29428-50-0 Usage
Description
5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-beta-D-ribofuranosyl-, methyl ester is a nucleoside derivative, specifically a constituent of yeast transfer RNA. It is a derivative of uridine, featuring an additional methoxycarbonylmethyl substituent at position 5 on the uracil ring. 5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-beta-D-ribofur anosyl-, methyl ester plays a significant role in the structure and function of transfer RNA, contributing to the overall stability and translational efficiency of the molecule.
Uses
Used in Molecular Biology:
5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-beta-D-ribofuranosyl-, methyl ester is used as a structural component for enhancing the stability and functionality of transfer RNA in yeast. Its presence in the transfer RNA molecule contributes to the accurate translation of genetic information during protein synthesis.
Used in Pharmaceutical Research:
As a derivative of uridine, 5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-beta-D-ribofuranosyl-, methyl ester may have potential applications in the development of novel therapeutic agents targeting RNA-related diseases or conditions. Its unique structure could be exploited for designing drugs that modulate RNA function or interact with specific RNA targets.
Used in Biochemical Studies:
5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-beta-D-ribofur anosyl-, methyl ester can be utilized in biochemical research to investigate the role of modified nucleosides in RNA biology, gene expression, and cellular processes. Understanding the function and importance of such modifications can provide insights into the molecular mechanisms underlying various biological phenomena and may lead to the discovery of new targets for therapeutic intervention.
Used in Synthetic Chemistry:
5-Pyrimidineacetic acid, 1,2,3,4-tetrahydro-2,4-dioxo-1-beta-D-ribofuranosyl-, methyl ester can serve as a starting material or intermediate in the synthesis of more complex nucleoside analogs and RNA derivatives. These synthesized compounds can be used for various applications, including the development of new drugs, imaging agents, or research tools.
Check Digit Verification of cas no
The CAS Registry Mumber 29428-50-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,9,4,2 and 8 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 29428-50:
(7*2)+(6*9)+(5*4)+(4*2)+(3*8)+(2*5)+(1*0)=130
130 % 10 = 0
So 29428-50-0 is a valid CAS Registry Number.
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
29428-50-0Relevant articles and documents
Novel C-C Bond Formation at the 5-Position of Uracils. Facile Synthesis of 5-Methoxycarbonylmethyluridine and 5-Carbamoylmethyluridine, Minor Component Nucleosides derived from transfer Ribonuclease
Hirota, Kosaku,Suematsu, Morio,Kuwabara, Yoshitaka,Asao, Tetsuji,Senda, Shigeo
, p. 623 - 624 (1981)
5-Hydroxyuracil derivatives were treated with stable Wittig reagents to give the corresponding 5-alkyluracil derivatives such as 5-methoxycarbonylmethyluridine and 5-carbamoylmethyluridine.
The influence of the C5 substituent on the 2-thiouridine desulfuration pathway and the conformational analysis of the resulting 4-pyrimidinone products
Bartos, Paulina,Ebenryter-Olbinska, Katarzyna,Sochacka, Elzbieta,Nawrot, Barbara
supporting information, p. 5587 - 5594 (2015/11/11)
In recent years, increasing attention has been focused on the posttranscriptional modifications present in transfer RNAs (tRNAs), which have been suggested to constitute another level of regulation of gene expression. The most representative among them are the 5-substituted 2-thiouridines (R5S2U), which are located in the wobble position of the anticodon and play a fundamental role in the tuning of the translation process. On the other hand, sulfur-containing biomolecules are the primary site for the attack of reactive oxygen species (ROS). We have previously demonstrated that under in vitro conditions that mimic oxidative stress in the cell, the S2U alone or bound to an RNA chain undergoes desulfuration to yield uridine and 4-pyrimidinone nucleoside (H2U) products. The reaction is pH- and concentration-dependent. In this study, for the first time, we demonstrate that the substituent at the C5 position of the 2-thiouracil ring of R5S2Us influences the desulfuration pathway, and thus the products ratio. As the substituent R changes, the amount of R5H2U increases in the order H- > CH3O- > CH3OC(O)CH2- > HOC(O)CH2NHCH2- ≈ CH3NHCH2-, and this effect is more pronounced at lower pH. The conformational analysis of the resulting R5H2U products indicates that independent of the nature of the R5 substituent, the R5H2U nucleosides predominantly adopt a C2′-endo sugar ring conformation, as opposed to the preferred C3′-endo conformation of the parent R5S2Us.
ALTERNATIVE NUCLEIC ACID MOLECULES AND USES THEREOF
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, (2016/06/28)
The present disclosure provides alternative nucleosides, nucleotides, and nucleic acids, and methods of using them.
