoding capacity of transfer RNAs by modification of uridines.  |  Weixlbaumer, A., et al. 2007. Nat Struct Mol Biol. 14: 498-502. PMID: 17496902
  3. The wobble hypothesis revisited: uridine-5-oxyacetic acid is critical for reading of G-ending codons.  |  Näsvall, SJ., et al. 2007. RNA. 13: 2151-64. PMID: 17942742
  4. Anticodon domain modifications contribute order to tRNA for ribosome-mediated codon binding.  |  Vendeix, FA., et al. 2008. Biochemistry. 47: 6117-29. PMID: 18473483
  5. Chorismic acid, a key metabolite in modification of tRNA.  |  Hagervall, TG., et al. 1990. J Bacteriol. 172: 252-9. PMID: 2104604
  6. S-Adenosyl-S-carboxymethyl-L-homocysteine: a novel cofactor found in the putative tRNA-modifying enzyme CmoA.  |  Byrne, RT., et al. 2013. Acta Crystallogr D Biol Crystallogr. 69: 1090-8. PMID: 23695253
  7. Conformational preferences of modified uridines: comparison of AMBER derived force fields.  |  Deb, I., et al. 2014. J Chem Inf Model. 54: 1129-42. PMID: 24697757
  8. Favored and less favored codon-anticodon duplexes arising from the GC codon family box encoding for alanine: some computational perspectives.  |  Devi, M. and Lyngdoh, RHD. 2018. J Biomol Struct Dyn. 36: 1029-1049. PMID: 28393624
  9. 5-Oxyacetic Acid Modification Destabilizes Double Helical Stem Structures and Favors Anionic Watson-Crick like cmo5 U-G Base Pairs.  |  Strebitzer, E., et al. 2018. Chemistry. 24: 18903-18906. PMID: 30300940
  10. Pairing properties of the methylester of 5-carboxymethyl uridine in the wobble position of yeast tRNA3Arg.  |  Weissenbach, J. and Dirheimer, G. 1978. Biochim Biophys Acta. 518: 530-4. PMID: 350282
  11. On the biosynthesis of 5-methoxyuridine and uridine-5-oxyacetic acid in specific procaryotic transfer RNAs.  |  Murao, K., et al. 1978. Nucleic Acids Res. 5: 1273-81. PMID: 418384
  12. Isolation and partial characterization of Escherichia coli valine transfer RNA with uridine-derived residues replaced by 5-fluorouridine.  |  Horowitz, J., et al. 1974. J Mol Biol. 88: 301-12. PMID: 4616086
  13. The effect of point mutations affecting Escherichia coli tryptophan tRNA on anticodon-anticodon interactions and on UGA suppression.  |  Vacher, J., et al. 1984. J Mol Biol. 177: 329-42. PMID: 6379198
  14. Codon-reading specificity of an unmodified form of Escherichia coli tRNA1Ser in cell-free protein synthesis.  |  Takai, K., et al. 1996. Nucleic Acids Res. 24: 2894-9. PMID: 8760870

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Uridine-5-oxyacetic acid, 5 mg

sc-500887
5 mg
$391.00