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Uracil

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-U3003

  • Specification : 98%

  • CAS number : 66-22-8

  • Formula : C4H4N2O2

  • Molecular Weight : 112.09

  • PUBCHEM ID : 1174

  • Volume : 100mg

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Catalogue Number

BF-U3003

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

112.09

Appearance

White crystalline powder

Botanical Source

Castanea mollissima

Structure Type

Nucleosiede

Category

Standards;Natural Pytochemical;API

SMILES

C1=CNC(=O)NC1=O

Synonyms

Uracll/Ura/Dihydro-pyrimidine-2,4-dione/3,4-Dihydrouracil/2,4(1H,3H)-Pyrimidinedione/Urasil/2,4-Dioxotetrahydropyrimidine/pyrimidine-2,4-diol/2,4-dioxo-3,4-dihydropyrimidin/Pirod/hybarx/pyrimidine-2,4(1H,3H)-dione/Uracil/Pyrod/2,4-DIHYDROXY PYRIMIDINE/Lamivudine Impurity 6

IUPAC Name

1H-pyrimidine-2,4-dione

Density

1.5±0.1 g/cm3

Solubility

DMSO

Flash Point

220.2±26.5 °C

Boiling Point

440.5±37.0 °C at 760 mmHg

Melting Point

330°C

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2933590000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:66-22-8) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29232994

Abstract

It has been demonstrated that uracil has a preponderant tautomeric form, but it is also known that different tautomers co-exist in this equilibrium. In this work, mass spectrometry is used as a helpful tool to analyse the equilibria, using derivative compounds to forbid the presence of some tautomers and ion trap mass spectrometry to follow relevant fragmentation pathways. Theoretical calculations were performed to confirm tautomers abundance by energy minimization in gas phase. Analysis of mass spectra of uracil, three methyl-substituted uracils, 2-thiouracil and three benzouracils suggest that uracil exists mainly as three tautomers in gas phase: one major structure that corresponds to the classical structure of uracil (pyrimidine-2,4(1H,3H)-dione) bearing two carbonyls and two NH moieties, and two minor enolic forms (4-hydroxypyrimidin-2(1H)-one and 2-hydroxypyrimidin-4(1H)-one). Such tautomeric distribution is supported by theoretical calculations, which show that they are the three most stable tautomers.

KEYWORDS

Uracil; mass spectrometry; tautomerism; theoretical calculations; thiouracil

Title

Tautomerism of uracil and related compounds: A mass spectrometry study.

Author

Colasurdo DD1, Pila MN1, Iglesias DA1, Laurella SL2, Ruiz DL1.

Publish date

2018 Apr

PMID

32276907

Abstract

Morchella is one of the most famous rare edible and medicinal fungi over the world. Highly nutritious and immature cultivation techniques led to the high price and the markets have remained tight. The pathogenic bacteria were serious in artificial cultivation of Morchella that affected the growth and yield of Morchella. Isolation of pathogenic bacteria and metabolites were investigated in order to improve the artificial cultivation technology. The isolated strain (YDJZ-01-01C) was identified by Gram staining and sequence of 16S rDNA. Structures of metabolites were confirmed based on NMR spectra and literatures. However, the main products were uracil and thymine that considered as important intermediate of anti-tumor 5-fluorouracil. Interestingly, a new synthetic pathway for preparation of uracil by microorganism was found except for chemical synthesis. The new preparation pathway provided mild, green, sustainable and environment friendly method to produce uracil that meets the needs of modern chemistry.

Title

Preparation of Uracil by bacteria isolated from Morchella.

Author

Fu S1, Zhang Y1, Yang C1, Meng Q2.

Publish date

2020 Mar

PMID

32271909

Abstract

BACKGROUND:
Neural tube defects (NTDs) occur in nervous tissue during embryogenesis when the neural tube fails to close. Approximately 70% of all human NTDs can be prevented by folic acid (FA). Altered expression and/or function of the tumor suppressor protein p53 can lead to NTDs in mouse models.

OBJECTIVES:
The aim of this study was to determine if dietary FA could rescue p53-/–induced NTDs in mice, and to determine the effect loss of p53 has on pathways in folate 1-carbon metabolism.

METHODS:
p53+/- female mice were randomly allocated and weaned onto either an FA-sufficient diet (2 mg/kg folic acid; +FA), or an FA-deficient diet (-FA). After 8 wk, the females were time-mated to p53-/- males. Embryos were examined at E12.5 for NTDs. Folate enzyme concentrations, nucleotide synthesis, uracil accumulation in DNA, and proliferation were measured in primary murine embryonic fibroblasts (MEFs). The “n – 1” chi-square test was used to compare NTD percentages, whereas all other data were analyzed by Student t test, except where noted a multilevel-fit model was used.

RESULTS:
NTD rates of litters from dams consuming the +FA diet (20/46; 43%) did not differ from those of litters from dams consuming the -FA diet (14/35; 40%) (P > 0.05). p53-/- MEFs had 55% higher rates of folate-dependent de novo dTMP synthesis, a ∼2-fold higher accumulation of uracil in DNA, and a ∼30% higher rate of proliferation (P ≤ 0.05) than p53+/- MEFs independent of folate.

CONCLUSIONS:
p53-related NTDs are not FA responsive. Increased dTMP synthesis in p53-/- MEFs might not have been sufficient to meet the demands for thymidine triphosphate (dTTP) synthesis as evidenced by the elevated amounts of uracil in DNA. This study provides additional evidence that elevated uracil in DNA is a risk factor for NTDs.

Copyright © The Author(s) 2020.

KEYWORDS

folic acid; neural tube defects; p53; thymidylate; uracil

Title

p53 Disruption Increases Uracil Accumulation in DNA of Murine Embryonic Fibroblasts and Leads to Folic Acid-Nonresponsive Neural Tube Defects in Mice.

Author

Lachenauer ER1, Stabler SP2, Field MS3, Stover PJ4.

Publish date

2020 Apr 9


Description :

Uracil is a common and naturally occurring pyrimidine derivative and one of the four nucleobases in the nucleic acid of RNA.