CAS 29428-50-0

Methyl 1,2,3,4-tetrahydro-2,4-dioxo-1-β-D-ribofuranosyl-5-pyrimidineacetate

Description:

Methyl 1,2,3,4-tetrahydro-2,4-dioxo-1-β-D-ribofuranosyl-5-pyrimidineacetate, with the CAS number 29428-50-0, is a chemical compound that features a complex structure characterized by a pyrimidine ring and a ribofuranosyl moiety. This compound is notable for its potential biological activity, particularly in the context of nucleoside analogs, which can influence nucleic acid metabolism. The presence of the tetrahydro and dioxo groups contributes to its reactivity and stability under various conditions. Typically, such compounds may exhibit properties such as solubility in polar solvents, and they may participate in hydrogen bonding due to the presence of hydroxyl and carbonyl functional groups. The methyl ester functionality suggests that it may undergo hydrolysis to release the corresponding acid, which could further impact its biological interactions. Overall, this compound's structural features position it as a candidate for research in medicinal chemistry, particularly in the development of antiviral or anticancer agents.

Formula: C₁₂H₁₆N₂O₈

InChI: InChI=1/C12H16N2O8/c1-21-7(16)2-5-3-14(12(20)13-10(5)19)11-9(18)8(17)6(4-15)22-11/h3,6,8-9,11,15,17-18H,2,4H2,1H3,(H,13,19,20)/t6-,8-,9-,11-/m1/s1

InChI key: InChIKey=YIZYCHKPHCPKHZ-PNHWDRBUSA-N

SMILES: O[C@H]1[C@@H](O[C@H](CO)[C@H]1O)N2C(=O)NC(=O)C(CC(OC)=O)=C2

Synonyms:

• 5-Carboxymethyluridine methyl ester
• 5-Methoxycarbonyl methyl uridine
• 5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-, methyl ester
• Methyl 1,2,3,4-tetrahydro-2,4-dioxo-1-β-<span class="text-smallcaps">D</span>-ribofuranosyl-5-pyrimidineacetate
• Uridine, 5-(2-Methoxy-2-Oxoethyl)-
• 5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-β-D-ribofuranosyl-, methyl ester
• 5-(2-Methoxy-2-oxoethyl)uridine
• Methyl 1,2,3,4-tetrahydro-2,4-dioxo-1-β-D-ribofuranosyl-5-pyrimidineacetate
• 5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-beta-D-ribofur anosyl-, methyl ester
• 5-(Methoxycarbonyl) methyluridine (MCM5U
• 5-<(methylcarboxy)methyl>uridine
• 1,2,3,4-Tetrahydro-2,4-dioxo-1-beta-D-ribofuranosyl-5-pyrimidineacetic Acid Methyl Ester, 5-(Methoxy carbonyl)-methyluridine, Uridine 5-acetic acid methyl ester
• 1,2,3,4-Tetrahydro-2,4-dioxo-1-beta-D-ribofuranosyl-5-pyriMidineacetic Acid Methyl Ester
• 5-(Methoxycarbonyl) methyluridine (MCM5U),Uridine 5-acetic acid methyl ester, RNA mCm5U

5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-β-D-ribofuranosyl-, methyl ester

CAS: 29428-50-0

Formula: C₁₂H₁₆N₂O₈

Purity: 98%

Color and Shape: Solid

Molecular weight: 316.2640

Ref: IN-DA002YCW

5-(Methoxycarbonyl)methyluridine

CAS: 29428-50-0

5-(Methoxycarbonyl)methyluridine

Purity: ≥98%

Molecular weight: 316.26g/mol

Ref: 54-BUP20284

5-(Methoxycarbonyl)methyluridine

CAS: 29428-50-0

5-(Methoxycarbonyl)methyluridine is an important modifying nucleotide in tRNAs, and the lack of the mcm5U modification leads to increased protein aggregation.

Formula: C₁₂H₁₆N₂O₈

Purity: 99.71%

Color and Shape: Solid

Molecular weight: 316.26

Ref: TM-TNU0040

5-Methoxycarbonyl Methyl Uridine

Controlled Product

CAS: 29428-50-0

Applications 5-Methoxycarbonyl methyl uridine is a nucleoside constituent of yeast transfer RNA. 5-Methoxycarbonyl methyl uridine is also a derivative of 5-carboxymethyluridine, a carboxyl-containing nucleoside that was isolated from transfer RNA of Baker’s Yeast.
References Gray, M. & Lane, B.: Biochemistry, 7, 3441 (1968); Tumaitis, T. & Lane, B.: BBA-Nuc. Acid. Prot. Synth., 224, 391 (1970)

Formula: C₁₂H₁₆N₂O₈

Color and Shape: Neat

Molecular weight: 316.26

Ref: TR-M261615

5-Methoxycarbonylmethyluridine

CAS: 29428-50-0

5-Methoxycarbonylmethyluridine is a nucleoside that is a precursor in the synthesis of other nucleotides. It has been shown to have potential as a biomarker for various diseases, such as metabolic disorders and hepatic steatosis. 5-Methoxycarbonylmethyluridine also inhibits the activity of methyltransferases, which are enzymes that catalyze the transfer of methyl groups from S-adenosylmethionine to substrates. It is also used as a model system for polymerase chain reaction in cancer research, because it has been shown to inhibit DNA replication by blocking the incorporation of uracil into DNA.
5-Methoxycarbonylmethyluridine has been found at high levels in fetal bovine serum and eukaryotic cells, but not in prokaryotes or cancerous tissues.

Formula: C₁₂H₁₆N₂O₈

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 316.26 g/mol

Ref: 3D-NM45525